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Volumn 25, Issue 1, 1997, Pages 5-11

Glucuronidation of all-trans-retinoic acid and 5,6-epoxy-all-trans- retinoic acid: Activation of rat liver microsomal UDP- glucuronosyltransferase activity by alamethicin

Author keywords

[No Author keywords available]

Indexed keywords

5,6 EPOXY 8,11,14 ICOSATRIENOIC ACID; ALAMETHICIN; GLUCURONOSYLTRANSFERASE; RETINOIC ACID;

EID: 0031021739     PISSN: 00909556     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article
Times cited : (30)

References (44)
  • 2
    • 0022530992 scopus 로고
    • Glucuronides of monohydroxylated bile acids: Specificity of microsomal glucuronyltransferase for the glucuronidation site, C-3 configuration, and side chain length
    • A. Radominska-Pyrek, P. Zimniak, M. Chari, E. Golunski, R. Lester, and J. S. Pyrek: Glucuronides of monohydroxylated bile acids: specificity of microsomal glucuronyltransferase for the glucuronidation site, C-3 configuration, and side chain length. J. Lipid Res. 27, 89-101 (1986).
    • (1986) J. Lipid Res. , vol.27 , pp. 89-101
    • Radominska-Pyrek, A.1    Zimniak, P.2    Chari, M.3    Golunski, E.4    Lester, R.5    Pyrek, J.S.6
  • 5
    • 0021246288 scopus 로고
    • Glucuronidation of bile acids by rat liver 3-OH androgen UDP-glucuronyltransferase
    • R. B. Kirkpatrick, C. W. Falany, and T. R. Tephly: Glucuronidation of bile acids by rat liver 3-OH androgen UDP-glucuronyltransferase. J. Biol. Chem. 259, 6179-6180 (1984).
    • (1984) J. Biol. Chem. , vol.259 , pp. 6179-6180
    • Kirkpatrick, R.B.1    Falany, C.W.2    Tephly, T.R.3
  • 9
    • 0019495215 scopus 로고
    • Steroid D-ring glucuronides: Characterization of a new class of cholestatic agents in the rat
    • M. Meyers, W. Slikker, and M. Vore: Steroid D-ring glucuronides: characterization of a new class of cholestatic agents in the rat. J. Pharmacol. Exp. Ther. 218, 63-73 (1981).
    • (1981) J. Pharmacol. Exp. Ther. , vol.218 , pp. 63-73
    • Meyers, M.1    Slikker, W.2    Vore, M.3
  • 10
    • 0020586942 scopus 로고
    • Ethinylestradiol-17β D-ring glucuronide conjugates are potent cholestatic agents in the rat
    • M. Vore, H. Hadd, and W. Slikker, Jr.: Ethinylestradiol-17β D-ring glucuronide conjugates are potent cholestatic agents in the rat. Life Sci. 32, 2989-2993 (1983).
    • (1983) Life Sci. , vol.32 , pp. 2989-2993
    • Vore, M.1    Hadd, H.2    Slikker Jr., W.3
  • 11
    • 0026642306 scopus 로고
    • Glucuronidation and its role in regulation of biological activity of drugs
    • G. J. Mulder: Glucuronidation and its role in regulation of biological activity of drugs. Annu. Rev. Pharmacol. Toxicol. 32, 25-49 (1992).
    • (1992) Annu. Rev. Pharmacol. Toxicol. , vol.32 , pp. 25-49
    • Mulder, G.J.1
  • 12
    • 0003077127 scopus 로고
    • Retinoyl beta-glucuronic acid: A major metabolite of vitamin A in rat bile
    • P. E. Dunagin, E. H. Meadows, Jr., and J. A. Olson: Retinoyl beta-glucuronic acid: a major metabolite of vitamin A in rat bile. Science (Wash. DC) 148, 86-87 (1965).
    • (1965) Science (Wash. DC) , vol.148 , pp. 86-87
    • Dunagin, P.E.1    Meadows Jr., E.H.2    Olson, J.A.3
  • 13
    • 0020961293 scopus 로고
    • Biliary metabolites of all-trans-retinoic acid in the rat
    • K. L. Skare and H. F. DeLuca: Biliary metabolites of all-trans-retinoic acid in the rat. Arch. Biochem. Biophys. 224, 13-18 (1983).
    • (1983) Arch. Biochem. Biophys. , vol.224 , pp. 13-18
    • Skare, K.L.1    DeLuca, H.F.2
  • 14
    • 0019313932 scopus 로고
    • Characterization of retinoyl β-glucuronide as a minor metabolite of retinoic acid in bile
    • M. H. Zile, H. K. Schnoes, and H. F. DeLuca: Characterization of retinoyl β-glucuronide as a minor metabolite of retinoic acid in bile. Proc. Natl. Acad. Sci. U.S.A. 77, 3230-3233 (1980).
    • (1980) Proc. Natl. Acad. Sci. U.S.A. , vol.77 , pp. 3230-3233
    • Zile, M.H.1    Schnoes, H.K.2    DeLuca, H.F.3
  • 15
    • 0019997549 scopus 로고
    • Metabolism in vivo of all-trans-retinoic acid: Biosynthesis of 13-cis-retinoic acid and all-trans- and 13-cis-retinoyl glucuronides in the intestinal mucosa of the rat
    • M. H. Zile, R. C. Inhorn, and H. F. DeLuca: Metabolism in vivo of all-trans-retinoic acid: biosynthesis of 13-cis-retinoic acid and all-trans- and 13-cis-retinoyl glucuronides in the intestinal mucosa of the rat. J. Biol. Chem. 257, 3544-3550 (1982).
    • (1982) J. Biol. Chem. , vol.257 , pp. 3544-3550
    • Zile, M.H.1    Inhorn, R.C.2    DeLuca, H.F.3
  • 16
    • 0019993829 scopus 로고
    • Metabolites of all-trans-retinoic acid in bile: Identification of all-trans- and 13-cis-retinoyl glucuronides
    • M. H. Zile, R. C. Inhorn, and H. F. DeLuca: Metabolites of all-trans-retinoic acid in bile: identification of all-trans- and 13-cis-retinoyl glucuronides. J. Biol. Chem. 257, 3537-3543 (1982).
    • (1982) J. Biol. Chem. , vol.257 , pp. 3537-3543
    • Zile, M.H.1    Inhorn, R.C.2    DeLuca, H.F.3
  • 17
    • 0026020324 scopus 로고
    • Plasma pharmacokinetics and metabolism of 13-cis- and all-trans-retinoic acid in the cynomolgus monkey and the identification of 13-cis- and all-trans-retinoyl-β-glucuronides
    • J. Creech Kraft, W. Slikker, Jr., J. R. Bailey, L. G. Roberts, B. Fischer, W. Wittfoht, and H. Nau: Plasma pharmacokinetics and metabolism of 13-cis- and all-trans-retinoic acid in the cynomolgus monkey and the identification of 13-cis- and all-trans-retinoyl-β-glucuronides. Drug Metab. Dispos. 91, 317-324 (1991).
    • (1991) Drug Metab. Dispos. , vol.91 , pp. 317-324
    • Creech Kraft, J.1    Slikker Jr., W.2    Bailey, J.R.3    Roberts, L.G.4    Fischer, B.5    Wittfoht, W.6    Nau, H.7
  • 18
    • 0022462239 scopus 로고
    • Retinoyl β-glucuronide: An endogenous compound of human blood
    • A. B. Barua and J. A. Olson: Retinoyl β-glucuronide: an endogenous compound of human blood. Am. J. Clin. Nutr. 43, 481-485 (1986).
    • (1986) Am. J. Clin. Nutr. , vol.43 , pp. 481-485
    • Barua, A.B.1    Olson, J.A.2
  • 19
    • 0019454241 scopus 로고
    • Metabolism of 13-cis-retinoic acid: Identification of 13-cis-retinoyl- and 13-cis-4-oxo-retinoyl-β-glucuronides in the bile of vitamin A-normal rats
    • C. A. Frolik, B. N. Swanson, L. L. Dart, and M. B. Sporn: Metabolism of 13-cis-retinoic acid: identification of 13-cis-retinoyl- and 13-cis-4-oxo-retinoyl-β-glucuronides in the bile of vitamin A-normal rats. Arch. Biochem. Biophys. 208, 344-352 (1981).
    • (1981) Arch. Biochem. Biophys. , vol.208 , pp. 344-352
    • Frolik, C.A.1    Swanson, B.N.2    Dart, L.L.3    Sporn, M.B.4
  • 20
    • 0026605427 scopus 로고
    • Enhancement of Biological Activity by Conjugation Reactions
    • J. A. Olson, R. C. Moon, M. W. Anders, C. Fenselau, and B. Shane: Enhancement of Biological Activity by Conjugation Reactions. J. Nutri. 122, 615-624 (1992).
    • (1992) J. Nutri. , vol.122 , pp. 615-624
    • Olson, J.A.1    Moon, R.C.2    Anders, M.W.3    Fenselau, C.4    Shane, B.5
  • 21
    • 0002259767 scopus 로고
    • Retinol and retinoic acid metabolism
    • M. B. Sporn, A. B. Roberts, and D. S. Goodman, eds., Raven Press, New York
    • W. S. Blaner and J. A. Olson: Retinol and retinoic acid metabolism. In "The Retinoids. Biology, Chemistry, and Medicine" (M. B. Sporn, A. B. Roberts, and D. S. Goodman, eds.), pp. 229-255. Raven Press, New York, 1994.
    • (1994) The Retinoids. Biology, Chemistry, and Medicine , pp. 229-255
    • Blaner, W.S.1    Olson, J.A.2
  • 22
    • 0026327990 scopus 로고
    • Synthesis and characterization of 5-azido-UDP-glucuronic acid: A new photoaffinity probe for UDP-glucuronic acid-utilizing proteins
    • R. R. Drake, P. Zimniak, B. E. Haley, R. Lester, A. D. Elbein, and A. Radominska: Synthesis and characterization of 5-azido-UDP-glucuronic acid: a new photoaffinity probe for UDP-glucuronic acid-utilizing proteins. J. Biol. Chem. 266, 23257-23260 (1991).
    • (1991) J. Biol. Chem. , vol.266 , pp. 23257-23260
    • Drake, R.R.1    Zimniak, P.2    Haley, B.E.3    Lester, R.4    Elbein, A.D.5    Radominska, A.6
  • 23
    • 0026667310 scopus 로고
    • Application of 5-azido-UDP-glucose and 5-azido-UDP-glucuronic acid photoaffinity probes for the determination of the active site orientation of microsomal UDP-glucosyltransferases and UDP-glucuronosyltransferases
    • R. Drake, I. Igari, R. Lester, A. Elbein, and A. Radominska: Application of 5-azido-UDP-glucose and 5-azido-UDP-glucuronic acid photoaffinity probes for the determination of the active site orientation of microsomal UDP-glucosyltransferases and UDP-glucuronosyltransferases. J. Biol. Chem. 267, 11360-11365 (1992).
    • (1992) J. Biol. Chem. , vol.267 , pp. 11360-11365
    • Drake, R.1    Igari, I.2    Lester, R.3    Elbein, A.4    Radominska, A.5
  • 24
    • 0028036952 scopus 로고
    • Characterization of UDP-glucuronic acid transport in rat liver microsomal vesicles with photoaffinity analogs
    • A. Radominska, C. Berg, S. Treat, J. M. Little, J. Gollan, R. Lester, and R. Drake: Characterization of UDP-glucuronic acid transport in rat liver microsomal vesicles with photoaffinity analogs. Biochim. Biophys. Acta 1195, 63-70 (1994).
    • (1994) Biochim. Biophys. Acta , vol.1195 , pp. 63-70
    • Radominska, A.1    Berg, C.2    Treat, S.3    Little, J.M.4    Gollan, J.5    Lester, R.6    Drake, R.7
  • 25
    • 0028349889 scopus 로고
    • Photoaffinity labeling for evaluation of uridinyl analogs as specific inhibitors of rat liver microsomal UDP-glucuronosyltransferases
    • A. Radominska, P. Paul, S. Treat, H. Towbin, C. Pratt, J. Little, J. Magdalou, R. Lester, and R. R. Drake: Photoaffinity labeling for evaluation of uridinyl analogs as specific inhibitors of rat liver microsomal UDP-glucuronosyltransferases. Biochim. Biophys. Acta 1205, 336-345 (1994).
    • (1994) Biochim. Biophys. Acta , vol.1205 , pp. 336-345
    • Radominska, A.1    Paul, P.2    Treat, S.3    Towbin, H.4    Pratt, C.5    Little, J.6    Magdalou, J.7    Lester, R.8    Drake, R.R.9
  • 26
    • 0029000317 scopus 로고
    • Characterization of human liver microsomal UDP-glycosyltransferases using photoaffinity analogs
    • J. M. Little, R. R. Drake, R. Vonk, F. Kuipers, R. Lester, and A. Radominska: Characterization of human liver microsomal UDP-glycosyltransferases using photoaffinity analogs. J. Pharmacol. Exp. Ther. 273, 1551-1559 (1995).
    • (1995) J. Pharmacol. Exp. Ther. , vol.273 , pp. 1551-1559
    • Little, J.M.1    Drake, R.R.2    Vonk, R.3    Kuipers, F.4    Lester, R.5    Radominska, A.6
  • 27
    • 0025282226 scopus 로고
    • Metabolism of lithocholic acid in the rat: Formation of lithocholic acid 3-O-glucuronide in vivo
    • J. M. Little, P. Zimniak, K. E. Shattuck, R. Lester, and A. Radominska: Metabolism of lithocholic acid in the rat: formation of lithocholic acid 3-O-glucuronide in vivo. J. Lipid Res. 31, 615-622 (1990).
    • (1990) J. Lipid Res. , vol.31 , pp. 615-622
    • Little, J.M.1    Zimniak, P.2    Shattuck, K.E.3    Lester, R.4    Radominska, A.5
  • 28
    • 0342784692 scopus 로고
    • Biosynthesis of bile acid carboxyl-linked glucuronides by developing rat liver
    • abstr.
    • J. M. Little, P. Zimniak, R. Lester, and A. Radominska: Biosynthesis of bile acid carboxyl-linked glucuronides by developing rat liver. Hepatology 12, 891 (abstr.) (1990).
    • (1990) Hepatology , vol.12 , pp. 891
    • Little, J.M.1    Zimniak, P.2    Lester, R.3    Radominska, A.4
  • 29
    • 0022975338 scopus 로고
    • Metabolism of 24-norlithocholic acid in the rat: Formation of hydroxyl- and carboxyl-linked glucuronides and effect on bile flow
    • K. E. Shattuck, A. Radominska-Pyrek, P. Zimniak, E. W. Adcock, R. Lester, and J. S. Pyrek: Metabolism of 24-norlithocholic acid in the rat: formation of hydroxyl- and carboxyl-linked glucuronides and effect on bile flow. Hepatology 6, 869-873 (1986).
    • (1986) Hepatology , vol.6 , pp. 869-873
    • Shattuck, K.E.1    Radominska-Pyrek, A.2    Zimniak, P.3    Adcock, E.W.4    Lester, R.5    Pyrek, J.S.6
  • 30
    • 0027216642 scopus 로고
    • Latency is the major determinant of UDP-glucuronosyltransferase activity in isolated hepatocytes
    • G. Banhegyi, T. Garzo, R. Fulceri, A. Benedetti, and J. Mandl: Latency is the major determinant of UDP-glucuronosyltransferase activity in isolated hepatocytes. FEBS Lett. 328, 149-152 (1993).
    • (1993) FEBS Lett. , vol.328 , pp. 149-152
    • Banhegyi, G.1    Garzo, T.2    Fulceri, R.3    Benedetti, A.4    Mandl, J.5
  • 32
    • 0018377425 scopus 로고
    • 5,6-Epoxyretinoic acid opposes the effects of 12-O-tetradecanoylphorbol-13-acetate in bovine lymphocytes
    • P. W. Wertz, T. W. Kensler, G. C. Mueller, A. K. Verma, and R. K. Boutwell: 5,6-Epoxyretinoic acid opposes the effects of 12-O-tetradecanoylphorbol-13-acetate in bovine lymphocytes. Nature (Lond.) 277, 227-229 (1979).
    • (1979) Nature (Lond.) , vol.277 , pp. 227-229
    • Wertz, P.W.1    Kensler, T.W.2    Mueller, G.C.3    Verma, A.K.4    Boutwell, R.K.5
  • 33
    • 0023909231 scopus 로고
    • Topology and regulation of bilirubin UDP-glucuronosyltransferase in sealed native microsomes from rat liver
    • F. Vanstapel and N. Blanckaert: Topology and regulation of bilirubin UDP-glucuronosyltransferase in sealed native microsomes from rat liver. Arch. Biochem. Biophys. 263, 216-225 (1988).
    • (1988) Arch. Biochem. Biophys. , vol.263 , pp. 216-225
    • Vanstapel, F.1    Blanckaert, N.2
  • 34
    • 0024381187 scopus 로고
    • Synthesis and properties of 5-azido-UDP-glucose: Development of photoaffinity probes for nucleotide diphosphate sugar binding sites
    • R. R. Drake, R. K. Evans, M. J. Wolf, and B. E. Haley: Synthesis and properties of 5-azido-UDP-glucose: development of photoaffinity probes for nucleotide diphosphate sugar binding sites. J. Biol. Chem. 264, 11928-11933 (1989).
    • (1989) J. Biol. Chem. , vol.264 , pp. 11928-11933
    • Drake, R.R.1    Evans, R.K.2    Wolf, M.J.3    Haley, B.E.4
  • 35
    • 0028314103 scopus 로고
    • Bile acid glucuronidation by rat liver microsomes and cDNA-expressed rat liver UDP-glucuronosyltransferases
    • A. Radominska, J. M. Little, R. Lester, and P. I. Mackenzie: Bile acid glucuronidation by rat liver microsomes and cDNA-expressed rat liver UDP-glucuronosyltransferases. Biochim. Biophys. Acta 1205, 75-82 (1994).
    • (1994) Biochim. Biophys. Acta , vol.1205 , pp. 75-82
    • Radominska, A.1    Little, J.M.2    Lester, R.3    Mackenzie, P.I.4
  • 36
    • 0014949207 scopus 로고
    • Cleavage of structural proteins during the assembly of the head of bacteriophage T4
    • U. K. Laemmli: Cleavage of structural proteins during the assembly of the head of bacteriophage T4. Nature (Lond.) 227, 680-685 (1970).
    • (1970) Nature (Lond.) , vol.227 , pp. 680-685
    • Laemmli, U.K.1
  • 37
    • 0014330836 scopus 로고
    • Origin of some derivatives of retinoic acid found in rat bile
    • K. Lippel and J. A. Olson: Origin of some derivatives of retinoic acid found in rat bile. J. Lipid Res. 9, 580-586 (1968).
    • (1968) J. Lipid Res. , vol.9 , pp. 580-586
    • Lippel, K.1    Olson, J.A.2
  • 38
    • 0022596885 scopus 로고
    • Biosynthesis of retinoyl-β-glucuronide, a biologically active metabolite of all-trans-retinoic acid
    • D. A. Miller and H. F. DeLuca: Biosynthesis of retinoyl-β-glucuronide, a biologically active metabolite of all-trans-retinoic acid. Arch. Biochem. Biophys. 244, 179-186 (1986).
    • (1986) Arch. Biochem. Biophys. , vol.244 , pp. 179-186
    • Miller, D.A.1    DeLuca, H.F.2
  • 40
    • 0026517062 scopus 로고
    • New developments in glucuronidation research: Report of a Workshop on Glucuronidation, Its Role in Health and Disease
    • P. L. M. Jansen, G. J. Mulder, and B. Burchell: New developments in glucuronidation research: report of a Workshop on Glucuronidation, Its Role in Health and Disease. Hepatology 15, 532-544 (1992).
    • (1992) Hepatology , vol.15 , pp. 532-544
    • Jansen, P.L.M.1    Mulder, G.J.2    Burchell, B.3
  • 41
    • 0028212177 scopus 로고
    • Glucuronidation and isomerization of all-rrans- and 13-cis-retinoic acid by liver microsomes of phenobarbital- or 3-methylcholanthrene-treated rats
    • J. O. Sass, A. Forster, K. W. Bock, and H. Nau: Glucuronidation and isomerization of all-rrans- and 13-cis-retinoic acid by liver microsomes of phenobarbital-or 3-methylcholanthrene-treated rats. Biochem. Pharmacol. 47, 485-492 (1994).
    • (1994) Biochem. Pharmacol. , vol.47 , pp. 485-492
    • Sass, J.O.1    Forster, A.2    Bock, K.W.3    Nau, H.4
  • 43
    • 0026756613 scopus 로고
    • Photoaffmity labeling of glycosyltransferases
    • R. R. Drake and A. D. Elbein: Photoaffmity labeling of glycosyltransferases. Glycobiology 2, 279-284 (1992).
    • (1992) Glycobiology , vol.2 , pp. 279-284
    • Drake, R.R.1    Elbein, A.D.2
  • 44
    • 0020323962 scopus 로고
    • Metabolism of 5,6-epoxyretinoic acid in vivo: Isolation of a major intestinal metabolite
    • J. L. Napoli, H. Khalil, and A. M. McCormick: Metabolism of 5,6-epoxyretinoic acid in vivo: isolation of a major intestinal metabolite. Biochemistry 21, 1942-1949 (1982).
    • (1982) Biochemistry , vol.21 , pp. 1942-1949
    • Napoli, J.L.1    Khalil, H.2    McCormick, A.M.3


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