Key discoveries in bile acid chemistry and biology and their clinical applications: History of the last eight decades

Journal of Lipid Research

Volumn 55, Issue 8, 2014, Pages 1553-1595

  Hofmann, Alan F ^a   Hagey, Lee R ^a  

^a UNIVERSITY OF CALIFORNIA SAN DIEGO   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

3,7 DIHYDROXY BILE ACID; ALANINE AMINOTRANSFERASE; BILE ACID; BILE ACID CONJUGATE; BILE ALCOHOL; CHENODEOXYCHOLIC ACID; CHOLESTEROL; CHOLIC ACID; COLESEVELAM; COLESTYRAMINE; DEOXYCHOLIC ACID; FARNESOID X RECEPTOR; GLYCINE; HYDROXYMETHYLGLUTARYL COENZYME A REDUCTASE INHIBITOR; OBETICHOLIC ACID; PHOSPHATIDYLCHOLINE; PLACEBO; SODIUM BILE ACID COTRANSPORTER; STEROL DERIVATIVE; TAURINE; TERT BUTYL METHYL ETHER; TRIACYLGLYCEROL; UNCLASSIFIED DRUG; URSODEOXYCHOLIC ACID;

ALANINE AMINOTRANSFERASE BLOOD LEVEL; BILE ACID BLOOD LEVEL; BILE ACID SYNTHESIS; BILE FLOW; BILIARY CIRRHOSIS; BIOCHEMISTRY; CARDIOVASCULAR DISEASE; CHOLECYSTECTOMY; CHOLELITHIASIS; CHOLESTASIS; CHOLESTEROL STONE; CONJUGATION; CRYSTAL STRUCTURE; DIAGNOSTIC VALUE; DRUG EFFICACY; DRUG MEGADOSE; DRUG RESEARCH; DRUG TOLERABILITY; DRUG TRANSFORMATION; ENTEROHEPATIC CIRCULATION; EXTRACORPOREAL LITHOTRIPSY; GALLSTONE; GAS CHROMATOGRAPHY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HUMAN; HYDROXYLATION; HYPERCHOLESTEROLEMIA; INTESTINE ABSORPTION; LIPID ABSORPTION; LIPID ANALYSIS; LIPID COMPOSITION; LIPID TRANSPORT; LOW DRUG DOSE; MASS SPECTROMETRY; NON INSULIN DEPENDENT DIABETES MELLITUS; NONALCOHOLIC FATTY LIVER; NONHUMAN; PHYSICAL CHEMISTRY; PRIMARY BILIARY CIRRHOSIS; PRIMARY SCLEROSING CHOLANGITIS; PRIORITY JOURNAL; REVIEW; RHEUMATOID ARTHRITIS; SIDE EFFECT; STRUCTURE ACTIVITY RELATION; THIN LAYER CHROMATOGRAPHY; X RAY ANALYSIS; ANIMAL; CHEMISTRY; HISTORY; ILEUM; INTESTINE CELL; LIVER CELL; METABOLISM;

ANIMALS; BILE ACIDS AND SALTS; ENTEROCYTES; HEPATOCYTES; HISTORY, 20TH CENTURY; HISTORY, 21ST CENTURY; HUMANS; HYDROXYLATION; ILEUM;

EID: 84905053368     PISSN: 00222275     EISSN: 15397262     Source Type: Journal    
DOI: 10.1194/jlr.R049437     Document Type: Review

References (486)

1. Thannhauser, S. J., and M. Lenke. 1928. Ueber die Herkunft der Gallensäuren, Cholesterin-Gallensäurenbilanzen beim Hund mit totaler Gallenfistel. Arch. Exp. Pathol. Pharmakol. 1130: 292-307.
2. Neubauer, E. 1924. Über die Cholagoge Wirkung der Dehydrocholsäure beim Menschen. Klin. Wochenschr. 3: 883.
3. Shimizu, T. 1935. Über die Chemie and Physiologie der Gallensäuren. Verlag von M. Muramoto, Japan.
4. Sarett, L. H. 1946. Partial synthesis of pregnene 4 triol 17(β),20(β), 21 dione 3,11 and pregnene 4 diol 17(β), 21 trione 3,11,20 monoacetate. J. Biol. Chem. 162: 601-631.
5. Hillier, S. G. 2007. Diamonds are forever: the cortisone legacy. J. Endocrinol. 195: 1-6. (Pubitemid 350055993)
6. Hench, P. S. 1964. The reversibility of certain rheumatic and non-rheumatic conditions by the use of cortisone or of the pituitary adrenocorticotropic hormone. In Nobel Lectures. Physiology or Medicine 1942-1962. Elsevier Publishing Company, Amsterdam. 312-341.
7. Fieser, L. F., and M. Fieser. 1959. Adrenocortical hormones. In Steroids. Reinhold Publishing Corporation, New York. 600-726.
8. Bergström, S., H. Danielsson, and B. Samuelsson. 1960. Formation and metabolism of bile acids. In Lipide Metabolism. K. Bloch, editor. John Wiley & Sons, New York, NY. 291-336.
9. Griffiths, W. J., and J. Sjövall. 2010. Bile acids: analysis in biological fluids and tissues. J. Lipid Res. 51: 23-41.
10. Sjövall, J. 2004. Fifty years with bile acids and steroids in health and disease. Lipids. 39: 703-722.
11. Norman, A. 1955. Preparation of conjugated bile acids using mixed carboxylic acid anhydrides. Ark. Kemi. 8: 331-342.
12. Norman, A., and J. Sjövall. 1958. On the transformation and enterohepatic circulation of cholic acid in the rat. J. Biol. Chem. 233: 872-885.
13. Norman, A., and J. Sjövall. 1960. Formation of lithocholic acid from chenodeoxycholic acid in the rat. Acta Chem. Scand. 14: 1815-1818.
14. Lindstedt, S. 1957. The turnover of cholic acid in man. Acta Physiol. Scand. 40: 1-9.
15. Danielsson, H., and J. Sjövall. 1975. Bile acid metabolism. Annu. Rev. Biochem. 44: 233-253.
16. Samuelsson, B. 1959. On the metabolism of ursodeoxycholic acid in the rat. Acta Chem. Scand. 13: 970-975.
17. Eriksson, S. 1957. Biliary excretion of bile acids and cholesterol in bile fistula rats. Proc. Soc. Exp. Biol. Med. 94: 578-582.
18. Borgström, B., A. Dahlqvist, G. Lundh, and J. Sjövall. 1957. Studies of intestinal digestion and absorption in the human. J. Clin. Invest. 36: 1521-1536.
19. Lack, L., and I. M. Weiner. 1961. In vitro absorption of bile salts by small intestine of rats and guinea pigs. Am. J. Physiol. 200: 313-317.
20. Borgström, B., G. Lundh, and A. F. Hofmann. 1963. The site of absorption of conjugated bile salts in man. Gastroenterology. 45: 229-238.
21. Haslewood, G. A. D. 1967. Bile salt evolution. J. Lipid Res. 8: 535-550.
22. Hsia, S. L., W. H. Elliott, J. T. Matschiner, E. A. Doisy, Jr., S. A. Thayer, and E. A. Doisy. 1958. Bile acids. XI. Structures of the isomeric 3 alpha,6.7-trihydroxycholanic acids. J. Biol. Chem. 233: 1337-1339.
23. Shaw, R., and W. H. Elliott. 1978. Bile acids LVII. Analysis of bile acids by high pressure liquid chromatography and mass spectrometry. Lipids. 13: 971-975. (Pubitemid 9085244)
24. Haslewood, G. A. D. 1958. Prof. T. Shimizu (obituary). Nature. 181: 880.
25. Hoshita, T. 1985. Bile alcohols and primitive bile acids. In Sterols and Bile Acids. H. Danielsson and J. Sjövall, editors. Elsevier Science Publishers, Amsterdam. 279-302.
26. Une, M., and T. Hoshita. 1994. Natural occurrence and chemical synthesis of bile alcohols, higher bile acids, and short side chain bile acids. Hiroshima J. Med. Sci. 43: 37-67.
27. Yamasaki, K. 1972. 40-year studies on bile acids [article in German]. Yonago Acta Med. 15: 171-187.
28. Carey, J. B., Jr. 1956. Chenodeoxycholic acid in human blood serum. Science. 123: 892.
29. Carey, J. B., Jr., I. D. Wilson, F. G. Zaki, and R. F. Hanson. 1966. The metabolism of bile acids with special reference to liver injury. Medicine. 45: 461-470.
30. Ahrens, E. H., Jr., and L. C. Craig. 1952. The extraction and separation of bile acids. J. Biol. Chem. 195: 763-778.
31. Grundy, S. M., E. H. Ahrens, Jr., and T. A. Miettinen. 1965. Quantitative isolation and gas-liquid chromatographic analysis of total fecal bile acids. J. Lipid Res. 6: 397-410.
32. McGuire, D. K., and S. M. Grundy. 2011. Interview with Dr. Scott Grundy during AHA EPI/PAM meeting in March 2011. J. Clin. Lipidol. 5: 371-372.
33. Rajaratnam, R. A., H. Gylling, and T. A. Miettinen. 2001. Cholesterol absorption, synthesis, and fecal output in postmenopausal women with and without coronary artery disease. Arterioscler. Thromb. Vasc. Biol. 21: 1650-1655. (Pubitemid 34215586)
34. Grundy, S. M., A. F. Hofmann, J. Davignon, and E. H. Ahrens, Jr. 1966. Human cholesterol synthesis is regulated by bile acids. J. Clin. Invest. 45: 1018-1019.
35. Thistle, J. L., and L. J. Schoenfield. 1971. Induced alterations in composition of bile of persons having cholelithiasis. Gastroenterology. 61: 488-496.
36. Danzinger, R. G., A. F. Hofmann, L. J. Schoenfield, and J. L. Thistle. 1972. Dissolution of cholesterol gallstones by chenodeoxycholic acid. N. Engl. J. Med. 286: 1-8.
37. Bell, G. D., B. Whitney, and R. H. Dowling. 1972. Gallstone dissolution in man using chenodeoxycholic acid. Lancet. 2: 1213-1216.
38. Hench, P. S. 1938. Effect of jaundice on rheumatoid arthritis. BMJ. 2: 394-398.
39. Sugata, F., and M. Shimizu. 1974. Retrospective studies on gallstone disappearance [article in Japanese]. Nihon Shokakibyo Gakkai Zasshi. 71: 75-80.
40. Nakagawa, S., I. Makino, T. Ishazaki, and I. Dohi. 1977. Dissolution of cholesterol gallstones by ursodeoxycholic acid. Lancet. 2: 367-369. (Pubitemid 8164394)
41. Makino, I., and H. Tanaka. 1998. From a choleretic to an immunomodulator: historical review of ursodeoxycholic acid as a medicament. J. Gastroenterol. Hepatol. 13: 659-664. (Pubitemid 28407312)
42. Leuschner, U., and W. Kurtz. 1987. Treatment of primary biliary cirrhosis and cholestatic disorders with ursodeoxycholic acid. Lancet. 2: 508. (Pubitemid 17118933)
43. Poupon, R., Y. Chretien, R. E. Poupon, F. Ballett, Y. Calmus, and F. Darnis. 1987. Is ursodeoxycholic acid an effective treatment for primary biliary cirrhosis? Lancet. 1: 834-836. (Pubitemid 17043131)
44. Lindor, K. D., E. R. Dickson, W. P. Baldus, R. A. Jorgensen, J. Ludwig, P. A. Murtaugh, J. M. Harrison, R. H. Wiesner, M. L. Anderson, S. M. Lange, et al. 1994. Ursodeoxycholic acid in the treatment of primary biliary cirrhosis. Gastroenterology. 106: 1284-1290. (Pubitemid 24129246)
45. Palma, J., H. Reyes, J. Ribalta, I. Hernandez, L. Sandoval, R. Almuna, J. Liepins, F. Lira, M. Sadano, O. Silva, et al. 1997. Ursodeoxycholic acid in the treatment of cholestasis of pregnancy: a randomized, double-blind study controlled with placebo. J. Hepatol. 27: 1022-1028. (Pubitemid 27523961)
46. Nonappa, and U. Maitra. 2008. Unlocking the potential of bile acids in synthesis, supramolecular/materials chemistry and nanoscience. Org. Biomol. Chem. 6: 657-669.
47. Allen, R. D., I. Y. Wan, G. M. Wallraff, R. A. DiPietro, D. C. Hofer, and R. R. Kunz. 1995. Resolution and etch resistance of a family of 193nm positive resists. J. Photopolym. Sci. Technol. 8: 623-626.
48. Steinberg, D. 2013. In celebration of the 100th anniversary of the lipid hypothesis of atherosclerosis. J. Lipid Res. 54: 2946-2949.
49. Makishima, M., A. Y. Okamoto, J. J. Repa, H. Tu, R. M. Learned, A. Luk, M. V. Hull, K. D. Lustig, D. J. Mangelsdorf, and B. Shan. 1999. Identification of a nuclear receptor for bile acids. Science. 284: 1362-1365. (Pubitemid 29289663)
50. Wang, H., J. Chen, K. Hollister, L. C. Sowers, and B. M. Forman. 1999. Endogenous bile acids are ligands for the nuclear receptor FXR/BAR. Mol. Cell. 3: 543-553. (Pubitemid 29268438)
51. Parks, D. J., S. G. Blanchard, R. K. Bledsoe, G. Chandra, T. G. Consler, S. A. Kliewer, J. B. Stimmel, T. M. Willson, A. M. Zavacki, D. D. Moore, et al. 1999. Bile acids: natural ligands for an orphan nuclear receptor. Science. 284: 1365-1368. (Pubitemid 29289664)
52. Matsubara, T., F. Lei, and F. J. Gonzalez. 2013. FXR signaling in the enterohepatic system. Mol. Cell. Endocrinol. 368: 17-29.
53. Gonzalez, F. J. 2012. Nuclear receptor control of enterohepatic circulation. Compr. Physiol. 2: 2811-2828.
54. Porez, G., J. Prawitt, B. Gross, and B. Staels. 2012. Bile acid receptors as targets for the treatment of dyslipidemia and cardiovascular disease. J. Lipid Res. 53: 1723-1737.
55. Inagaki, T., M. Choi, A. Moschetta, L. Peng, C. L. Cummins, J. G. McDonald, G. Luo, S. A. Jones, B. Goodwin, J. A. Richardson, et al. 2005. Fibroblast growth factor 15 functions as an enterohepatic signal to regulate bile acid homeostasis. Cell Metab. 2: 217-225.
56. Jung, D., T. Inagaki, R. D. Gerard, P. A. Dawson, S. A. Kliewer, D. J. Mangelsdorf, and A. Moschetta. 2007. FXR agonists and FGF15 reduce fecal bile acid excretion in a mouse model of bile acid malabsorption. J. Lipid Res. 48: 2693-2700. (Pubitemid 350272854)
57. Uriarte, I., M. G. Fernandez-Barrena, M. J. Monte, M. U. Latasa, H. C. Y. Chiang, S. Carotti, U. Vespasiani-Gentilucci, S. Morini, E. Vicente, A. R. Concepcion, et al. 2013. Identification of fibroblast growth factor 15. A novel mediator of liver regeneration and its application in the prevention of post-resection liver failure in mice. Gut. 62: 899-910.
58. Mudaliar, S., R. R. Henry, A. J. Sanyal, L. Marrow, H. U. Marschall, M. Kipnes, L. Adorini, C. I. Sciacca, P. Clopton, E. Castelloe, et al. 2013. Efficacy and safety of the farnesoid X receptor agonist obeticholic acid in patients with type 2 diabetes and nonalcoholic fatty liver disease. Gastroenterology. 145: 574-582.
59. Gadaleta, R. M., K. J. van Erpecum, B. Oldenburg, E. C. Willemsen, W. Renooij, S. Murzilli, L. W. Klomp, P. D. Siersema, M. E. Schipper, S. Danese, et al. 2011. Farnesoid X receptor activation inhibits inflammation and preserves the intestinal barrier in inflammatory bowel disease. Gut. 60: 463-472.
60. Sato, H., A. Macchiarulo, C. Thomas, A. Gioiello, M. Une, A. F. Hofmann, R. Saladin, K. Schoonjans, R. Pellicciari, and J. Auwerx. 2008. Novel potent and selective bile acid derivatives as TGR5 agonists: biological screening, structure-activity relationships, and molecular modeling studies. J. Med. Chem. 51: 1831-1841. (Pubitemid 351438866)
61. Pellicciari, R., S. Fiorucci, E. Camaioni, C. Clerici, G. Costantino, P. R. Maloney, A. Morelli, D. J. Parks, and T. M. Willson. 2002. 6α-ethyl chenodeoxycholic acid (6-ECDCA), a potent and selective FXR agonist endowed with anticholestatic activity. J. Med. Chem. 45: 3569-3572. (Pubitemid 34856095)
62. Adorini, L., M. Pruzanski, and D. Shapiro. 2012. Farnesoid X receptor targeting to treat nonalcoholic steatohepatitis. Drug Discov. Today. 17: 988-997.
63. Maruyama, T., Y. Miyamoto, T. Nakamura, Y. Tamai, H. Okada, E. Sugiyama, T. Nakamura, H. Itadani, and K. Tanaka. 2002. Identification of membrane-type receptor for bile acids (M-BAR). Biochem. Biophys. Res. Commun. 298: 714-719. (Pubitemid 35356798)
64. Kawamata, Y., R. Fujii, M. Hosova, M. Harada, H. Yoshida, M. Miwa, S. Fukusumi, Y. Habata, T. Itoh, Y. Shintani, et al. 2003. A G protein-coupled receptor responsive to bile acids. J. Biol. Chem. 278: 9435-9440. (Pubitemid 36800434)
65. Poole, D. P., C. Godfrey, F. Cattanruzza, G. S. Cottrell, J. G. Kirkland, J. C. Pelayo, N. W. Bunnett, and C. U. Corvera. 2010. Expression and function of the bile acid receptor GpBAR1 (TGR5) in the murine enteric nervous system. Neurogastroenterol. Motil. 22: 814-825.
66. Alemi, F., E. Kwon, D. P. Poole, T. Lieu, V. Lyo, F. Cattaruzzza, F. Cevikbas, M. Steinhoff, R. Nassini, S. Materazzi, et al. 2013. The TGR5 receptor mediates bile acid-induced itch and analgesia. J. Clin. Invest. 123: 1513-1530.
67. Keitel, V., and D. Häussinger. 2013. TGR5 in cholangiocytes. Curr. Opin. Gastroenterol. 29: 299-304.
68. Thomas, C., A. Gioiello, L. Noriega, A. Strehle, J. Oury, G. Rizzo, A. Macchiarulo, H. Yamamoto, C. Mataki, M. Pruzanski, et al. 2009. TGR5-mediated bile acid sensing controls glucose homeostasis. Cell Metab. 10: 167-177.
69. Keitel, V., R. Reinehr, P. Gatsios, C. Rupprecht, B. Görg, O. Selbach, D. Häussinger, and R. Kubitz. 2007. The G-protein coupled bile salt receptor TGR5 is expressed in liver sinusoidal endothelial cells. Hepatology. 45: 695-704. (Pubitemid 46450621)
70. Alemi, F., D. P. Poole, J. Chiu, K. Schoonjans, F. Cattaruzza, J. R. Grider, N. W. Bunnett, and C. U. Corvera. 2013. The receptor TGR5 mediates the prokinetic actions of intestinal bile acids and is required for normal defecation in mice. Gastroenterology. 144: 145-154.
71. Wang, Y-D., W-D. Chen, D. Yu, B. M. Forman, and W. Huang. 2011. The G-protein-coupled bile acid receptor. Gpbar1 (TGR5), negatively regulates hepatic inflammatory response through antagonizing nuclear factor Kappa light-chain enhancer of activated B cells (NF-κB) in mice. Hepatology. 54: 1421-1432.
72. Sobotka, H. 1938. The Chemistry of the Steroids. Williams and Wilkins, Baltimore, MD.
73. Sobotka, H. 1937. Physiological Chemistry of the Bile. Williams and Wilkins, Baltimore, MD.
74. Haslewood, G. A. D. 1967. Bile Salts. Methuen, London.
75. Haslewood, G. A. D. 1978. The Biological Importance of Bile Salts. North-Holland Publishing Co., Amsterdam, The Netherlands.
76. 1962. Elsevier's Encyclopedia of Organic Chemistry (suppl) F. Radt, editor. Elsevier, Amsterdam, The Netherlands. 22915-36725.
77. Nair, P. P., and D. Kritchevsky, editors. 1971. The Bile Acids. Vol. I. Chemistry. Plenum Press, New York.
78. Nair, P. P., and D. Kritchevsky, editors. 1973. The Bile Acids: Vol. 2 Physiology and Metabolism. Plenum Press, New York.
79. Nair, P. P., and D. Kritchevsky, editors. 1976. The Bile Acids: Vol. 3 Pathophysiology. Plenum Press, New York.
80. Setchell, K. D. R., D. Kritchevsky, and P. P. Nair, editors. The Bile Acids. Vol. 4. Chemistry, Physiology, and Metabolism. Plenum Press, New York.
81. Danielsson, H., and J. Sjövall, editors. 1985. Sterols and Bile Acids. In New Comprehensive Biochemistry, Vol. 12. A. Neuberger and L. L. M. VanDeenen, editors. Elsevier, Amsterdam.
82. Roda, A., E. Roda, and A. F. Hofmann, editors. 1999. Acidi biliari 2000. Aggiornamento per il future. Masson, Milano, Italy.
83. Hofmann, A. F. 1985. Bile acid research: some major themes during the past 60 years. In Trends in Hepatology. L. Bianchi, W. Gerok, and H. Popper, editors. MTP Press Limited, Lancaster, England. 3-28.
84. Dowling, R. H. 1985. Bile acids in therapy - pre-1924, circa 1924, and in 1984. In Trends in Hepatology. L. Bianchi, W. Gerok, and H. Popper, editors. MTP Press Limited, Lancaster, England. 29-40.
85. Hofmann, A. F., L. R. Hagey, and M. D. Krasowski. 2010. Bile salts of vertebrates: structural variation and possible evolutionary significance. J. Lipid Res. 51: 226-246.
86. Wieland, H. 1928. The chemistry of the bile acids. In Nobel Lectures, Chemistry 1922-1941. Elsevier Publishing Company, Amsterdam, The Netherlands. 94-102.
87. Windaus, A. 1928. Constitution of sterols and their connection with other substances occurring nature. In Nobel Lectures, Chemistry 1922-1941. Elsevier Publishing Company, Amsterdam, The Netherlands. 105-121.
88. Bernal, J. D. 1932. Crystal structures of vitamin D and related compounds. Nature. 129: 277-278.
89. Rosenheim, O., and H. King. 1934. The chemistry of the sterols, bile acids, and other cyclic constituents of natural fats and oils. Annu. Rev. Biochem. 3: 87-110.
90. Lindley, P. F., and M. C. Carey. 1987. Molecular packing of bile acids: structure of ursodeoxycholic acid. J. Crystallogr. Spectrosc. Res. 17: 231-249.
91. Kametani, T., K. Suzuki, and H. Nemoto. 1981. First total synthesis of (+)-chenodeoxycholic acid. J. Am. Chem. Soc. 103: 2891-2892.
92. Swann, B., and F. Aprahamian, editors. 1999. J. D. Bernal: A Life in Science and Politics. Verso, London, UK.
93. Brown, A. 2005. J. D. Bernal. The Sage of Science. Oxford University Press, Oxford, UK.
94. Whipple, G. H. 1922. The origin and significance of the constituents of the bile. Physiol. Rev. 2: 440-459.
95. Ruzicka, L. 1973. In the borderland between bioorganic chemistry and biochemistry. Annu. Rev. Biochem. 42: 1-20.
96. Berthold, H. K. 1998. Rudolf Schoenheimer (1898-1941): Leben und Werk. Falk Foundation, e.V., Freiburg, Germany.
97. Bloch, K., B. N. Berg, and D. Rittenberg. 1943. The biological conversion of cholesterol to cholic acid. J. Biol. Chem. 149: 511-517.
98. Shimizu, T., and T. Oda. 1934. Untersuchung der Krotengalle. II. Trioxy-bufo-sterocholensäure C28H46O5 aus Wintergalle. Z. Phys. Chem. 227: 74-83.
99. Suganami, T., and K. Yamasaki. 1942. Uber die Alligatorschildkrotengalle. II. Trioxy-stero- and trioxy-isosterocholansäure. J. Biochem. 35: 155-172.
100. Tint, G. S., B. Dayal, A. K. Batta, S. Shefer, T. Joanen, L. McNease, and G. Salen. 1980. Biliary bile acids, bile alcohols, and sterols of Alligator mississippiensis. J. Lipid Res. 21: 110-117.
101. Bridgwater, R. J., and G. A. D. Haslewood. 1952. Comparative studies of bile salts. 6. Partial synthesis of coprostanic acid, a stem acid of primitive bile salts. Biochem. J. 52: 588-590.
102. Ogawa, S., K. Mitamura, S. Ikegawa, M. D. Krasowski, L. R. Hagey, and A. F. Hofmann. 2011. Chemical synthesis of the (25R)- and (25S)-epimers of 3α,7α,12α-trihydroxy-5β-cholestan-27-oic acid as well as their corresponding glycine and taurine conjugates. Chem. Phys. Lipids. 164: 368-377.
103. Hammarsten, O. 1898. Ueber eine neue Gruppe gepaarter Gallensäure. Z. Phys. Chem. 24: 322-350.
104. Kazuno, T., T. Masui, and K. Okuda. 1965. Stero-bile acids and bile sterols. LXIV. The isolation and the chemistry of a new bile alcohol, 3-alpha, 7-alpha, 12-alpha, 24-xi, 26-pentahydroxybishomocholane from Rana catesbiana bile. J. Biochem. 57: 75-80.
105. Haslewood, G. A. D. 1964. Comparative studies of bile salts. 19. The chemistry of ranol. Biochem. J. 90: 309-313.
106. Haslewood, G. A., and L. Tokes. 1969. Comparative studies of bile salts. Bile salts of the lamprey Petromyzon marinus L. Biochem. J. 114: 179-184.
107. Hoye, T. R., V. Dvomikovs, J. M. Fine, K. R. Anderson, C. S. Jeffrey, D. C. Muddiman, F. Shao, P. W. Sorensen, and J. Wang. 2007. Details of the structure determination of the sulfated steroids PSDS and PADS: new components of the sea lamprey (Petromyzon marinus) migratory pheromone. J. Org. Chem. 72: 7544-7550. (Pubitemid 47501623)
108. Hagey, L., R. K. Takagi, C. D. Schteingart, H-T. Ton-Nu, and A. F. Hofmann. 1994. C24 bile acid reduction into bile alcohols: a novel, ubiquitous minor pathway of cholesterol elimination in vertebrates. Hepatology. 20: A665.
109. Elliott, W. H. 1971. Allo bile acids. In The Bile Acids: Chemistry, Physiology, Metabolism. Vol. 1. P. P. Nair and D. Kritchevsky, editors. Plenum Press, New York, NY. 47-93.
110. Hofmann, A. F., and E. H. Mosbach. 1964. Identification of allodeoxycholic acid as the major component of gallstones induced in the rabbit by 5α cholestan-3β-ol. J. Biol. Chem. 239: 2813-2821.
111. Mendoza, M. E., M. J. Monte, M. A. Serrano, M. Pastor-Anglada, B. Stieger, P. J. Meier, M. Medarde, and J. J. Marin. 2003. Physiological characteristics of allo-cholic acid. J. Lipid Res. 44: 84-92. (Pubitemid 36114773)
112. Setchell, K. D. R., J. M. Street, and J. Sjövall. 1988. Fecal bile acids. In The Bile Acids: Chemistry, Physiology, Metabolism. Vol. 4. K. D. R. Setchell, D. Kritchevsky, and P. P. Nair, editors. Plenum Press, New York, NY. 441-570.
113. Ridlon, J. M., D. J. Kang, and P. B. Hylemon. 2006. Bile salt biotransformation by human intestinal bacteria. J. Lipid Res. 47: 241-259. (Pubitemid 43276911)
114. Katona, B. W., N. P. Rath, S. Anant, W. F. Stenson, and D. F. Covey. 2007. Enantiomeric deoxycholic acid: total synthesis, characterization, and preliminary toxicity toward colon cancer lines. J. Org. Chem. 72: 9298-9307. (Pubitemid 350195801)
115. Strecker, A. 1848. Untersuchung der Ochsengalle. Annalen der Chem. und Pharmacie. 67: 1-60.
116. Mylius, F. 1886. Ueber die Cholsäure. Ber. 19: 374.
117. Otto, R. 1869. Ueber die Gänsegalle und die Chenotaurocholsä ure. Annalen der Chem. und Pharmacie. 149: 185-201.
118. Marschall, H-U., M. Wagner, K. Bodin, G. Zöllner, P. Fickert, J. Gumhold, D. Silbert, A. Fuchsbichler, J. Sjövall, and M. Trauner. 2006. FXR(-/-) mice adapt to biliary obstruction by enhanced phase I detoxification and renal elimination of bile acids. J. Lipid Res. 47: 582-592. (Pubitemid 43345599)
119. Wang, R., L. Liu, J. A. Sheps, D. Forrest, A. F. Hofmann, L. R. Hagey, and V. Ling. 2013. Defective canalicular transport and toxicity of dietary ursodeoxycholic acid in the abcb11-/- mouse: transport and gene expression studies. Am. J. Physiol. Gastrointest. Liver Physiol. 305: G286-G294.
120. Hofmann, A. F., J. Sjövall, G. Kurz, A. Radominska, C. D. Schteingart, G. S. Tint, Z. R. Vlahcevic, and K. D. R. Setchell. 1992. A proposed nomenclature for bile acids. J. Lipid Res. 33: 599-604.
121. Bokkenheuser, V. D., J. Winter, P. B. Hylemon, N. K. N. Ayengar, and E. H. Mosbach. 1981. Dehydroxylation of 16α-hydroxyprogesterone by fecal flora of man and rat. J. Lipid Res. 22: 95-102. (Pubitemid 11144710)
122. Hofmann, A. F., V. Loening-Baucke, J. E. Lavine, L. R. Hagey, J. H. Steinbach, C. A. Packard, T. L. Griffin, and D. A. Chatfield. 2008. Altered bile acid metabolism in childhood functional constipation: inactivation of secretory bile acids by sulfation in a subset of patients. J. Pediatr. Gastroenterol. Nutr. 47: 598-606.
123. Kelsey, M. I., J. E. Molina, S. K. Huang, and K. K. Hwang. 1980. The identification of microbial metabolites of sulfolithocholic acid. J. Lipid Res. 21: 751-759. (Pubitemid 11247804)
124. Cohen, B. I., A. K. Singhal, J. Mongelli, M. A. Rothschild, C. K. McSherry, and E. H. Mosbach. 1983. Hydroxylation of secondary bile acids in the perfused prairie dog liver. Lipids. 18: 909-912. (Pubitemid 14197033)
125. Kakiyama, G., H. Tamegai, T. Iida, K. Mitamura, S. Ikegawa, T. Goto, N. Mano, J. Goto, P. Holz, L. R. Hagey, et al. 2007. Isolation of a major novel dominant biliary bile acid in the wombat: 15α-hydroxylithocholic acid. J. Lipid Res. 48: 2682-2692. (Pubitemid 350272853)
126. Shefer, S., G. Salen, S. Hauser, B. Dayal, and A. K. Batta. 1982. Metabolism of iso-bile acids in the rat. J. Biol. Chem. 257: 1401-1406. (Pubitemid 12121649)
127. Marschall, H. U., U. Broome, C. Einarsson, G. Alvelius, H. G. Thomas, and S. Matern. 2001. Isoursodeoxycholic acid: metabolism and therapeutic effects in primary biliary cirrhosis. J. Lipid Res. 42: 735-742. (Pubitemid 32507173)
128. Hagey, L. R., T. Iida, S. Ogawa, Y. Adachi, M. Une, K. Mushiake, M. Maekawa, M. Shimada, N. Mano, and A. F. Hofmann. 2011. Biliary bile acids in birds of the Cotingidae family: taurine-conjugated (24R,25R)-3α,7α, 24-trihydroxy-5β-cholestan-27-oic acid and two epimers (25R and 25S) of 3α,7α-dihydroxy-5β-cholestan-27-oic acid. Steroids. 76: 1126-1135.
129. Haslewood, G. A. D., and L. Tokès. 1972. Comparative studies of bile salts. A new type of bile salt from Arapaima gigas (Cuvier) (family Osteoglossidae). Biochem. J. 126: 1161-1170.
130. Kuroki, S., C. D. Schteingart, L. R. Hagey, B. I. Cohen, E. H. Mosbach, S. S. Rossi, A. F. Hofmann, N. Matoba, M. Une, T. Hoshita, et al. 1988. Bile salts of the West Indian manatee, Trichechus manatus latirostris: novel bile alcohol sulfates and absence of bile acids. J. Lipid Res. 29: 509-522.
131. Ishida, H., H. Miyamoto, T. Kajino, H. Nakayasu, H. Nukaya, and K. Tsuji. 1996. Study on the bile salt from Megamouth shark. I. The structures of a new bile alcohol, 7-deoxyscymnol, and its new sodium sulfates. Chem. Pharm. Bull. (Tokyo). 44: 1289-1292. (Pubitemid 26256497)
132. Hammarsten, O. 1909. Untersuchung über die Galle einiger Polartiere. III. Mitteilung über die Galle des Wallrosses. Hoppe Seylers Z. Physiol. Chem. 61: 454-496.
133. Windaus, A., and A. van Schoor. 1928. Uber die β- Phocaecholsäure. Hoppe Seylers Z. Physiol. Chem. 143: 312-320.
134. Pellicciari, R., B. Natalini, A. Roda, M. Iracema, L. Machdao, and M. Marinzzi. 1989. Preparation and physicochemical properties of natural (23R)-hydroxy trihydroxylated bile acids and their (23S) epimers. J. Chem. Soc. Perkin Trans. 1: 1289-1296.
135. Merrill, J. R., C. D. Schteingart, L. R. Hagey, Y. Peng, H-T. Ton-Nu, E. Frick, M. Jirsa, and A. F. Hofmann. 1996. Hepatic biotransformation in rodents and physicochemical properties of 23(R)-hydroxychenodeoxycholic acid, a natural α-hydroxy bile acid. J. Lipid Res. 37: 98-112. (Pubitemid 26052623)
136. Hoshita, T., S. Hirofuji, T. Sasaki, and T. Kazuno. 1967. Stero-bile acids and bile alcohols. LXXXVII. Isolation of a new bile acid, haemulcholic acid from the bile of Parapristipoma trilineatum. J. Biochem. 61: 136-141.
137. Kihira, K., Y. Morioka, and T. Hoshita. 1981. Synthesis of (22R and 22S)-3 alpha, 7 alpha, 22-trihydroxy-5-beta-cholan-24-oic acids and structure of haemulcholic acid, a unique bile acid isolated from fish bile. J. Lipid Res. 22: 1181-1187.
138. Roda, A., B. Grigolo, A. Minutello, R. Pellicciari, and B. Natalini. 1990. Physicochemical and biological properties of natural and synthetic C-22 and C-23 hydroxylated bile acids. J. Lipid Res. 31: 289-298. (Pubitemid 20089043)
139. Rodrigues, C. M. P., B. T. Kren, C. J. Steer, and K. D. R. Setchell. 1996. Formation of Δ22-bile acids in rats is not gender specific and occurs in the peroxisome. J. Lipid Res. 37: 540-550.
140. Kakiyama, G., T. Iida, A. Yoshimuta, T. Goto, N. Mano, J. Goto, T. Nambara, L. R. Hagey, and A. F. Hofmann. 2004. Chemical synthesis of (22E)-3α,6β.7β-trihydroxy-5β-chol-22-ene-24-oic acid and its taurine and glycine conjugates: a major bile acid in the rat. J. Lipid Res. 45: 567-573. (Pubitemid 38338004)
141. Une, M., F. Nagai, K. Kihira, T. Kuramoto, and T. Hoshita. 1983. Synthesis of four diastereoisomers at carbons 24 and 26 of 3α,7α, 12α.24-tetrahydroxy-5β-cholestan-26-oic acid, intermediates of bile acid biosynthesis. J. Lipid Res. 24: 924-929.
142. Hagey, L. R., S. Ogawa, N. Kato, R. Satoh née Okihara, M. Une, K. Mitamura, S. Ikegawa, A. F. Hofmann, and T. Iida. 2012. A novel varanic acid epimer - (24R,25S)-3α,7α,12α,24-tetrahydroxy-5β- cholestan-27-oic acid - is a major biliary bile acid in two varanid lizards and the Gila monster. Steroids. 77: 1510-1521.
143. Windaus, A. W. B., and G. König. 1930. Uber einige Versuche mit Scymnol. Z. Phys. Chem. 189: 148-154.
144. Asikari, H. 1939. Uber die Galle des "Akajei" Fisches (Dasyatis akajei) und die Konstitution des Scymnols. J. Biochem. 29: 319-324.
145. Bergmann, W., and W. T. Pace. 1943. Scymnol. J. Am. Chem. Soc. 65: 477.
146. Bridgwater, R. J., T. Briggs, and G. A. D. Haslewood. 1962. Comparative studies of 'bile salts'. 14. Isolation from shark bile and partial synthesis of scymnol. Biochem. J. 82: 285-290.
147. Bridgwater, R. J., G. A. D. Haslewood, and J. R. Watt. 1963. Comparative studies of 'bile salts'. 17. A bile alcohol from Chimaera monstrosa. Biochem. J. 87: 28-31.
148. Cross, A. D. 1961. Scymnol sulphate and anhydroscymnol. J. Chem. Soc. 2817-2821.
149. Ishida, H., S. Kinoshita, R. Natsuyama, H. Nukaya, K. Tsuji, T. Kosuge, and K. Yamaguchi. 1991. Study on the bile salt, sodium scymnol sulfate, from Rhizoprionodon acutus. II. The structures of scymnol, anhydroscymnol, and sodium scymnol sulfate. Chem. Pharm. Bull. (Tokyo). 39: 3153-3156.
150. Ishida, H., H. Nakayasu, H. Miyamoto, H. Nukaya, and K. Tsuji. 1998. Study on the bile salts from Sunfish, Mola mola L. I. The structures of sodium cyprinol sulfates, the sodium salt of a new bile acid conjugated with taurine, and a new bile alcohol and its new sodium sulfates. Chem. Pharm. Bull. (Tokyo). 46: 12-16. (Pubitemid 28099423)
151. Dayal, B., A. K. Batta, S. Shefer, G. S. Tint, G. Salen, and E. H. Mosbach. 1978. Preparation of 24(R)- and 24(S)-5beta-cholestane-3alpha,7alpha, 24-triols and 25(R)- and 25(S)-5beta-cholestane-3alpha,7alpha,26-triols by a hydroboration procedure. J. Lipid Res. 19: 191-196. (Pubitemid 8288799)
152. Satoh née Okihara, R., T. Saito, H. Ogata, A. Ohsaki, T. Iida, K. Asahina, K. Mitamura, S. Ikegawa, A. F. Hofmann, and L. R. Hagey. 2014. N-methyltaurine N-acyl amidated bile acids and deoxycholic acid in the bile of angelfish (Pomacanthidae): a novel bile acid profile in Perciform fish. Steroids. 80: 15-23.
153. Une, M., T. Goto, K. Kihira, T. Kuramoto, K. Hagiwara, T. Nakajima, and T. Hoshita. 1991. Isolation and identification of bile salts conjugated with cysteinolic acid from bile of the red seabream, Pagrosomus major. J. Lipid Res. 32: 1619-1623.
154. Batta, A. K., G. Salen, and S. Shefer. 1984. Substrate specificity of cholyl glycine hydrolase for the hydrolysis of bile acid conjugates. J. Biol. Chem. 259: 15035-15039. (Pubitemid 15191298)
155. Schmassmann, A., M. A. Angellotti, H-T. Ton Nu, C. D. Schteingart, S. N. Marcus, S. S. Rossi, and A. F. Hofmann. 1990. Transport, metabolism and effect of chronic feeding of cholylsarcosine, a conjugated bile acid resistant to deconjugation and dehydroxylation. Gastroenterology. 98: 163-174. (Pubitemid 20017799)
156. Schmassmann, A., A. F. Hofmann, M. A. Angellotti, H-T. Ton-Nu, C. D. Schteingart, C. Clerici, S. S. Rossi, M. A. Rothschild, B. I. Cohen, et al. 1990. Prevention of ursodeoxycholate hepatotoxicity in the rabbit by conjugation with N-methyl amino acids. Hepatology. 11: 989-996. (Pubitemid 20221035)
157. Lillienau, J., C. D. Schteingart, and A. F. Hofmann. 1992. Physicochemical and physiological properties of cholylsarcosine: a potential replacement detergent for bile acid deficiency states in the small intestine. J. Clin. Invest. 89: 420-431.
158. Russell, D. W. 2003. The enzymes, regulation, and genetics of bile acid synthesis. Annu. Rev. Biochem. 72: 137-174. (Pubitemid 36930444)
159. Hylemon, P. B., P. M. Bohdan, A. E. Sirica, D. M. Heuman, and Z. R. Vlahcevic. 1990. Cholesterol and bile acid metabolism in cultures of primary rat bile ductular cells. Hepatology. 11: 982-988. (Pubitemid 20221034)
160. Ikegawa, S., H. Ishikawa, H. Oiwa, M. Nagata, J. Goto, T. Kozaki, M. Gotowda, and N. Asakawa. 1999. Characterization of cholyladenylate in rat liver microsomes by liquid chromatography/electrospray ionization-mass spectrometry. Anal. Biochem. 266: 125-132. (Pubitemid 29024616)
161. Falany, C. N., M. R. Johnson, S. Barnes, and R. B. Diasio. 1994. Glycine and taurine conjugation of bile acids by a single enzyme. Molecular cloning and expression of human liver bile acid CoA:amino acid N-acyltransferase. J. Biol. Chem. 269: 19375-19379.
162. Kase, B. F., and I. Björkhem. 1989. Peroxisomal bile acid-CoA:amino-acid N-acyltransferase in rat liver. J. Biol. Chem. 264: 9220-9223.
163. Rembacz, K. P., J. Woudenberg, M. Hoekstra, E. Z. Jonkers, F. A. van den Heuvel, M. Buist-Homan, T. E. Woudenberg-Vrenken, J. Rohacova, M. L. Marin, M. A. Miranda, et al. 2010. Unconjugated bile salts shuttle through hepatocyte peroxisomes for taurine conjugation. Hepatology. 52: 2167-2176.
164. Huijghebaert, S. M., and A. F. Hofmann. 1986. Influence of the amino acid moiety on deconjugation of bile acid amidates by cholylglycine hydrolase or human fecal cultures. J. Lipid Res. 27: 742-752. (Pubitemid 16001334)
165. Hepner, G. W., J. A. Sturman, A. F. Hofmann, and P. J. Thomas. 1973. Metabolism of steroid and amino acid moieties of conjugated bile acids in man. III. Cholyltaurine (taurocholic acid). J. Clin. Invest. 52: 433-440.
166. Yoon, Y. B., L. R. Hagey, A. F. Hofmann, D. Gurantz, E. L. Michelotti, and J. H. Steinbach. 1986. Effect of side chain shortening on the physiological properties of bile acids: hepatic transport and effect on biliary secretion of 23-Nor-ursodeoxycholate in rodents. Gastroenterology. 90: 837-852. (Pubitemid 16124759)
167. Yeh, H-Z., C. D. Schteingart, L. R. Hagey, H-T. Ton-Nu, U. Bolder, M. A. Gavrilkina, J. H. Steinbach, and A. F. Hofmann. 1997. Effect of side chain length on biotransformation, hepatic transport, and choleretic properties of chenodeoxycholyl homologues in the rodent: studies with dinorchenodeoxycholic acid, norchenodeoxycholic acid, and chenodeoxycholic acid. Hepatology. 26: 374-385. (Pubitemid 27328315)
168. Rossi, S. S., J. L. Converse, and A. F. Hofmann. 1987. High pressure liquid chromatographic analysis of conjugated bile acids in human bile: simultaneous resolution of sulfated and unsulfated lithocholyl amidates and the common conjugated bile acids. J. Lipid Res. 28: 589-595. (Pubitemid 17116189)
169. Schwenk, M., A. F. Hofmann, G. L. Carlson, J. A. Carter, F. Coulston, and H. Greim. 1978. Bile acid conjugation in the chimpanzee: effective sulfation of lithocholic acid. Arch. Toxicol. 40: 109-118. (Pubitemid 8327124)
170. Raedsch, R., B. H. Lauterburg, and A. F. Hofmann. 1981. Altered bile acid metabolism in primary biliary cirrhosis. Dig. Dis. Sci. 26: 394-401. (Pubitemid 11120725)
171. Stiehl, A. 1977. Disturbances of bile acid metabolism in cholestasis. Clin. Gastroenterol. 6: 45-67. (Pubitemid 8352891)
172. Barnes, S., P. G. Burhol, R. Zander, G. Haggstrom, R. L. Settine, and B. I. Hirschowitz. 1979. Enzymatic sulfation of glycochenodeoxycholic acid by tissue fractions from adult hamsters. J. Lipid Res. 20: 952-959. (Pubitemid 10157708)
173. Almé, B., A. Nordén, and J. Sjövall. 1978. Glucuronides of unconjugated 6-hydroxylated bile acids in urine of a patient with malabsorption. Clin. Chim. Acta. 86: 251-259.
174. Sacquet, E., M. Parquet, M. Riottot, A. Raizman, P. Jarrige, C. Huguet, and R. Infante. 1983. Intestinal absorption, excretion, and biotransformation of hyodeoxycholic acid in man. J. Lipid Res. 24: 604-613. (Pubitemid 13059194)
175. Radominska-Pyrek, A., P. Zimniak, Y. M. Irshaid, R. Lester, T. R. Tephly, and J. S. Pyrek. 1987. Glucuronidation of 6 alpha-hydroxy bile acids by human liver microsomes. J. Clin. Invest. 80: 234-241. (Pubitemid 17097538)
176. Matschiner, J. T., T. A. Mahowald, S. L. Hsia, E. A. Doisy, Jr., W. H. Elliott, and E. A. Doisy. 1957. Bile acids. IV. The metabolism of hyodeoxycholic acid-24-C14. J. Biol. Chem. 225: 803-810.
177. Kirkpatrick, R. B., M. D. Green, L. R. Hagey, A. F. Hofmann, and T. R. Tephly. 1988. Effect of side chain length on bile acid conjugation: glucuronidation, sulfation, and CoA formation of nor bile acids and their natural C24 homologues by human rat liver fractions. Hepatology. 8: 353-357.
178. Hofmann, A. F., S. F. Zakko, M. Lira, C. Clerici, L. R. Hagey, K. K. Lambert, J. H. Steinbach, C. D. Schteingart, P. Olinga, and G. M. M. Groothuis. 2005. Novel biotransformation and physiological properties of norursodeoxycholic acid in man. Hepatology. 42: 1391-1398. (Pubitemid 43260042)
179. Borgström, B., J. Barrowman, L. Krabish, M. Lindstrom, and J. Lillienau. 1986. Effects of cholic acid, 7 beta-hydroxy and 12 beta-hydroxy-isocholic acid on bile flow, lipid secretion, and bile acid synthesis in the rat. Scand. J. Clin. Lab. Invest. 46: 167-175.
180. Marschall, H. U., W. J. Griffiths, U. Gotze, J. Zhang, H. Wietholtz, N. Busch, J. Sjövall, and S. Matern. 1994. The major metabolites of ursodeoxycholic acid in human urine are conjugated with N-acetylglucosamine. Hepatology. 20: 845-853. (Pubitemid 24296490)
181. Iida, T., G. Kakiyama, Y. Hibiya, S. Miyata, T. Inoue, K. Ohno, T. Goto, N. Mano, J. Goto, T. Nambara, et al. 2006. Chemical synthesis of the 3-sulfooxy-7-N-acetylglucosaminyl-24-amidated conjugates of 3β,7β- dihydroxy-5-cholen-24-oic acid, and related compounds: unusual, major metabolites of bile acid in a patient with Niemann-Pick disease type C1. Steroids. 71: 18-29. (Pubitemid 41743824)
182. Mitamura, K., N. Hori, T. Iida, M. Suzuki, T. Shimizu, H. Nittono, K. Takaori, A. F. Hofmann, and S. Ikegawa. 2011. The identification of S-acyl glutathione conjugates of bile acids in human bile by means of LC/ESI/MS. Steroids. 76: 1609-1614.
183. Dietschy, J. M., and S. D. Turley. 2002. Control of cholesterol turnover in the mouse. J. Biol. Chem. 277: 3801-3804. (Pubitemid 34968627)
184. Moschetta, A., F. Xu, L. R. Hagey, G. P. van Berge-Henegouwen, K. J. van Erpecum, J. F. Brouwers, J. C. Cohen, M. Bierman, H. H. Hobbs, J. H. Steinbach, et al. 2005. A phylogenetic survey of biliary lipids in vertebrates. J. Lipid Res. 46: 2221-2232. (Pubitemid 41377474)
185. Erb, W., and E. Böhle. 1969. Fecal excretion of lipids in infectious hepatitis, liver cirrhosis, and obstructive jaundice. Klin. Wochenschr. 47: 249-256.
186. van der Velde, A. E., C. L. Vrins, K. van den Oever, I. Seemann, R. P. Oude Elferink, M. van Eck, F. Kuipers, and A. K. Groen. 2008. Regulation of direct transintestinal cholesterol excretion in mice. Am. J. Physiol. Gastrointest. Liver Physiol. 295: G203-G208.
187. Fini, A., and A. Roda. 1987. Chemical properties of bile acids. IV. Acidity constants of glycine-conjugated bile acids. J. Lipid Res. 28: 755-759.
188. Huijghebaert, S. M., and A. F. Hofmann. 1986. Pancreatic carboxypeptidase hydrolysis of bile acid amino acid conjugates: selective resistance of glycine and taurine amidates. Gastroenterology. 90: 306-315. (Pubitemid 16136669)
189. Makino, I., S. Nakagawa, and K. Mashimo. 1969. Conjugated and unconjugated serum bile acid levels in patients with hepatobiliary diseases. Gastroenterology. 56: 1033-1039.
190. Setchell, K. D. R., A. M. Lawson, E. J. Blackstock, and G. P. Murphy. 1982. Diurnal changes in serum unconjugated bile acids in normal man. Gut. 23: 637-642. (Pubitemid 12093607)
191. Hagey, L. R., and M. D. Krasowski. 2013. Microbial biotransformations of bile acids as detected by electrospray mass spectrometry. Adv. Nutr. 4: 29-35.
192. Hayakawa, S. 1982. Microbial transformation of bile acids. A unified scheme for bile acid degradation and hydroxylation of bile acids. Z. Allg. Mikrobiol. 22: 309-326. (Pubitemid 12016435)
193. Goto, T., F. Holzinger, L. R. Hagey, C. Cerrè, H. T. Ton-Nu, C. D. Schteingart, J. H. Steinbach, B. L. Shneider, and A. F. Hofmann. 2003. Physicochemical and physiological properties of 5α-cyprinol sulfate, the toxic bile salt of cyprinid fish. J. Lipid Res. 44: 1643-1651. (Pubitemid 37185874)
194. Sjövall, J. 1953. On the separation of bile acids by partition chromatography. Acta Physiol. Scand. 29: 232-240.
195. Haslewood, G. A. D., and J. Sjövall. 1954. Comparative studies of 'Bile Salts' 8. Preliminary examination of bile salts by paper chromatography. Biochem. J. 57: 126-130.
196. Sandberg, D. H., J. Sjövall, K. Sjövall, and D. A. Turner. 1965. Measurement of human serum bile acids by gas-liquid chromatography. J. Lipid Res. 6: 182-192.
197. Eneroth, P., G. Gordon, R. Ryhage, and J. Sjövall. 1966. Identification of mono- and dihydroxy bile acids in human feces by gas-liquid chromatography and mass spectrometry. J. Lipid Res. 7: 511-523.
198. Eneroth, P., and J. Sjövall. 1971. Extraction, purification, and chromatographic analysis of bile acids in biological materials. In The Bile Acids: Chemistry, Physiology, and Metabolism. Vol. 1. P. P. Nair and D. Kritchevsky, editors. Plenum Press, New York, NY. 121-68.
199. Stahl, E. 1962. Dünnschichtchromatographie. Springer Verlag, Berlin, Germany.
200. Malins, D. C., and H. Mangold. 1960. Analysis of complex lipid mixtures by thin-layer chromatography and complementary methods. J. Am. Oil Chem. Soc. 37: 576-578.
201. Hofmann, A. F. 1962. Thin layer adsorption chromatography on microscope slides. Anal. Biochem. 3: 145-149.
202. Hofmann, A. F. 1962. Thin-layer adsorption chromatography of free and conjugated bile acids on silicic acid. J. Lipid Res. 3: 127-128.
203. Lepri, L., D. Heimler, and P. G. Desiderio. 1984. Reversed-phase high-performance thin-layer chromatography of free and conjugated bile acids. J. Chromatogr. 288: 461-468. (Pubitemid 14140568)
204. Momose, T., M. Mure, T. Iida, J. Goto, and T. Nambara. 1998. Method for the separation of the unconjugates and conjugates of chenodeoxycholic acid and deoxycholic acid by two-dimensional reversed-phase thin layer chromatography with methyl beta-cyclodextrin. J. Chromatogr. A. 811: 171-180. (Pubitemid 28298898)
205. Hofmann, A. F. 1964. Thin-layer chromatographic mobilities of bile acids. In New Biochemical Separations. L. J. Morris and A. T. James, editors. Van Nostrand, London. 261-282.
206. Snyder, F., and H. Kimble. 1965. An automatic zonal scraper and sample collector for radioassay of thin-layer chromatograms. Anal. Biochem. 11: 510-518.
207. Linnet, K., J. R. Andersen, and P. Hesselfeldt. 1984. Concentrations of glycine- and taurine-conjugated bile acids in portal and systemic venous serum in man. Scand. J. Gastroenterol. 19: 575-578. (Pubitemid 14083554)
208. Roda, A., A. M. Gioacchini, C. Cerrè, and M. Baraldini. 1995. High-performance liquid chromatographic-electrospray mass spectrometric analysis of bile acids in biological fluids. J. Chromatogr. B Biomed. Appl. 665: 281-294.
209. Kakiyama, G., A. Muto, H. Takei, H. Nittono, T. Murai, T. Kurosawa, A. F. Hofmann, W. M. Pandak, and J. S. Bajaj. 2014. A simple and accurate HPLC method for fecal bile acid profile in healthy and cirrhotic subjects: validation by GC-MS and LC-MS. J. Lipid Res. 55: 978-990.
210. Iwata, T., and K. Yamasaki. 1964. Enzymatic determination and thin-layer chromatography of bile acids in blood. J. Biochem. 56: 424-431.
211. Hurlock, B., and P. Talalay. 1957. Principles of the enzymatic measurement of steroids. J. Biol. Chem. 227: 37-52.
212. Turley, S. D., and J. N. Dietschy. 1978. Re-evaluation of the 3α-hydroxysteroid dehydrogenase assay for total bile acids in bile. J. Lipid Res. 19: 924-928. (Pubitemid 9028249)
213. Beher, W. T., S. Stradnieks, and G. J. Lin. 1983. Rapid photometric determination of free and esterified 3 alpha-hydroxy fecal bile acids. Steroids. 41: 729-740. (Pubitemid 14220170)
214. Roda, A., L. J. Kricka, M. DeLuca, and A. F. Hofmann. 1982. Bioluminescent measurement of primary bile acids using immobilized 7α-hydroxysteroid dehydrogenase: application to serum bile acids. J. Lipid Res. 23: 1354-1361. (Pubitemid 13165989)
215. Rossi, S. S., M. A. Angellotti, K. D. Setchell, and A.F. Hofmann. 1991. Measurement of total fasting-state serum bile acids: comparison of a solid-phase bioluminescence enzymatic assay, a homogeneous fluorescence enzymatic assay, and isotope dilution gas chromatography-mass spectrometry. Clin. Chim. Acta. 200: 63-66.
216. Simmonds, W. J., M. G. Korman, V. L. W. Go, and A. F. Hofmann. 1973. Radioimmunoassay of conjugated cholyl bile acids in serum. Gastroenterology. 65: 705-711.
217. LaRusso, N. F., M. G. Korman, N. E. Hoffman, and A. F. Hofmann. 1974. Dynamics of the enterohepatic circulation of bile acids. Postprandial serum concentrations of conjugates of cholic acid in health, cholecystectomized patients, and patients with bile acid malabsorption. N. Engl. J. Med. 291: 689-692.
218. Schalm, S. W., G. P. van Berge-Henegouwen, A. F. Hofmann, A. E. Cowen, and J. Turcotte. 1977. Radioimmunoassay of bile acids: development, validation and preliminary application of an assay for conjugates of chenodeoxycholic acid. Gastroenterology. 73: 285-290. (Pubitemid 8152446)
219. Schalm, S. W., N. F. LaRusso, A. F. Hofmann, N. E. Hoffman, G. P. van Berge Henegouwen, and M. G. Korman. 1978. Diurnal serum levels of primary conjugated bile acids. Assessment by specific radioimmunoassays for conjugates of cholic and chenodeoxycholic acid. Gut. 19: 1006-1014. (Pubitemid 9067166)
220. van der Velden, L. M., M. V. Golynskiy, I. T. G. W. Bijmans, S. W. C. van Mil, L. W. J. Klomp, M. Merix, and S. F. J. van deGraaf. 2013. Monitoring bile acid transport in single living cells using a genetically encoded Förster resonance energy transfer sensor. Hepatology. 57: 740-752.
221. Cravetto, C., G. Molino, A. M. Biondi, A. Cavanne, P. Avagnina, and S. Frediani. 1985. Evaluation of the diagnostic value of serum bile acid in the detection and functional assessment of liver diseases. Ann. Clin. Biochem. 22: 596-605. (Pubitemid 16192228)
222. Mishler, J. M., L. Barbosa, L. J. Mihalko, and H. McCarter. 1981. Serum bile acids and alanine aminotransferase concentrations. Comparison of efficacy as indirect means of identifying carriers of non-A, Non-B hepatitis agents and of onset, severity, and duration of posttransfusion non-A, non-B hepatitis in recipients. JAMA. 246: 2340-2344. (Pubitemid 11030408)
223. Ennulat, D., M. Magid-Slav, S. Rehm, and K. S. Tatsuoka. 2010. Diagnostic performance of traditional hepatobiliary biomarkers of drug-induced liver injury in the rat. Toxicol. Sci. 116: 397-412.
224. Glantz, A., H. U. Marschall, and L. A. Mattsson. 2004. Intrahepatic cholestasis of pregnancy: Relationships between bile acid levels and fetal complication rates. Hepatology. 40: 467-474. (Pubitemid 39062865)
225. Cowen, A. E., M. G. Korman, A. F. Hofmann, O. W. Cass, and S. B. Coffin. 1975. Metabolism of lithocholate in healthy man. II. Enterohepatic circulation. Gastroenterology. 69: 67-76.
226. Tappeiner, A. J. F. H. 1878. Ueber die Aufsaugung der Gallsäuren alkaline im Dunndarme. Wien. Akad. Sitzber. 77: 281-304.
227. Verzar, F. 1936. Absorption from the Intestine. Longmans, Green and Co., London.
228. Fröhlicher, E. 1936. Die Resorption von gallensäuren aus verschiedenen Dunndarmabschnitten. Biochem. Z. 283: 273-279.
229. Baker, R. D., and G. W. Searle. 1960. Bile salt absorption at various levels of rat small intestine. Proc. Soc. Exp. Biol. Med. 105: 521-523.
230. Wilson, T. H., and G. Wiseman. 1954. The use of sacs of everted small intestine for the study of the transference of substances from the mucosal to the serosal surface. J. Physiol. 123: 116-125.
231. Crane, R. K. 1960. Intestinal absorption of sugars. Physiol. Rev. 40: 789-825.
232. Weiner, I. M., and L. Lack. 1962. Absorption of bile salts from the small intestine in vivo. Am. J. Physiol. 202: 155-157.
233. Holt, P. R. 1964. Intestinal absorption of bile salts in the rat. Am. J. Physiol. 207: 1-7.
234. Lücke, H., G. Stange, R. Kinne, and H. Murer. 1978. Taurocholate-sodium co-transport by brush-border membrane vesicles isolated from rat ileum. Biochem. J. 174: 951-958.
235. Kramer, W., and G. Kurz. 1983. Photolabile derivatives of bile salts. Synthesis and suitability for photoaffinity labeling. J. Lipid Res. 24: 910-923.
236. Kramer, W., S. B. Nicol, F. Girbig, U. Gutjahr, S. Kowalewski, and H. Fasold. 1992. Characterization and chemical modification of the Na(+)-dependent bile-acid transport system in brush-border membrane vesicles from rabbit ileum. Biochim. Biophys. Acta. 1111: 93-102.
237. Heidrich, H-G., R. Kinne, E. Kinne-Saffran, and K. Hannig. 1972. The polarity of the proximal tubule cell in rat kidney. J. Cell Biol. 54: 232-245.
238. Hediger, M. A., M. Coady, T. S. Ikeda, and E. Wright. 1987. Expression cloning and cDNA sequencing of the Na+/glucose cotransporter. Nature. 330: 379-381. (Pubitemid 18045465)
239. Wong, M. H., P. Oelkers, A. L. Craddock, and P. A. Dawson. 1994. Expression cloning and characterization of the hamster ileal sodium-dependent bile acid transporter. J. Biol. Chem. 269: 1340-1347.
240. Wilson, F. A., G. Burckhardt, H. Murer, G. Rumrich, and K. J. Ulrich. 1981. Sodium-coupled taurocholate transport in the proximal convolution of the rat kidney in vivo and in vitro. J. Clin. Invest. 67: 1141-1150. (Pubitemid 11090555)
241. Alpini, G., S. S. Glaser, R. Rodgers, J. L. Phinizy, W. E. Robertson, J. Lasater, A. Caligiuri, Z. Tretjak, and G. D. LeSage. 1997. Functional expression of the apical Na+-dependent bile acid transporter in large, but not small rat cholangiocytes. Gastroenterology. 113: 1734-1740. (Pubitemid 27461263)
242. Lazaridis, K. N., L. Pham, P. Tietze, R. A. Marinelli, P. C. deGroen, S. Levine, P. A. Dawson, and N. F. LaRusso. 1997. Rat cholangiocytes absorb bile acids at their apical domain via the ileal sodium-dependent bile acid transporter. J. Clin. Invest. 100: 2714-2721. (Pubitemid 28007538)
243. Kolhatkar, V., and J. E. Polli. 2012. Structural requirements of bile acid transporters: C-3 and C-7 modifications of steroidal hydroxyl groups. Eur. J. Pharm. Sci. 46: 86-99.
244. Hu, N. J., S. Iwata, A. D. Cameron, and D. Drew. 2011. Crystal structure of a bacterial homologue of the bile acid sodium symporter ASBT. Nature. 478: 408-411.
245. Döring, B., T. Lütteke, J. Geyer, and E. Petzinger. 2012. The SLC10 carrier family: transport functions and molecular structure. Curr. Top. Membr. 70: 105-168.
246. Hoffman, N. E., D. E. Donald, and A. F. Hofmann. 1975. Effect of primary bile acids on bile lipid secretion from the perfused dog liver. Am. J. Physiol. 229: 714-720.
247. Poupon, R., R. Poupon, M. Dumont, and S. Erlinger. 1976. Hepatic storage and biliary transport maximum of taurocholate and taurochenodeoxycholate in the dog. Eur. J. Clin. Invest. 6: 431-437.
248. Van Dyke, R. W., J. E. Stephens, and B. F. Scharschmidt. 1982. Bile acid transport in cultured hepatocytes. Am. J. Physiol. 243: G484-G492. (Pubitemid 13166244)
249. Reichen, J., and G. Paumgartner. 1976. Uptake of bile acids by perfused rat liver. Am. J. Physiol. 231: 734-742.
250. Hagenbuch, B., B. Stieger, M. Foguet, H. Lubbert, and P. J. Meier. 1991. Functional expression cloning and characterization of the hepatocyte Na+/bile acid cotransport system. Proc. Natl. Acad. Sci. USA. 88: 10629-10633. (Pubitemid 21915890)
251. Geyer, J., T. Wilke, and E. Petzinger. 2006. The solute carrier family SLC10: more than a family of bile acid transporters regarding function and phylogenetic relationships. Naunyn Schmiedebergs Arch. Pharmacol. 372: 413-431.
252. Hagenbuch, B., and B. Stieger. 2013. The SLCO (former SLC21) superfamily of transporters. Mol. Aspects Med. 34: 396-412.
253. Klaassen, C. D., and L. M. Aleksunes. 2010. Xenobiotic, bile acid, and cholesterol transporters: function and regulation. Pharmacol. Rev. 62: 1-96.
254. Cowen, A. E., M. G. Korman, A. F. Hofmann, and P. J. Thomas. 1975. Plasma disappearance of radioactivity after intravenous injection of labeled bile acids in man. Gastroenterology. 68: 1567-1573.
255. Norman, A. 1970. Metabolism of glycocholic acid in man. Scand. J. Gastroenterol. 5: 231-236.
256. Hepner, G. W., A. F. Hofmann, and P. J. Thomas. 1972. Metabolism of steroid and amino acid moieties of conjugated bile acids in man. II. Glycine conjugated dihydroxy bile acids. J. Clin. Invest. 51: 1898-1905.
257. Csanaky, I. L., H. Lu, Y. Zhang, K. Ogura, S. Choudhuri, and C. D. Klaassen. 2011. Organic anion-transporting polypeptide 1b2 (Oatp1b2) is important for the hepatic uptake of unconjugated bile acids: studies in Oatp1b2-null mice. Hepatology. 53: 272-281.
258. Hubbard, B., H. Doege, S. Punreddy, H. Wu, X. Huang, V. K. Kashik, R. L. Mozell, J. J. Bynes, A. Stricker-Krongrad, C. J. Chou, et al. 2006. Mice depleted for fatty acid transport protein 5 have defective bile acid conjugation and are protected from obesity. Gastroenterology. 130: 1259-1269.
259. Steinberg, S. J., S. J. Mihalik, D. G. Kim, D. A. Cuebas, and P. A. Watkins. 2000. The human liver-specific homolog of very long-chain acyl-CoA synthetase is cholate:CoA ligase. J. Biol. Chem. 275: 15605-15608. (Pubitemid 30366853)
260. Clayton, L. M., D. Gurantz, A. F. Hofmann, L. R. Hagey, and C. D. Schteingart. 1989. The role of bile acid conjugation in hepatic transport of dihydroxy bile acids. J. Pharm. Exp. Ther. 248: 1130-1137. (Pubitemid 19100766)
261. Rius, M., J. Hummel-Eisenbeiss, A. F. Hofmann, and D. Keppler. 2006. Substrate specificity of human ABCC4 (MRP4)-mediated cotransport of bile acids and reduced glutathione. Am. J. Physiol. Gastrointest. Liver Physiol. 290: G640-G649.
262. Sorscher, S., J. Lillienau, J. L. Meinkoth, J. H. Steinbach, C. D. Schteingart, J. Feramisco, and A. F. Hofmann. 1992. Conjugated bile acid uptake by Xenopus laevis oocytes induced by microinjection with ileal Poly A+ mRNA. Biochem. Biophys. Res. Commun. 186: 1455-1462. (Pubitemid 23189488)
263. Keppler, D. 2011. Cholestasis and the role of basolateral efflux pumps. Z. Gastroenterol. 49: 1553-1557.
264. Duane, W. C. 1975. The intermicellar bile salt concentration in equilibrium with the mixed micelles of human bile. Biochim. Biophys. Acta. 398: 275-286.
265. Inoue, M., R. Kinne, T. Tran, L. Biempica, and I. M. Arias. 1983. Rat liver canalicular membrane vesicles. Isolation and topological characterization. J. Biol. Chem. 258: 5183-5188. (Pubitemid 13096414)
266. Meier, P. J., E. S. Sztul, A. Reuben, and J. L. Boyer. 1984. Structural and functional polarity of canalicular and basolateral plasma membrane vesicles isolated in high yield from rat liver. J. Cell Biol. 98: 991-1000. (Pubitemid 14166530)
267. Meier, P. J., A. S. Meier-Abt, C. Barrett, and J. L. Boyer. 1984. Mechanisms of taurocholate transport in canalicular and basolateral rat liver plasma membrane vesicles. Evidence for an electrogenic canalicular organic anion carrier. J. Biol. Chem. 259: 10614-10622. (Pubitemid 14064165)
268. Inoue, M., R. Kinne, T. Tran, and I. M. Arias. 1984. Taurocholate transport by rat liver canalicular membrane vesicles. J. Clin. Invest. 73: 659-663.
269. O'Máille, E. R., and A. F. Hofmann. 1986. Relatively high biliary secretory maximum for non-micelle-forming bile acid: possible significance for mechanism of secretion. Q. J. Exp. Physiol. 71: 475-482.
270. Adachi, Y., H. Kobayashi, Y. Kurumi, M. Shouji, M. Kitano, and T. Yamamoto. 1991. ATP-dependent taurocholate transport by rat liver canalicular vesicles. Hepatology. 14: 655-659.
271. Nishida, T., Z. Gatmaitan, M. Che, and I. M. Arias. 1991. Rat liver canalicular membrane vesicles contain an ATP-dependent bile acid transport system. Proc. Natl. Acad. Sci. USA. 88: 6590-6594. (Pubitemid 21914993)
272. Childs, S., R. L. Yeh, E. Georges, and V. Ling. 1995. Identification of a sister gene to P-glycoprotein. Cancer Res. 55: 2029-2034.
273. Gerloff, T., B. Stieger, B. Hagenbuch, J. Madon, L. Landmann, J. Roth, A. F. Hofmann, and P. J. Meier. 1998. The sister of P-glycoprotein represents the canalicular bile salt export pump of mammalian liver. J. Biol. Chem. 273: 10046-10050. (Pubitemid 28183107)
274. Strautnieks, S. S., L. N. Bull, A. S. Knisely, S. A. Kocoshis, N. Dahl, H. Arnell, E. Sokal, K. Dahan, S. Childs, V. Ling, et al. 1998. A gene encoding a liver-specific ABC transporter is mutated in progressive familial intrahepatic cholestasis. Nat. Genet. 20: 233-238. (Pubitemid 28507666)
275. Akita, H., H. Suzuki, K. Ito, S. Kinoshita, N. Sato, H. Takikawa, and Y. Sugiyama. 2001. Characterization of bile acid transport mediated by multidrug resistance associated protein 2 and bile salt export pump. Biochim. Biophys. Acta. 1511: 7-16. (Pubitemid 32206667)
276. Wang, R., M. Salem, I. M. Yousef, B. Tuchweber, P. Lam, S. J. Childs, C. D. Helgason, C. Ackerley, M. J. Phillips, and V. Ling. 2001. Targeted inactivation of sister of P-glycoprotein gene (spgp) in mice results in nonprogressive but persistent intrahepatic cholestasis. Proc. Natl. Acad. Sci. USA. 98: 2011-2016. (Pubitemid 32165614)
277. Wang, R., H. I. Chen, L. Liu, J. A. Sheps, M. J. Phillips, and V. Ling. 2009. Compensatory role of P-glycoproteins in knockout mice lacking the bile salt export pump. Hepatology. 50: 948-956.
278. Perwaiz, S., D. Forrest, D. Magnault, B. Tuchweber, M. J. Phillips, R. Wang, V. Ling, and I. M. Yousef. 2003. Appearance of atypical 3 alpha, 6 beta, 7 beta, 12 alpha-tetrahydroxy-5 beta-cholan-24-oic acid in spgp knockout mice. J. Lipid Res. 44: 494-502. (Pubitemid 37279697)
279. Wang, R., L. Liu, J. Sheps, D. Forrest, A. F. Hofmann, L. R. Hagey, and V. Ling. 2013. Defective canalicular transport and toxicity of dietary ursodeoxycholic acid in the Abcb11-/- mouse: transport and gene expression studies. Am. J. Physiol. Gastrointest. Liver Physiol. 305: G286-G294.
280. Megaraj, V., T. Iida, P. Jungsuwadee, A. F. Hofmann, and M. Vore. 2010. Hepatobiliary disposition of 3α,6α,7α.12α -tetrahydroxycholanoyltaurine: a substrate for multiple canalicular transporters. Drug Metab. Dispos. 38: 1723-1730.
281. Wang, R., P. Lam, L. Liu, D. Forrest, I. M. Yousef, D. Mignault, M. J. Phillips, and V. Ling. 2003. Severe cholestasis induced by cholic acid feeding in knockout mice of sister of P-glycoprotein. Hepatology. 38: 1489-1499. (Pubitemid 37466975)
282. Zhang, Y., F. Li, A. D. Patterson, Y. Wang, K. W. Krausz, G. Neale, S. Thomas, D. Nachagari, P. Vogel, M. Vore, et al. 2012. Abcb11 deficiency induces cholestasis coupled to impaired β-fatty acid oxidation in mice. J. Biol. Chem. 287: 24784-24794.
283. Wang, W., D. J. Seward, L. Li, J. L. Boyer, and N. Ballatori. 2001. Expression cloning of two genes that together mediate organic solute and steroid transport in the liver of a marine vertebrate. Proc. Natl. Acad. Sci. USA. 98: 9431-9436. (Pubitemid 32743934)
284. Dawson, P. A., M. Hubbert, J. Haywood, A. L. Craddock, N. Zerangue, W. V. Christian, and N. Ballatori. 2005. The heteromeric organic solute transporter α-β, Ostα-Ostβ, is an ileal basolateral bile acid transporter. J. Biol. Chem. 280: 6960-6968. (Pubitemid 40341252)
285. Soroka, C. J., N. Ballatori, and J. L. Boyer. 2010. Organic solute transporter, OSTalpha-OSTbeta: its role in bile acid transport and cholestasis. Semin. Liver Dis. 30: 178-185.
286. Rao, A., J. Haywood, A. L. Craddock, M. G. Belinsky, G. D. Kruh, and P. A. Dawson. 2008. The organic solute transporter alpha-beta, Ostalpha-Ostbeta, is essential for intestinal bile acid transport and homeostasis. Proc. Natl. Acad. Sci. USA. 105: 3891-3896. (Pubitemid 351723495)
287. Dawson, P. A., J. Haywood, A. L. Craddock, M. Wilson, M. Tietjent, K. Kluckman, N. Maeda, and J. S. Parks. 2003. Targeted deletion of the ileal bile acid transporter eliminates enterohepatic cycling of bile acids in mice. J. Biol. Chem. 278: 33920-33927. (Pubitemid 37553226)
288. Lan, T., J. Haywood, A. Rao, and P. A. Dawson. 2011. Molecular mechanisms of altered bile acid homeostasis in organic solute transporter-alpha knockout mice. Dig. Dis. 29: 18-22.
289. Frisch, K., S. Jakobsen, M. Sørenson, O. Lajord Munk, A. K. O. Alstrup, P. Ott, A. F. Hofmann, and S. Keiding. 2012. [N-methyl-11C] cholylsarcosine, a novel bile acid tracer for PET/CT of hepatic excretory function: radiosynthesis and proof-of-concept studies in pigs. J. Nucl. Med. 53: 772-778.
290. Häussinger, D., V. Keitel, and R. Kubitz, editors. 2012. Hepatobiliary Transport in Health and Disease. Walter de Gruyter GmbH and Company, Berlin/Boston.
291. Borelli, G. 1681. De Motu animalium, Pars altera. Angeli Bernabo, Rome. English translation by P. Gosse, The Hague, Netherlands. 1743. Reprinted in 1989 by Springer, Berlin. 354-364.
292. Liebig, J. 1843. Animal chemistry or chemistry in its applications to physiology and pathology. 2nd edition. Taylor and Walton, London.
293. Lehmann, C. G. 1855. Physiological Chemistry. 2nd edition. Vol. 1. Blanchard and Lea, Philadelphia.
294. Schiff, M. 1870. Bericht über einige Versuchsreihen. I. Gallenbildung abhängig von der Aufsäugung der Gallstoffe. Pflugers Arch. Physiol. 3: 598-613.
295. Carey, M. C., and W. C. Duane. 1994. Enterohepatic circulation. In The Liver: Pathobiology. 3rd edition. I. M. Arias, J. L. Boyer, N. Fausto, et al., editors. Raven Press, Ltd., New York.
296. Back, P. 1988, Urinary bile acids. In The Bile Acids. vol. 4. K. D. R. Setchell, D. Kritchevsky, and P. P. Nair, editors. Plenum Press, New York. 405-40.
297. Hofmann, A. F., and N. E. Hoffman. 1974. Measurement of bile acid kinetics by isotope dilution in man. Gastroenterology. 67: 314-323.
298. Stellaard, F., G. Brufau, R. Boverhof, E. Z. Jonkers, T. Boer, and F. Kuipers. 2009. Developments in bile acid kinetic measurements using (13)C and (2)H: 10(5) times improved sensitivity during the last 40 years. Isotopes Environ. Health Stud. 45: 275-288.
299. LaRusso, N. F., P. A. Szczepanik, A. F. Hofmann, and S. B. Coffin. 1977. Effect of deoxycholic acid ingestion on bile acid metabolism and biliary lipid secretion in normal subjects. Gastroenterology. 72: 132-140. (Pubitemid 8002465)
300. van der Werf, S. D., F. M. Nagengast, G. P. van Berge Henegouwen, A. W. Huijbregts, and J. H. van Tongeren. 1982. Colonic absorption of secondary bile-acids in patients with adenomatous polyps and in matched controls. Lancet. 1: 759-762.
301. Bergström, S., M. Rottenberg, and J. Voltz. 1953. The preparation of some carboxyl-labeled bile acids. Acta Chem. Scand. 7: 481-484.
302. Hofmann, A. F., P. A. Szczepanik, and P. D. Klein. 1968. Rapid preparation of tritium-labeled bile acids by enolic exchange on basic alumina containing tritiated water. J. Lipid Res. 9: 707-713.
303. LaRusso, N. F., N. E. Hoffman, and A. F. Hofmann. 1974. Validity of using 2,4-3H-labeled bile acids to study bile acid kinetics in man. J. Lab. Clin. Med. 84: 759-765.
304. Ng, P. Y., R. N. Allan, and A. F. Hofmann. 1977. Suitability of [11,12-3H2]chenodeoxycholic acid and [11,12-3H2]lithocholic acid for isotope dilution studies of bile acid metabolism in man. J. Lipid Res. 18: 753-758. (Pubitemid 8238671)
305. Duane, W. C., C. D. Schteingart, H-T. Ton-Nu, and A. F. Hofmann. 1996. Validation of [22,23-3H]cholic acid as a stable tracer through conversion to deoxycholic acid in human subjects. J. Lipid Res. 37: 431-436.
306. Usui, T., and K. Yamasaki. 1963. Studies on the enterohepatic circulation of bile acid. J. Biochem. (Tokyo). 55: 593-598.
307. Go, V. L. W., A. F. Hofmann, and W. H. J. Summerskill. 1970. Simultaneous measurements of total pancreatic, biliary, and gastric outputs in man using a perfusion technique. Gastroenterology. 58: 321-328.
308. Brunner, H., T. C. Northfield, V. L. W. Go, and W. H. J. Summerskill. 1974. Gastric emptying and secretion of bile acids, cholesterol, and pancreatic enzymes during digestion: duodenal perfusion studies in healthy subjects. Mayo Clin. Proc. 49: 851-860.
309. van Berge Henegouwen, G. P., and A. F. Hofmann. 1978. Nocturnal gallbladder storage and emptying in gallstone patients and healthy subjects. Gastroenterology. 75: 879-885.
310. Northfield, T. C., and A. F. Hofmann. 1973. Biliary lipid secretion in gallstone patients. Lancet. 1: 747-748.
311. Angelin, B., I. Björkhem, K. Einarsson, and S. Ewerth. 1982. Hepatic uptake of bile acids in man. Fasting and postprandial concentrations of individual bile acids in portal venous and systemic blood serum. J. Clin. Invest. 70: 724-731.
312. Korman, M. G., N. F. LaRusso, N. E. Hoffman, and A. F. Hofmann. 1975. Development of an intravenous bile acid tolerance test: plasma disappearance of cholylglycine in health. N. Engl. J. Med. 292: 1205-1209.
313. Pries, J. M., C. A. Sherman, G. C. Williams, and R. F. Hanson. 1979. Hepatic extraction of bile salts in conscious dog. Am. J. Physiol. 236: E191-E197. (Pubitemid 9154125)
314. van Berge Henegouwen, G. P., and A. F. Hofmann. 1977. Pharmacology of chenodeoxycholic acid. II. Absorption and metabolism. Gastroenterology. 73: 300-309.
315. Marigold, J. H., H. J. Bull, I. T. Gilmore, D. J. Coltart, and R. P. H. Thompson. 1982. Direct measurement of hepatic extraction of chenodeoxycholic acid and ursodeoxycholic acid in man. Clin. Sci. 63: 197-203. (Pubitemid 12000383)
316. Lamri, Y., S. Erlinger, M. Dumont, A. Roda, and G. Feldmann. 1992. Immunoperoxidase localization of ursodeoxycholic acid in rat biliary epithelial cells. Evidence for a cholehepatic circulation. Liver. 12: 351-354.
317. Wheeler, H. O., E. D. Ross, and S. E. Bradley. 1968. Canalicular bile production in dogs. Am. J. Physiol. 214: 866-874.
318. Dumont, M., S. Erlinger, and S. Uchman. 1980. Hypercholeresis induced by ursodeoxycholic acid and 7-ketolithocholic acid in the rat: possible role of bicarbonate transport. Gastroenterology. 79: 82-89. (Pubitemid 11056938)
319. Fracchia, M., K. D. R. Setchell, A. Crosignani, M. Podda, N. O'Connell, R. Ferraris, A. F. Hofmann, and G. Galatola. 1996. Bile acid conjugation in cholestatic liver disease before and during treatment with ursodeoxycholic acid. Clin. Chim. Acta. 248: 175-185. (Pubitemid 26145039)
320. Bolder, U., N. V. Trang, L. R. Hagey, C. D. Schteingart, H-T. Ton-Nu, C. Cerrè, R. O. Elferink, and A. F. Hofmann. 1999. Sulindac is excreted into bile by a canalicular bile salt pump and undergoes a cholehepatic circulation in rats. Gastroenterology. 117: 962-971. (Pubitemid 29468240)
321. LaRusso, N. F., N. E. Hoffman, M. G. Korman, A. F. Hofmann, and A. E. Cowen. 1978. Determinants of fasting and postprandial serum bile acid levels in healthy man. Am. J. Dig. Dis. 23: 385-391. (Pubitemid 8347713)
322. Hofmann, A. F., and J. R. Poley. 1972. Role of bile acid malabsorption in pathogenesis of diarrhea and steatorrhea in patients with ileal resection. I. Response to cholestyramine or replacement of dietary long chain triglyceride by medium chain triglyceride. Gastroenterology. 62: 918-934.
323. Grundy, S. M., E. H. Ahrens, and G. Salen. 1971. Interruption of the enterohepatic circulation of bile acids in man: comparative effects of cholestyramine and ileal exclusion on cholesterol metabolism. J. Lab. Clin. Med. 78: 94-121.
324. Dowling, R. H., E. Mack, and D. M. Small. 1970. Effects of controlled interruption of the enterohepatic circulation of bile salts by biliary diversion and by ileal resection on bile salt secretion, synthesis, and pool size in the Rhesus monkey. J. Clin. Invest. 49: 232-242.
325. Pandak, W. M., D. M. Heuman, P. B. Hylemon, J. Y. Chiang, and Z. R. Vlahcevic. 1995. Failure of intravenous infusion of taurocholate to downregulate cholesterol 7α-hydroxylase in rats with biliary fistulas. Gastroenterology. 108: 533-544.
326. Nagano, M., S. Kuroki, A. Mizuta, M. Furukawa, M. Noshiro, K. Chiijiwa, and M. Tanaka. 2004. Regulation of bile acid synthesis under reconstructed enterohepatic circulation in rats. Steroids. 69: 701-709. (Pubitemid 39297711)
327. Shang, Q., G. L. Guo, A. Honda, M. Saumoy, G. Salen, and G. Xu. 2013. Gut hepatic signal FGF15/19 protein levels in the portal blood do not reflect changes in the ileal FGF 15/19 or hepatic Cyp7A1 mRNA levels. J. Lipid Res. 54: 2606-2614.
328. Lillienau, J., D. L. Crombie, J. Munoz, S. J. Longmire-Cook, L. R. Hagey, and A. F. Hofmann. 1993. Negative feedback regulation of the ileal bile acid transport system in rodents. Gastroenterology. 104: 38-46. (Pubitemid 23040004)
329. Sauer, P., A. Stiehl, B. A. Fitscher, H. D. Riedel, C. Benz, P. Klöters-Platchky, S. Stengelin, W. Stremmel, and W. Kramer. 2000. Downregulation of ileal bile acid absorption in bile-duct-ligated rats. J. Hepatol. 33: 2-8. (Pubitemid 30418927)
330. Matsumura, J. S., M. A. Greiner, D. L. Nahrwold, and L. G. Dawes. 1993. Reduced ileal taurocholate absorption with total parenteral nutrition. J. Surg. Res. 54: 517-522. (Pubitemid 23286832)
331. Hofmann, A. F., editor. 1984. The physical chemistry of bile acids in health and disease. Hepatology. 4(Suppl): 1S-252S.
332. Hofmann, A. F., and D. M. Small. 1967. Detergent properties of bile salts: correlation with physiological function. Annu. Rev. Med. 18: 333-376.
333. Carey, M. C. 1985. Physical-chemical properties of bile acids and their salts. In Sterols and Bile Acids. H. Danielsson and J. Sjövall, editors. Elsevier, Amsterdam. 345-404.
334. Roda, A., and A. Fini. 1984. Effect of nuclear hydroxyl substituents on aqueous solubility and acidic strength of bile acids. Hepatology. 4(Suppl): 72S-76S. (Pubitemid 14018147)
335. Hofmann, A. F. 1994. Pharmacology of ursodeoxycholic acid, an enterohepatic drug. Scand. J. Gastroenterol. Suppl. 204: 1-15. (Pubitemid 24302605)
336. Small, D. M. 1971. The physical chemistry of cholanic acids. In The Bile Acids: Chemistry, Physiology, and Metabolism. P. P. Nair and D. Kritchevsky, editors. Plenum Press, New York. 249-356.
337. Igimi, H., and M. C. Carey. 1980. pH-solubility relations of chenodeoxycholic and ursodeoxycholic acids: physical-chemical basis for dissimilar solution and membrane phenomena. J. Lipid Res. 21: 72-90. (Pubitemid 10120440)
338. Josephson, B. A. 1933. Studien über die gallensäuren und angehorige verbindungen. Doctoral Thesis. Royal Caroline Institute (Sweden). Centraltryckeriet, Stockholm.
339. Ekwall, P., T. Rosendahl, and B. Löfman. 1957. Studies on bile salt solutions. I. The dissociation constants of the cholic and deoxycholic acids. Acta Chem. Scand. 11: 590-599.
340. Bell, R. P. 1969. Acids and bases: their quantitative behavior. 2nd edition. Methuen, London.
341. Evans, G. F., G. Pye, R. Bramley, A. G. Clark, T. J. Dyson, and J. D. Hardcastle. 1988. Measurement of gastrointestinal pH profiles in normal ambulant human subjects. Gut. 29: 1035-1041.
342. Hofmann, A. F., and K. J. Mysels. 1992. Bile acid solubility and precipitation in vitro and in vivo: the role of conjugation, pH and Ca2+ ions. J. Lipid Res. 33: 617-626.
343. van Berge-Henegouwen, G. P., A. F. Hofmann, and T. S. Gaginella. 1977. Pharmacology of chenodeoxycholic acid. I. Pharmaceutical properties. Gastroenterology. 73: 291-299.
344. Go, V. L. W., J. R. Poley, A. F. Hofmann, and W. H. J. Summerskill. 1970. Disturbances of fat digestion induced by acid jejunal pH due to gastric hypersecretion in man. Gastroenterology. 58: 638-646.
345. Spriggs, M., K. A. Thompson, K. Volle, I. Stasiak, L. Beyea, A. Guthrie, D. Barton, J. Talley, A. Roda, C. Camborata, et al. 2014. Gastrolithiasis in prehensile-tailed porcupines (Coendou Prehensilis): 9 cases and pathogenesis of stone formation. Am. J. Vet. Med. In press.
346. Gu, J-J., A. F. Hofmann, H-T. Ton-Nu, C. D. Schteingart, and K. J. Mysels. 1992. Solubility of calcium salts of unconjugated and conjugated natural bile acids. J. Lipid Res. 33: 635-646.
347. Jones, C., A. F. Hofmann, K. J. Mysels, and A. Roda. 1986. The effect of calcium and sodium ion concentration on the properties of dilute aqueous solutions of glycine conjugated bile salts. J. Colloid Interface Sci. 114: 452-470.
348. Shiffman, M. L., H. J. Sugermen, J. M. Kellum, and E. W. Moore. 1992. Calcium in human gallbladder bile. J. Lab. Clin. Med. 120: 875-884. (Pubitemid 23002897)
349. Hofmann, A. F. 1984. Animal models of calcium cholelithiasis. Hepatology. 4: 209S-211S. (Pubitemid 14018169)
350. Palmer, R. H., and Z. Hruban. 1966. Production of bile duct hyperplasia and gallstones by lithocholic acid. J. Clin. Invest. 45: 1255-1267.
351. Zaki, F. G., J. B. Carey, F. W. Hofbauer, and C. Nokolo. 1967. Biliary reaction and choledocholithiasis induced in the rat by lithocholic acid. 1967. J. Lab. Clin. Med. 69: 737-748.
352. Cohen, B. I., N. Ayyad, E. H. Mosbach, C. K. McSherry, N. Matoba, A. F. Hofmann, H-T. Ton-Nu, Y. Peng, C. D. Schteingart, and R. J. Stenger. 1991. Replacement of cholesterol gallstones by muride-oxycholyl taurine gallstones in prairie dogs fed murideoxycholic acid. Hepatology. 14: 158-168.
353. Hofmann, A. F., and H. S. Mekhjian. 1973. Bile acids and the intestinal absorption of fat and electrolytes in health and disease. In The Bile Acids. Vol. 2. P. P. Nair and D. Kritchevsky, editors. Plenum Press, New York. 103-152.
354. Hartley, G. S. 1936. Aqueous solutions of paraffin-chain salts. A study in micelle formation. In Actualités Scientifiques et Industrielles, 387. Hermann and Company, Editeurs, Paris.
355. McBain, E. L., and E. Hutchinson. 1955. Solubilization and Related Phenomena: Physical Chemistry. Academic Press, New York.
356. Bashour, J. T., and L. Bauman. 1937. The solubility of cholesterol in bile salt solutions. J. Biol. Chem. 121: 1-3.
357. Mellander, S., and E. Stenhagen. 1942. The state of bile salt solutions. II. Conductivity studies on dilute solutions of sodium taurocholate at 25°C. Acta Physiol. Scand. 4: 349-361.
358. Ekwall, P. 1951. Micelle formation in sodium cholate solutions. Acta Acad. Aboensis Math. Phys. 17: 3-10.
359. Fontell, K. 1991. In memoriam. P. Ekwall. Colloid Polym. Sci. 269: 419-420.
360. Norman, A. 1960. The beginning solubilization of 20-methylcholanthrene in aqueous solutions of conjugated and unconjugated bile salts. Acta Chem. Scand. 14: 1300-1309.
361. Hofmann, A. F. 1963. The function of bile salts in fat absorption: the solvent properties of dilute micellar solutions of conjugated bile salts. Biochem. J. 89: 57-68.
362. Kratohvil, J. P. 1986. Size of bile salt micelles: techniques, problems, and results. Adv. Colloid Interface Sci. 26: 131-154.
363. Roda, A., A. F. Hofmann, and K. J. Mysels. 1983. The influence of bile salt structure on self association in aqueous solutions. J. Biol. Chem. 258: 6362-6370. (Pubitemid 13106811)
364. Iida, T., and F. C. Chang. 1982. Potential bile acid metabolites. 6. Stereoisomeric 3,7-dihydroxy-5β-cholanoic acids. J. Org. Chem. 47: 2966-2972.
365. Fickert, P., A. Fuchsbichler, M. Wagner, G. Zollner, A. Kaser, H. Tilg, R. Krause, F. Lammert, C. Langner, K. Zatloukal, et al. 2004. Regurgitation of bile acids from leaky bile ducts causes sclerosing cholangitis in Mdr2 (Abcb4) knockout mice. Gastroenterology. 127: 261-274. (Pubitemid 38962293)
366. Poupon, R., O. Rosmorduc, P. Y. Boelle, Y. Chretien, C. Corbechot, O. Chazouilleres, C. Housset, and V. Barbu. 2013. Genotype-phenotype relationships in the low-phospholipid associated cholelithiasis syndrome: a study of 156 consecutive patients. Hepatology. 58: 1105-1110.
367. Polonovski, M., and R. Bourillon. 1952. Les phospholipids de la bile. Bull. Str. Chim. Biol. 34: 712-719.
368. Phillips, G. B. 1960. The lipid composition of human bile. Biochim. Biophys. Acta. 41: 361-363.
369. Isaksson, B. 1954. On the dissolving power of lecithin and bile salts for cholesterol in human bladder bile. Acta Soc. Med. Ups. 59: 296-306.
370. Yoshimuta, S. 1960. Factors affecting solubility of cholesterol in bile. Fukuoka Acta Med. 51: 510-528.
371. Tamesue, N., T. Inoue, and K. Juniper. 1973. Solubility of cholesterol in bile salt-lecithin model systems. Am. J. Dig. Dis. 18: 670-678.
372. Small, D. M., S. A. Penkett, and D. Chapman. 1969. Studies on simple and mixed bile salt micelles by nuclear magnetic resonance spectroscopy. Biochim. Biophys. Acta. 176: 178-189.
373. Lindblom, G., P-O. Eriksson, and G. Arvidson. 1984. Molecular organization in phases of lecithin-cholate-water as studied by nuclear magnetic resonance. Hepatology. 4: 129S-133S. (Pubitemid 14018155)
374. Nichols, J. W., and J. Ozarowski. 1990. Sizing of lecithin-bile salt mixed micelles by size-exclusion high performance liquid chromatography. Biochemistry. 29: 4600-4606. (Pubitemid 20172676)
375. Hjelm, R. P., P. Thiyagarajan, and H. Alkan-Onyuksel. 1992. Organization of phosphatidylcholine and bile salt in rodlike mixed micelles. J. Phys. Chem. 96: 8653-8661.
376. Marrink, S. J., and A. E. Mark. 2002. Molecular dynamics simulation of mixed micelles modeling human bile. Biochemistry. 41: 5375-5382. (Pubitemid 34429371)
377. Long, M. A., E. W. Kaler, and S. P. Lee. 1994. Structural characterization of the micelle-vesicle transition in lecithin-bile salt solutions. Biophys. J. 67: 1733-1742. (Pubitemid 24304345)
378. Heuman, D. M., R. S. Bajaj, and Q. Lin. 1996. Adsorption of mixtures of bile salt taurine conjugates to lecithin-cholesterol membranes: implications for bile salt toxicity and cytoprotection. J. Lipid Res. 37: 562-573.
379. Admirand, W. H., and D. M. Small. 1968. The physicochemical basis of cholesterol gallstone formation in man. J. Clin. Invest. 47: 1043-1052.
380. Rozeboom, H. W. B. 1894. Graphische darstellung der heterogenen systeme aus ein bis vier stoffen, mit einschluss der chemischen umsetzung. Ztrschr. F. Physik. Chemie. 15: 145-158.
381. Ahrens, E. H. 1957. Seminar on atherosclerosis: nutritional factors and serum lipid levels. Am. J. Med. 23: 928-952.
382. Mazer, N. A., G. B. Benedek, and M. C. Carey. 1980. Quasielastic light-scattering studies of aqueous biliary lipid systems. Mixed micelle formation in bile salt-lecithin solutions. Biochemistry. 19: 601-615.
383. Mazer, N. A., and M. C. Carey. 1983. Quasielastic light scattering studies of aqueous biliary lipid systems. Cholesterol solubilization and precipitation in model bile solutions. Biochemistry. 22: 426-442.
384. Sömjen, G. J., R. Rosenberg, and T. Gilat. 1990. Gel filtration and quasielastic light scattering studies of human bile. Hepatology. 12: 123S-128S.
385. Halpern, Z., M. A. Dudley, M. P. Lynn, J. M. Nader, A. C. Breuer, and R. T. Holzbach. 1986. Vesicle aggregation in model systems of supersaturated bile: relation to crystal nucleation and lipid composition of the vesicular phase. J. Lipid Res. 27: 295-306. (Pubitemid 16097326)
386. Higuchi, W. I., C-L. Liu, Y. Adachi, N. A. Mazer, and P. H. Lee. 1990. Equilibrium dialysis studies on aqueous taurocholate-lecithin solutions: further validation of the method. Hepatology. 12: 45S-49S.
387. 1989. Biliary cholesterol transport and precipitation. Hepatology Suppl. S. M. Strasberg and A. F. Hofmann, editors. 1S-244S.
388. Strasberg, S. M., and P. R. C. Harvey. 1990. Biliary cholesterol transport and precipitation: Introduction and overview of conference. Hepatology. 12: 1S-5S. (Pubitemid 20353246)
389. Donovan, J. M., and M. C. Carey. 1990. Separation and quantitation of cholesterol carriers in bile. Hepatology. 12: 94S-104S.
390. Schriever, C. E., and D. Jüngst. 1989. Association between cholesterol-phospholipid vesicles and cholesterol crystals in human bile. Hepatology. 9: 541-546.
391. Lee, P. H., W. I. Higuchi, Y. Adachi, and N. A. Mazer. 1992. Mechanisms of cholesterol monohydrate dissolution in aqueous taurocholate, taurochenodeoxycholate, and tauroursodeoxycholate-lecithin solutions: correlation between micellar species and dissolution rates. J. Colloid Interface Sci. 154: 35-50.
392. Hegardt, F. G., and H. Dam. 1971. The solubility of cholesterol in aqueous solutions of bile salts and lecithin. Z. Ernahrungswiss. 10: 223-233.
393. Holzbach, R. T., M. Marsh, M. Olszewski, and K. Holan. 1973. Cholesterol solubility in bile: evidence that supersaturated bile is frequent in healthy man. J. Clin. Invest. 52: 1467-1479.
394. Dam, H., I. Prange, and E. Sondergaard. 1972. Alimentary production of gallstones in hamsters. XXIV. Influence of orally ingested chenodeoxycholic acid and hyodeoxycholic acid on formation of gallstones. Z. Ernahrungswiss. 11: 80-94.
395. Dam, H., I. Kruse, I. Prange, H. E. Kallehauge, H. J. Fenger, and M. Krogh Jensen. 1971. Studies on human bile. III. Composition of duodenal bile from healthy young volunteers compared with composition of bladder bile from surgical patients with and without uncomplicated gallstone disease. Z. Ernahrungswiss. 10: 160-177.
396. Carey, M. C. 1978. Critical tables for calculating the cholesterol saturation of native bile. J. Lipid Res. 19: 945-955. (Pubitemid 9059805)
397. Carey, M. C., and G. Ko. 1979. The importance of total lipid concentration in determining cholesterol solubility in bile and the development of critical tables for calculating "percent cholesterol saturation" with a correction factor for ursodeoxycholate-rich bile. In Biological Effects of Bile Acids. G. Paumgartner, A. Stiehl, and W. Gerok, editors. MTP Press, Lancaster, UK. 299-308.
398. Mattson, F. H., and L. W. Beck. 1956. The specificity of pancreatic lipase for the primary hydroxyl groups of glycerides. J. Biol. Chem. 219: 735-740.
399. Mattson, F. H., and R. A. Volpenhein. 1964. The digestion and absorption of triglycerides. J. Biol. Chem. 239: 2772-2777.
400. Hofmann, A. F., and B. Borgström. 1963. Hydrolysis of long chain monoglycerides in micellar solution by pancreatic lipase. Biochim. Biophys. Acta. 70: 317-331.
401. Svärd, M., P. Schurtenberger, K. Fontell, B. Jonsson, and B. Lindman. 1988. Micelles, vesicles, and liquid crystals in the monolein-sodium taurocholate-water system: phase behavior, NMR, self-diffusion, and quasi-elastic light scattering studies. J. Phys. Chem. 92: 2261-2270.
402. Hofmann, A. F., and B. Borgström. 1964. The intraluminal phase of fat digestion in man: the lipid content of the micellar and oil phases of intestinal content obtained during fat digestion and absorption. J. Clin. Invest. 43: 247-257.
403. Staggers, J. E., O. Hernell, R. J. Stafford, and M. C. Carey. 1990. Physical-chemical behavior of dietary and biliary lipids during intestinal digestion and absorption: 1. Phase behavior and aggregation states of model lipid systems patterned after aqueous duodenal contents of healthy adult human beings. Biochemistry. 29: 2028-2040. (Pubitemid 20085428)
404. Hernell, O., J. E. Staggers, and M. C. Carey. 1990. Physical-chemical behavior of dietary and biliary lipids during intestinal digestion and absorption.2. Phase analysis and aggregation states of luminal lipids during duodenal fat digestion in healthy adult human beings. Biochemistry. 29: 2041-2056. (Pubitemid 20085429)
405. Lawrence, A. S. C. 1959. The mechanism of detergence. Nature. 103: 1491-1494.
406. Hjelm, R. P., C. D. Schteingart, A. F. Hofmann, and D. S. Silvia. 1995. Form and structure of self-assembling particles in monoolein-bile salt mixtures. J. Phys. Chem. 99: 16395-16400.
407. Hjelm, R. P., C. D. Schteingart, A. F. Hofmann, and P. Thiyagarajan. 2000. Structure of conjugated bile salt-fatty acid-monoglyceride mixed colloids: studies by small-angle neutron scattering. J. Phys. Chem. B. 104: 197-211.
408. Annegers, J. H. 1954. Function of pancreatic juice and bile in assimilation of dietary triglyceride. AMA Arch. Intern. Med. 93: 9-22.
409. Porter, H. P., D. R. Saunders, G. Tytgat, O. Brunser, and C. D. Rubin. 1971. Fat absorption in bile fistula man. A morphological and biochemical study. Gastroenterology. 60: 1008-1019.
410. Lucassen, J. 1966. Hydrolysis and precipitates in carboxylate soap solutions. J. Phys. Chem. 70: 1824-1830.
411. Heydorn, S., P. B. Jeppesen, and P. B. Mortensen. 1999. Bile acid replacement therapy with cholylsarcosine for short-bowel syndrome. Scand. J. Gastroenterol. 34: 818-823. (Pubitemid 29434498)
412. Harkins, R. W., C. H. Whiteside, H. B. Fluckiger, and H. P. Sarett. 1965. Fat utilization in rats fed cholestyramine, a bile acid sequestrant. Proc. Soc. Exp. Biol. Med. 118: 399-402.
413. Johnston, C. G., and F. Nakayama. 1957. Solubility of cholesterol and gallstones in metabolic material. AMA Arch. Surg. 75: 436-442.
414. Nakayama, F. 1997. Cholelithiasis: Causes and Treatment. Igaku-Shoin, Tokyo.
415. Heywood, R., A. K. Palmer, C. V. Foll, and M. R. Lee. 1973. Letter: pathological changes in fetal rhesus monkey induced by oral chenodeoxycholic acid. Lancet. 302: 1021.
416. Bell, G. D., H. Y. I. Mok, M. Thwe, G. M. Murphy, K. Henry, and R. H. Dowling. 1974. Liver structure and function in cholelithiasis: effect of chenodeoxycholic acid. Gut. 15: 165-172.
417. Cowen, A. E., M. G. Korman, A. F. Hofmann, and O. W. Cass. 1975. Metabolism of lithocholate in healthy man. I. Biotransformation and biliary excretion of intravenously administered lithocholate, lithocholylglycine, and their sulfates. Gastroenterology. 69: 59-66.
418. Allan, R. N., J. L. Thistle, and A. F. Hofmann. 1976. Lithocholate metabolism during chemotherapy for gallstone dissolution. II. Absorption and sulphation. Gut. 17: 413-419.
419. Gadacz, T. R., R. N. Allan, E. Mack, and A.F. Hofmann. 1976. Impaired lithocholate sulfation in the rhesus monkey: a possible mechanism for chenodeoxycholate toxicity. Gastroenterology. 70: 1125-1129.
420. Webster, K. H., M. C. Lancaster, A. F. Hofmann, D. R. Wease, and A. H. Baggenstoss. 1975. Influence on primary bile acid feeding on cholesterol metabolism and hepatic function in the rhesus monkey. Mayo Clin. Proc. 50: 134-138.
421. Fischer, C. D., N. S. Cooper, M. A. Rothschild, and E. H. Mosbach. 1974. Effect of dietary chenodeoxycholic acid and lithocholic acid in the rabbit. Am. J. Dig. Dis. 19: 877-886.
422. Dyrszka, H., T. Chen, G. Salen, and E. H. Mosbach. 1975. Toxicity of chenodeoxycholic acid in the rhesus monkey. Gastroenterology. 69: 333-337.
423. Morrissey, K. P., C. K. McSherry, R. L. Swarm, W. H. Nieman, and J. E. Deitrick. 1975. Toxicity of chenodeoxycholic acid in the non-human primate. Surgery. 77: 851-860.
424. Schoenfield, L. J., and J. M. Lachin. 1981. Chenodiol (chenodeoxycholic acid) for dissolution of gallstones: the National Cooperative Gallstone Study. A controlled trial of efficacy and safety. Ann. Intern. Med. 95: 257-282. (Pubitemid 11052694)
425. Palmer, R. H., and M. C. Carey. 1982. Sounding Board. An optimistic view of the National Cooperative Gallstone Study. N. Engl. J. Med. 306: 1171-1174. (Pubitemid 12161343)
426. Fisher, R. L., A. F. Hofmann, J. L. Converse, S. S. Rossi, and S. P. Lan. 1991. Lack of relationship between hepatotoxicity and lithocholic acid sulfation during chenodiol therapy in the National Cooperative Gallstone Study. Hepatology. 14: 454-463.
427. Erlinger, S., A. Le Go, J. M. Husson, and J. Fevery. 1984. Franco-Belgian cooperative study if ursodeoxycholic acid in the medical dissolution of gallstones: a double-blind randomized dose-response study and comparison with chenodeoxycholic acid. Hepatology. 4: 308-314. (Pubitemid 14131441)
428. Roda, E., D. Festi, A. Roda, C. Sama, R. Aldini, and G. Mazzella. 1977. Results of chenic acid therapy in patients with cholesterol calculi [article in Italian]. Minerva Med. 68: 3027-3029. (Pubitemid 8213580)
429. Higuchi, W. I., F. Sjuib, D. Mufson, A. P. Simonelli, and A. F. Hofmann. 1973. Dissolution kinetics of gallstones: physical model approach. J. Pharm. Sci. 62: 942-945.
430. Senior, J. R., M. F. Johnson, D. M. DeTurck, F. Bazzoli, and E. Roda. 1990. In vivo kinetics of radiolucent gallstones by oral dihydroxy bile acids. Gastroenterology. 99: 243-251. (Pubitemid 20202515)
431. Sarva, R. P., H. Fromm, S. Farivar, R. F. Sembrat, H. Mendelow, H. Shinozuka, and S. K. Wolfson. 1980. Comparison of the effects between ursodeoxycholic and chenodeoxycholic acid on liver function and structure and on bile composition in the rhesus monkey. Gastroenterology. 79: 629-636. (Pubitemid 10009549)
432. Miyai, K., N. B. Javitt, N. Gochman, H. M. Jones, and D. Baker, 1982. Hepatotoxicity of bile acids in rabbits: ursodeoxycholic acid is less toxic than chenodeoxycholic acid. Lab. Invest. 46: 428-437. (Pubitemid 12156877)
433. Wolpers, C., and A. F. Hofmann. 1993. Solitary versus multiple cholesterol gallbladder stones. Clin. Investig. 71: 423-434.
434. Petroni, M. L., R. P. Jazrawi, P. Pazzi, M. Zuin, A. Lanzini, M. Fracchia, D. Facchinetti, V. Alvisi, R. Ferraris, J. M. Bland, et al. 2000. Risk factors for the development of gallstone recurrence following medical dissolution. The British-Italian Gallstone Study Group. Eur. J. Gastroenterol. Hepatol. 12: 695-700. (Pubitemid 30433548)
435. Ammon, H. V., and A. F. Hofmann. 1983. The Langenbuch paper. I. An historical perspective and comments of the translators. Gastroenterology. 85: 1426-1433.
436. Ransohoff, D. F., and W. A. Gracie. 1990. Management of patients with symptomatic gallstones: a quantitative analysis. Am. J. Med. 88: 154-160. (Pubitemid 20051788)
437. Isselbacher, K. J. 1981. Chenodiol for gallstones: dissolution or disillusion? Ann. Intern. Med. 95: 377-379. (Pubitemid 11052711)
438. Sackmann, M., J. Pauletski, T. Sauerbruch, T. Holl, G. Schelling, and G. Paumgartner. 1991. The Munich Gallbladder Lithotripsy Study. Results of the first five years with 711 patients. Ann. Intern. Med. 114: 290-296.
439. Schoenfield, L. J., G. Berci, R. L. Carnovale, W. Casarella, P. Caslowitz, D. Chumley, R. C. Davis, J. Y. Gillenwater, A. C. Johnson, R. S. Jones, et al. 1990. The effect of ursodiol on the efficacy and safety of extracorporeal shock-wave lithotripsy of gallstones. The Dornier National Biliary Lithotripsy Study. N. Engl. J. Med. 323: 1239-1245. (Pubitemid 20366529)
440. Thistle, J. L., G. R. May, C. E. Bender, H. J. Williams, A. J. LeRoy, P. E. Nelson, C. J. Peine, B. T. Petersen, and J. E. McCullough. 1989. Dissolution of cholesterol gallbladder stones by methyl tertbutyl ether administered by percutaneous transhepatic catheter. N. Engl. J. Med. 320: 633-639. (Pubitemid 19072468)
441. Cheslyn-Curtis, S., W. R. Lees, A. R. Hatfield, and R. C. Russell. 1992. Percutaneous techniques for the management of symptomatic gallbladder stones. Dig. Dis. 10: 208-217.
442. Holl, J., T. Sauerbruch, M. Sackmann, J. Pauletzski, and G. Paumgartner. 1991. Combined treatment pf symptomatic gallbladder stones by extracorporeal shock-wave lithotripsy (ESWL) and instillation of methyl tert-butyl ether. Dig. Dis. Sci. 36: 1097-1101.
443. Zakko, S. F., and A. F. Hofmann. 1990. Microprocessor-assisted solvent transfer system for effective contact dissolution of gallbladder stones. IEEE Trans. Biomed. Eng. 37: 410-416. (Pubitemid 20319043)
444. Esch, O., C. D. Schteingart, D. Pappert, D. Kirby, R. Streich, and A. F. Hofmann. 1993. Increased blood levels of methyl tert-butyl ether but not of ethyl propionate during gallbladder instillation with contact gallstone dissolution agents in the pig. Hepatology. 18: 373-379. (Pubitemid 23225109)
445. Hofmann, A. F., A. Amelsberg, O. Esch, C. D. Schteingart, K. Lyche, H. Jinich, E. VanSonnenberg, and H. B. D'Agostino. 1997. Successful topical dissolution of cholesterol gallbladder stones using ethyl propionate. Dig. Dis. Sci. 42: 1274-1282. (Pubitemid 27343457)
446. Phillips, S., R. B. Palmer, and A. Brody. 2008. Epidemiology, toxicokinetics, and health effects of methyl tert-butyl ether (MTBE). J. Med. Toxicol. 4: 115-126.
447. Esch, O., J. C. Spinosa, R. L. Hamilton, D. L. Crombie, C. D. Schteingart, J. F. Rondinone, H. B. D'Agostino, J. Lillienau, and A. F. Hofmann. 1992. Acute effects on gallbladder histology of topical methyl tert-butyl ether or ethyl propionate in animals: a comparison of two solvents for contact dissolution of cholesterol gallstones. Hepatology. 16: 984-991.
448. Ponchon, T., J. Baroud, B. Pujol, P. J. Valette, and D. Perrot. 1988. Renal failure during dissolution of gallstones by methyl-tert-butyl ether. Lancet. 2: 276-277.
449. Hofmann, A. F., C. D. Schteingart, E. vanSonnenberg, O. Esch, and S. F. Zakko. 1991. Contact dissolution of cholesterol gallstones with organic solvents. Gastroenterol. Clin. North Am. 20: 183-199.
450. Clayton, P. T. 2011. Disorders of bile acid synthesis. J. Inherit. Metab. Dis. 34: 593-604.
451. Mekjian, H. S., S. F. Phillips, and A. F. Hofmann. 1971. Colonic secretion of water and electrolytes induced by bile acids: perfusion studies in man. J. Clin. Invest. 50: 1569-1577.
452. Keating, N., and S. J. Keely. 2009. Bile acids in regulation of intestinal physiology. Curr. Gastroenterol. Rep. 11: 375-382.
453. Kelly, O. B., M. S. Mroz, J. B. Ward, C. Colliva, M. Scharl, R. Pellicciari, J. F. Gilmer, P. G. Fallon, A. F. Hofmann, A. Roda, et al. 2013. Ursodeoxycholic acid attenuates colonic epithelial secretory function. J. Physiol. 591: 2307-2318.
454. Ao, M., J. Sarathy, J. Dominique, W. A. Airefai, and M. C. Rao. 2013. Chenodeoxycholic acid stimulates Cl(-) secretion via cAMP signaling and increases cystic fibrosis transmembrane conductance regulator phosphorylation in T84 cells. Am. J. Physiol. Cell Physiol. 305: C447-C456.
455. Hofmann, A. F., and J. R. Poley. 1969. Cholestyramine treatment of diarrhea associated with ileal resection. N. Engl. J. Med. 281: 397-402.
456. Walters, J. R., and S. S. Pattni. 2010. Managing bile acid diarrhea. Therap. Adv. Gastroenterol. 3: 349-357.
457. Walters, J. R., A. M. Tasleern, O. S. Omer, W. G. Brydon, T. Dew, and C. W. Le Roux. 2009. A new mechanism for bile salt diarrhea: defective feedback inhibition of bile acid biosynthesis. Clin. Gastroenterol. Hepatol. 7: 1189-1194.
458. Wedlake, L., R. A'Hern, D. Russell, K. Thomas, and J. R. Walters. 2009. Systematic review: the prevalence of idiopathic bile acid malabsorption as diagnosed by SeHCAT scanning in patients with diarrhea predominant irritable bowel syndrome. Aliment. Pharmacol. Ther. 30: 707-717.
459. Axelson, M., A. Aly, and J. Sjövall. 1988. Levels of 7 alpha-hydroxy-4-cholesten-3-one in plasma reflect rates of bile acid synthesis in man. FEBS Lett. 239: 324-328. (Pubitemid 18263468)
460. Sauter, G., F. Berr, U. Beuers, S. Fischer, and G. Paumgartner. 1996. Serum concentrations of 7alpha-hydroxy-4-cholesten-3-one reflect bile acid synthesis in humans. Hepatology. 24: 123-126. (Pubitemid 26249423)
461. Vijayvargiya, P., M. Camilleri, A. Shin, and A. Saenger. 2013. Methods for diagnosis of bile acid malabsorption in clinical practice. Clin. Gastroenterol. Hepatol. 11: 1232-1239.
462. Shin, A., M. Camilleri, P. Vijayvargiya, I. Busciglio, D. Burton, M. Ryks, D. Rhoten, A. Lueke, A. Saenger, A. Girtman, et al. 2013. Bowel functions, fecal unconjugated primary and secondary bile acids and colonic transit in patients with irritable bowel syndrome. Clin. Gastroenterol. Hepatol. 11: 1270-1275.
463. Okuda, K. I., and I. Björkhem. 1996. Molecular cloning and expression of rabbit sterol 12alpha-hydroxylase. J. Biol. Chem. 271: 32269-32275.
464. Higuchi, H., and G. J. Gores. 2003. Bile acid regulation of hepatic physiology. IV. Bile acids and death receptors. Am. J. Physiol. Gastrointest. Liver Physiol. 284: G734-G738. (Pubitemid 36437972)
465. Sokol, R. J., M. S. Straka, R. Dahl, M. W. Devereaux, and B. Yerushalmi. 2001. Role of oxidant stress in the permeability transition induced in rat hepatic mitochondria by hydrophobic bile acids. Pediatr. Res. 49: 519-531. (Pubitemid 32274966)
466. Amaral, J. D., R. J. Viana, R. M. Ramalho, C. J. Steer, and C. M. P. Rodrigues. 2009. Bile acids: regulation of apoptosis by ursodeoxycholic acid. J. Lipid Res. 50: 1721-1734.
467. Allen, K., H. Jaeschke, and B. L. Kopple. 2011. Bile acids induce inflammatory genes in hepatocytes: a novel mechanism of inflammation during obstructive cholestasis. Am. J. Pathol. 178: 175-186.
468. Gustafsson, B. E., J. A. Gustafsson, and J. Sjövall. 1966. Intestinal and fecal sterols in germfree and conventional rats. Acta Chem. Scand. 20: 1827-1835.
469. Devkota, S., Y. Wang, M. W. Musch, V. Leone, H. Fehlner-Peach, A. Nadimpalli, D. A. Antonopoulos, B. Jabri, and E. B. Chang. 2012. Dietary-fat-induced taurocholic acid promotes pathobiont expansion and colitis in IL10-/- mice. Nature. 487: 104-108.
470. Kamen, M. D. 1963. The early history of carbon-14. J. Chem. Educ. 40: 234-242.
471. Lindor, K. D. 2011. Farnesoid X receptor agonists for primary biliary cirrhosis. Curr. Opin. Gastroenterol. 27: 285-288.
472. Clinical trials.gov. 2010. The farnesoid X receptor (FXR) ligand obeticholic acid in NASH treatment trial (FLINT). ClinicalTrials.gov identifier NCT01265498.
473. Fickert, P., M. J. Pollheimer, D. Silbert, T. Moustafa, E. Halilbasic, E. Krones, F. Durchschein, A. Thüringer, G. Zollner, H. Denk, et al. 2013. Differential effects of norUDCA and UDCA in obstructive cholestasis in mice. J. Hepatol. 58: 1201-1208.
474. Huff, M. W., D. E. Telford, J. Y. Edwards, J. R. Burnett, P. H. Barrett, S. R. Rapp, N. Napawan, and B. T. Keller. 2002. Inhibition of the apical sodium-dependent bile acid transporter reduces LDL cholesterol and apoB by enhanced plasma clearance of LDL apoB. Arterioscler. Thromb. Vasc. Biol. 22: 1884-1891. (Pubitemid 35315777)
475. Chen, L., X. Yao, A. Young, J. McNulty, D. Anderson, Y. Liu, C. Nystrom, D. Croom, S. Ross, J. Collins, et al. 2012. Inhibition of apical sodium-dependent bile acid transporter as a novel treatment for diabetes. Am. J. Physiol. Endocrinol. Metab. 302: E68-E76.
476. Simrén, M., A. Bajor, P. G. Gillberg, M. Rudling, and H. Abrahamsson. 2011. Randomised clinical trial: the ileal bile acid transporter inhibitor A3309 vs. placebo in patients with chronic idiopathic constipation - a double blind study. Aliment. Pharmacol. Ther. 34: 41-50.
477. Hagey, L. R., N. Vidal, A. F. Hofmann, and M. D. Krasowski. 2010. Complex evolution of bile salts in birds. Auk. 127: 820-831.
478. Lee, S. P., R. Lester, and J. S. Pyrek. 1987. Vulpecholic acid (1 alpha, 3 alpha, 7 alpha-trihydroxy-5-beta-cholan-24-oic acid): a novel bile acid of a marsupial, Trichosurus vulpecula (Lesson). J. Lipid Res. 28: 19-31. (Pubitemid 17012539)
479. Hagey, L. R., C. D. Schteingart, H-T. Ton-Nu, and A. F. Hofmann. 1994. Biliary bile acids of fruit pigeons and doves (Columbiformes): presence of 1β-hydroxychenodeoxycholic acid and conjugation with glycine as well as taurine. J. Lipid Res. 35: 2041-2048. (Pubitemid 24353076)
480. Murai, T., R. Mahara, T. Kurosawa, A. Kimura, and M. Tohma. 1997. Determination of fetal bile acids in biological fluids from neonates by gas chromatography-negative ion chemical ionization mass spectrometry. J. Chromatogr. B Biomed. Sci. Appl. 691: 13-22. (Pubitemid 27168835)
481. Bi, D., X. Y. Chai, Y. L. Song, Y. Lei, and P. F. Tu. 2009. Novel bile acids from bear bile power and bile of geese. Chem. Pharm. Bull. (Tokyo). 57: 528-531.
482. Kakiyama, G., T. Iida, T. Goto, N. Mano, J. Goto, T. Nambara, L. R. Hagey, and A. F. Hofmann. 2006. Identification of a novel bile acid in swans, tree ducks, and geese: 3α,7α,15α-trihydroxy-5β-cholan-24- oic acid. J. Lipid Res. 47: 1551-1558. (Pubitemid 44079910)
483. Kurosawa, T., Y. Nomura, R. Mahara, T. Yoshimura, A. Kimura, S. Ikegawa, and M. Tohma. 1995. Synthesis of 19-hydroxylated bile acids and identification of 3 alpha, 7 alpha, 12 alpha, 19-tetrahydroxy-5-beta-cholan-24-oic acid in human neonatal urine. Chem. Pharm. Bull. (Tokyo). 43: 1551-1557.
484. Schiff, L., J. B. Carey, and J. Dietschy. 1969. Bile Salt Metabolism. Thomas, Springfield, IL.
485. Schteingart, C. D., L. R. Hagey, K. D. R. Setchell, and A. F. Hofmann. 1993. 5β-Hydroxylation by the liver: Identification of 3,5,7-trihydroxy nor-bile acids as new major biotrans-formation products of 3,7-dihydroxy nor-bile acids in rodents. J. Biol. Chem. 268: 11239-11246. (Pubitemid 23162317)
486. Reuben, A. 2005. The biliary cycle of Moritz Schiff. Hepatology 42: 500-505. (Pubitemid 41061109)