Validation of [22,23-3H]cholic acid as a stable tracer through conversion to deoxycholic acid in human subjects

Journal of Lipid Research

Volumn 37, Issue 2, 1996, Pages 431-436

  Duane, William C ^a   Schteingart, Claudio D ^b   Ton Nu, Huong Thu ^b   Hofmann, Alan F ^b  

^a UNIVERSITY OF MINNESOTA MEDICAL SCHOOL   (United States)

^b UNIVERSITY OF CALIFORNIA SAN DIEGO   (United States)

Author keywords

bile; bile acids and salts; dehydroxylation; enterohepatic circulation; radioactive bile acids; urine

Indexed keywords

BILE ACID; CHOLIC ACID; DEOXYCHOLIC ACID; TRITIUM;

ADULT; AGED; ARTICLE; BILE; ENTEROHEPATIC CIRCULATION; HUMAN; HUMAN EXPERIMENT; ISOTOPE LABELING; LIPID ANALYSIS; LIPID METABOLISM; LIPID TRANSPORT; MALE; NORMAL HUMAN; PRIORITY JOURNAL;

ADULT; AGED; BILE; CARBON RADIOISOTOPES; CHOLIC ACID; CHOLIC ACIDS; CHROMATOGRAPHY, THIN LAYER; DEOXYCHOLIC ACID; DRUG STABILITY; HUMANS; ISOTOPE LABELING; KINETICS; MALE; MIDDLE AGED; TRITIUM;

EID: 0029670295     PISSN: 00222275     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (33)

1. 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 totaled water. J. Lipid Res. 9: 707-713.
2. 3H-labeled bile acids to study bile acid kinetics in man. J Lab. Clin. Med. 84: 759-765.
3. 2]lithocholic acid for isotope dilution studies of bile acid metabolism in man. J. Lipid Res. 18: 753-758.
4. 2H-labeled chenodeoxycholic acid in isotope dilution measurements of bile acid kinetics in man. Pediatr. Res. 9: 752-760.
5. Einarsson, K., K. Hellstrom, and M. Kallner. 1974. Randomly tritium-labelled chenodeoxycholic acid as tracer in the determination of bile acid turnover in man. Clin. Chim. Acta. 56: 235-239.
6. Panveliwalla, D., D. Pertsemlidis, and E. H. Ahrens, Jr. 1974. Tritiated bile acids: problems and recommendations. J. Lipid Res. 15: 530-532.
7. Coleman, J. P., W. B. White, B. Egestad, J. Sjovall, and P. B. Hylemon. 1987. Biosynthesis of a novel bile acid nucleotide and mechanism of 7α-dehydroxylation by an intestinal Eubacterium species. J. Biol. Chem. 262: 4701-4707.
8. Macdonald, I. A., V. D. Bokkenheuser, J. Winter, A. M. McLernon, and E. H. Mosbach. 1983. Degradation of steroids in the human gut. J. Lipid Res. 24: 675-700.
9. Hylemon, P. B. 1985. Metabolism of bile acids in intestinal microflora. In Sterols and Bile Acids (New Comprehensive Biochemistry). H. Danielsson and J. Sjovall, editors. Elsevier, Amsterdam. 331-343.
10. Nakashima, T., A. Sano, Y. Seto, T. Nakajima, T. Shima, Y. Sakamoto, T. Okuno, K. Kashima, and T. Hasegawa. 1990. Unusual trihydroxy bile acids in the urine of patients treated with chenodeoxycholate, ursodeoxycholate or rifampicin and those with cirrhosis. Hepatology. 11: 255-260.
11. Fischer, S., M. Neubrand, and G. Paumgartner. 1993. Biotransformation of orally administered ursodeoxycholic acid in man as observed in gallbladder bile, serum and urine. Eur. J. Clin. Invest. 23: 28-36.
12. Crosignani, A., M. Podda, P. M. Battezzati, E. Bertolini, M. Zuin, D. Watson, and K. D. Setchell. 1991. Changes in bile acid composition in patients with primary biliary cirrhosis induced by ursodeoxycholic acid administration. Hepatology. 14: 1000-1007.
13. 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.
14. Sorscher, S., J. Lillenau, 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.
15. Tserng, K., D. L. Hachey, and P. D. Klein. 1977. An improved procedure for the synthesis of glycine and taurine conjugates of bile acids. J. Lipid Res. 18: 404-407.
16. Bloxsidge, J. P., and J. A. Elvidge. 1983. Practical aspects of tritium magnetic resonance. Prog. Nucl. Magn. Reson. Spectrosc. 16: 99-113.
17. Waterhous, D. V., S. Barnes, and D. D. Muccio. 1985. Nuclear magnetic resonance spectroscopy of bile acids: development of two-dimensional NMR methods for the elucidation of proton resonance assignments for five common hydroxylated bile acids and their parent bile acid, 5β-cholanoic acid. J. Lipid Res. 26: 1068-1078.
18. Yang, D., X. Xu, and C. Ye. 1992. Application of HMQC to the measurement of J(H,H) homonuclear coupling constants. Magn. Reson. Chem. 30: 711-715.
19. Batta, A. K., G. Salen, and S. Shefer. 1984. Substrate specificity of cholylglycine hydrolase for the hydrolysis of bile acid conjugates. J. Biol. Chem. 259: 15035-15039.
20. Duane, W. C., R. L. Ginsberg, and L. J. Bennion. 1976. Effects of fasting on bile acid metabolism and biliary lipid composition in man. J. Lipid Res. 17: 211-219.
21. Duane, W. C. 1994. Effects of lovastatin and dietary cholesterol on bile acid kinetics and bile lipid composition in healthy male subjects. J. Lipid Res. 35: 501-509.
22. Talalay, P. 1960. Enzymic analysis of steroid hormones. Methods Biochem. Anal. 8: 119-143.
23. Turley, S. D., and J. M. Dietschy. 1978. Re-evaluation of the 3α-hydroxysteroid dehydrogenase assay for total bile acids in bile. J. Lipid Res. 19: 924-928.
24. Lai, C. K., C. Y. Byon, and M. Gut. 1984. Labeled bile acids III: Deuterium labeled chenodeoxycholic and ursodeoxycholic acids. J. Labelled Compounds Radiopharm. 21: 133-151.
25. Atkinson, J. G., J. J. Gsakvary, A. T. Morse, and R. S. Stuart. 1966. Base catalyzed deuterium exchange reactions: a simple synthesis of α-deutero carboxylic acids. In Methods of Preparing and Storing Labelled Compounds. J. Sirchis, editor. European Atomic Energy Community, Brussels. 675-681.
26. Hofmann, A. F., G. Molino, M. Milanese, and G. Belforte. 1983. Description and simulation of a physiological pharmacokinetic model for the metabolism and enterohepatic circulation of bile acids in man. Cholic acid in healthy man. J. Clin. Invest. 71: 1003-1022.
27. Molino, G., A. F. Hofmann, C. Cravetto, G. Belforte, and B. Bona. 1986. Simulation of the metabolism and enterohepatic circulation of endogenous chenodeoxycholic acid in man using a physiological pharmacokinetic model. Eur. J. Clin. Invest. 16: 397-414.
28. Hofmann, A. F., C. Cravetto, G. Molino, G. Belforte, and B. Bona. 1987. Simulation of the metabolism and enterohepatic circulation of endogenous deoxycholic acid in humans using a physiologic pharmacokinetic model for bile acid metabolism. Gastroenterology. 93: 693-709.
29. Duane, W. C. 1978. Simulation of the defect of bile acid metabolism associated with cholesterol cholelithiasis by sorbitol ingestion in man. J. Lab. Clin. Med. 91: 969-978.
30. Duane, W. C. 1995. Abnormal bile acid absorption in familial hypertriglyceridemia. J. Lipid Res. 36: 96-107.
31. Hofmann, A. F., and S. A. Cummings. 1983. Measurement of bile acid and cholesterol kinetics in man by isotope dilution: principles and applications. In Bile Acids in Gastroenterology. L. Barbara, R. H. Dowling, A. F. Hofmann, and E. Roda, editors. MTP Press Limited, Lancaster. 75-117.
32. Berr, F., E. Pratschke, S. Fischer, and G. Paumgartner. 1992. Disorders of bile acid metabolism in cholesterol gallstone disease. J. Clin. Invest. 90: 859-868.
33. Shoda, J., B. F. He, N. Tanaka, Y. Matsuzaki, T. Osuga, S. Yamamori, H. Miyazaki, and J. Sjovall. 1995. Increase of deoxycholate in supersaturated bile of patients with cholesterol gallstone disease and its correlation with de novo syntheses of cholesterol and bile acids in liver, gallbladder emptying, and small intestinal transit. Hepatology. 21: 1291-1302.