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Volumn 32, Issue 4, 2004, Pages 413-423

Human UDP-glucuronosyltransferases: Isoform selectivity and kinetics of 4-methylumbelliferone and 1-naphthol glucuronidation, effects of organic solvents, and inhibition by diclofenac and probenecid

Author keywords

[No Author keywords available]

Indexed keywords

1 NAPHTHOL; ACETONE; ACETONITRILE; ALCOHOL; DICLOFENAC; DIMETHYL SULFOXIDE; GLUCURONOSYLTRANSFERASE; HYMECROMONE; ISOENZYME; METHANOL; ORGANIC SOLVENT; PROBENECID;

EID: 1842536833     PISSN: 00909556     EISSN: None     Source Type: Journal    
DOI: 10.1124/dmd.32.4.413     Document Type: Article
Times cited : (314)

References (46)
  • 2
    • 0034007340 scopus 로고    scopus 로고
    • 3′-azido-3′-deoxythymidine (AZT) is glucuronidated by human UDP-glucuronosyltransferase 2B7 (UGT2B7)
    • Barbier O, Turgeon D, Girard C, Green MD, Tephly TR, Hum DW, and Belanger A (2000) 3′-Azido-3′-deoxythymidine (AZT) is glucuronidated by human UDP-glucuronosyltransferase 2B7 (UGT2B7). Drug Metab Dispos 28:497-502.
    • (2000) Drug Metab Dispos , vol.28 , pp. 497-502
    • Barbier, O.1    Turgeon, D.2    Girard, C.3    Green, M.D.4    Tephly, T.R.5    Hum, D.W.6    Belanger, A.7
  • 3
    • 0344784391 scopus 로고    scopus 로고
    • Isolation and characterization of a human orphan UDP-glucuronosyltransferase, UGT2B11
    • Beaulieu M, Levesque E, Hum DW, and Belanger A (1998) Isolation and characterization of a human orphan UDP-glucuronosyltransferase, UGT2B11. Biochem Biophys Res Commun 248:44-50.
    • (1998) Biochem Biophys Res Commun , vol.248 , pp. 44-50
    • Beaulieu, M.1    Levesque, E.2    Hum, D.W.3    Belanger, A.4
  • 4
    • 0036435763 scopus 로고    scopus 로고
    • In vitro-in vivo correlation for drugs eliminated by glucuronidation: Investigations with the model substrate zidovudine
    • Boase S and Miners JO (2002) In vitro-in vivo correlation for drugs eliminated by glucuronidation: investigations with the model substrate zidovudine. Br J Clin Pharmacol 54:493-503.
    • (2002) Br J Clin Pharmacol , vol.54 , pp. 493-503
    • Boase, S.1    Miners, J.O.2
  • 7
    • 0031940804 scopus 로고    scopus 로고
    • Effect of common organic solvents and in vitro cytochrome P450-mediated metabolic activities in human liver microsomes
    • Chauret N, Gauthier A, and Nicoll-Griffith DA (1998) Effect of common organic solvents and in vitro cytochrome P450-mediated metabolic activities in human liver microsomes. Drug Metab Dispos 26:1-4.
    • (1998) Drug Metab Dispos , vol.26 , pp. 1-4
    • Chauret, N.1    Gauthier, A.2    Nicoll-Griffith, D.A.3
  • 8
    • 0030699360 scopus 로고    scopus 로고
    • Genetic polymorphism in the human UGT1A6 (planar phenol) UDP-glucuronosyltransferase: Pharmacological implications
    • Ciotti M, Marrone A, Potter C, and Owens IS (1997) Genetic polymorphism in the human UGT1A6 (planar phenol) UDP-glucuronosyltransferase: pharmacological implications. Pharmacogenetics 7:485-495.
    • (1997) Pharmacogenetics , vol.7 , pp. 485-495
    • Ciotti, M.1    Marrone, A.2    Potter, C.3    Owens, I.S.4
  • 9
    • 0345472418 scopus 로고
    • Control of enzyme activity
    • Portland Press, London
    • Cornish-Bowden A (1995) Control of enzyme activity, In Fundamentals of Enzyme Kinetics, pp 203-216, Portland Press, London.
    • (1995) Fundamentals of Enzyme Kinetics , pp. 203-216
    • Cornish-Bowden, A.1
  • 10
    • 0042858542 scopus 로고    scopus 로고
    • Evaluation of 3′-azido-3′-deoxythymidine, morphine and codeine as probe substrates for UDP-glucuronosyltransferase 2B7 (UGT2B7) in human liver microsomes: Specificity and influence of the UGT2B7′2 polymorphism
    • Court MH, Krishnaswamy S, Hao Q, Duan SX, Patten CJ, Von Moltke LL, and Greenblatt DJ (2003) Evaluation of 3′-azido-3′-deoxythymidine, morphine and codeine as probe substrates for UDP-glucuronosyltransferase 2B7 (UGT2B7) in human liver microsomes: specificity and influence of the UGT2B7′2 polymorphism. Drug Metab Dispos 31:1125-1133.
    • (2003) Drug Metab Dispos , vol.31 , pp. 1125-1133
    • Court, M.H.1    Krishnaswamy, S.2    Hao, Q.3    Duan, S.X.4    Patten, C.J.5    Von Moltke, L.L.6    Greenblatt, D.J.7
  • 11
    • 0035146956 scopus 로고    scopus 로고
    • Effects of organic solvents on activities of cytochrome P450 isoforms, UDP-dependent glucuronyl transferase and phenol sulfotransferase in human hepatocytes
    • Easterbrook J, Lu C, Sakai Y, and Li AP (2001) Effects of organic solvents on activities of cytochrome P450 isoforms, UDP-dependent glucuronyl transferase and phenol sulfotransferase in human hepatocytes. Drug Metab Dispos 29:141-144.
    • (2001) Drug Metab Dispos , vol.29 , pp. 141-144
    • Easterbrook, J.1    Lu, C.2    Sakai, Y.3    Li, A.P.4
  • 12
    • 1842866515 scopus 로고    scopus 로고
    • Quinidine and haloperidol as modifiers of CYP3A4 activity: Multisite kinetic approach
    • Galetin A, Clarke SE, and Houston JB (2002) Quinidine and haloperidol as modifiers of CYP3A4 activity: multisite kinetic approach. Drug Metab Dispos 30:1512-1522.
    • (2002) Drug Metab Dispos , vol.30 , pp. 1512-1522
    • Galetin, A.1    Clarke, S.E.2    Houston, J.B.3
  • 13
    • 0035834673 scopus 로고    scopus 로고
    • Homodimerization of human bilirubin uridine diphosphoglucuronate glucuronosyltrans-ferase-1 (UGT1A1) and its functional implications
    • Ghosh SS, Sappal BS, Kalpana GV, Lee SW, Chowdhury JR, and Chowdhury NR (2001) Homodimerization of human bilirubin uridine diphosphoglucuronate glucuronosyltrans-ferase-1 (UGT1A1) and its functional implications. J Biol Chem 276:42108-42115.
    • (2001) J Biol Chem , vol.276 , pp. 42108-42115
    • Ghosh, S.S.1    Sappal, B.S.2    Kalpana, G.V.3    Lee, S.W.4    Chowdhury, J.R.5    Chowdhury, N.R.6
  • 14
    • 0029962074 scopus 로고    scopus 로고
    • Glucuronidation of amines and hydroxylated xenobiotics and endobiotics catalyzed by expressed human UGT1.4 protein
    • Green MD and Tephly TR (1996) Glucuronidation of amines and hydroxylated xenobiotics and endobiotics catalyzed by expressed human UGT1.4 protein. Drug Metab Dispos 24:356-363.
    • (1996) Drug Metab Dispos , vol.24 , pp. 356-363
    • Green, M.D.1    Tephly, T.R.2
  • 15
    • 0031921010 scopus 로고    scopus 로고
    • Evaluation of the stereoselectivity of in vitro probes and suitability of organic solvents for the measurement of human cytochrome P450 monooxygenase activities
    • Hickman D, Wang J-P, Wang Y, and Unadkat JD (1998) Evaluation of the stereoselectivity of in vitro probes and suitability of organic solvents for the measurement of human cytochrome P450 monooxygenase activities. Drug Metab Dispos 26:207-215.
    • (1998) Drug Metab Dispos , vol.26 , pp. 207-215
    • Hickman, D.1    Wang, J.-P.2    Wang, Y.3    Unadkat, J.D.4
  • 16
    • 0032544921 scopus 로고    scopus 로고
    • Development of a bicistronic vector driven by the human polypeptide chain elongation factor 1α promoter for creation of stable mammalian cell lines that express very high levels of recombinant proteins
    • Hobbs S, Jitrapakdee S, and Wallace JC (1998) Development of a bicistronic vector driven by the human polypeptide chain elongation factor 1α promoter for creation of stable mammalian cell lines that express very high levels of recombinant proteins. Biochem Biophys Res Commun 252:368-372.
    • (1998) Biochem Biophys Res Commun , vol.252 , pp. 368-372
    • Hobbs, S.1    Jitrapakdee, S.2    Wallace, J.C.3
  • 17
    • 0034105896 scopus 로고    scopus 로고
    • In vitro-in vivo scaling of CYP kinetic data not consistent with the classical Michaelis-Menten model
    • Houston JB and Kenworthy K (2000) In vitro-in vivo scaling of CYP kinetic data not consistent with the classical Michaelis-Menten model. Drug Metab Dispos 28:246-254.
    • (2000) Drug Metab Dispos , vol.28 , pp. 246-254
    • Houston, J.B.1    Kenworthy, K.2
  • 19
    • 0031010059 scopus 로고    scopus 로고
    • Protein-protein interactions between UDP-glucuronosyltransferase isozymes in rat hepatic microsomes
    • Ikushiro S, Emi Y, and Iyanagi T (1997) Protein-protein interactions between UDP-glucuronosyltransferase isozymes in rat hepatic microsomes. Biochemistry 36:7154-7161.
    • (1997) Biochemistry , vol.36 , pp. 7154-7161
    • Ikushiro, S.1    Emi, Y.2    Iyanagi, T.3
  • 20
    • 0027433317 scopus 로고
    • Complementary deoxyribonucleic acid cloning and expression of a human liver uridine diphosphate-glucuronosyltransferase glucuronidating carboxylic acid-containing drugs
    • Jin C-J, Miners JO, Lillywhite KJ, and Mackenzie PI (1993a) Complementary deoxyribonucleic acid cloning and expression of a human liver uridine diphosphate- glucuronosyltransferase glucuronidating carboxylic acid-containing drugs. J Pharmacol Exp Ther 264:475-479.
    • (1993) J Pharmacol Exp Ther , vol.264 , pp. 475-479
    • Jin, C.-J.1    Miners, J.O.2    Lillywhite, K.J.3    Mackenzie, P.I.4
  • 21
    • 0027267719 scopus 로고
    • cDNA cloning and expression of two members of the human liver UDP-glucuronosyltransferase 2B subfamily
    • Jin C-J, Miners JO, Lillywhite KJ, and Mackenzie PI (1993b) cDNA cloning and expression of two members of the human liver UDP-glucuronosyltransferase 2B subfamily. Biochem Biophys Res Commun 194:496-503.
    • (1993) Biochem Biophys Res Commun , vol.194 , pp. 496-503
    • Jin, C.-J.1    Miners, J.O.2    Lillywhite, K.J.3    Mackenzie, P.I.4
  • 22
    • 0031570313 scopus 로고    scopus 로고
    • The regio- and stereo-selectivity of C19 and C21 hydroxysteroid glucuronidation by UGT2B7 and UGT2B11
    • Jin C-J, Mackenzie PI, and Miners JO (1997) The regio- and stereo-selectivity of C19 and C21 hydroxysteroid glucuronidation by UGT2B7 and UGT2B11. Arch Biochem Biophys 341:207-211.
    • (1997) Arch Biochem Biophys , vol.341 , pp. 207-211
    • Jin, C.-J.1    Mackenzie, P.I.2    Miners, J.O.3
  • 23
    • 0035038561 scopus 로고    scopus 로고
    • Characterization of rat and human UDP-glucuronosyltransferase responsible for the in vitro glucuronidation of diclofenac
    • King C, Tang W, Ngui J, Tephly TR, and Braum M (2001) Characterization of rat and human UDP-glucuronosyltransferase responsible for the in vitro glucuronidation of diclofenac. Toxicol Sci 61:49-53.
    • (2001) Toxicol Sci , vol.61 , pp. 49-53
    • King, C.1    Tang, W.2    Ngui, J.3    Tephly, T.R.4    Braum, M.5
  • 26
    • 0021451725 scopus 로고
    • Purification and immunochemical characterization of a low pI form of UDP-glucuronosyltransferase from mouse liver
    • Mackenzie PI, Hjelmeland LM, and Owens IS (1984) Purification and immunochemical characterization of a low pI form of UDP-glucuronosyltransferase from mouse liver. Arch Biochem Biophys 231:487-497.
    • (1984) Arch Biochem Biophys , vol.231 , pp. 487-497
    • Mackenzie, P.I.1    Hjelmeland, L.M.2    Owens, I.S.3
  • 28
    • 0030846868 scopus 로고    scopus 로고
    • UDP-Glucuronosyltransferase, the role of the amino terminus in dimerization
    • Meech R and Mackenzie PI (1997) UDP-Glucuronosyltransferase, the role of the amino terminus in dimerization. J Biol Chem 272:26913-26917.
    • (1997) J Biol Chem , vol.272 , pp. 26913-26917
    • Meech, R.1    Mackenzie, P.I.2
  • 29
    • 0023833886 scopus 로고
    • Kinetic and inhibitor studies of 4-methylumbelliferone and 1-naphthol glucuronidation in human liver microsomes
    • Miners JO, Lillywhite KJ, Matthews AP, Jones ME, and Birkett DJ (1988) Kinetic and inhibitor studies of 4-methylumbelliferone and 1-naphthol glucuronidation in human liver microsomes. Biochem Pharmacol 37:665-671.
    • (1988) Biochem Pharmacol , vol.37 , pp. 665-671
    • Miners, J.O.1    Lillywhite, K.J.2    Matthews, A.P.3    Jones, M.E.4    Birkett, D.J.5
  • 30
  • 32
    • 0031022925 scopus 로고    scopus 로고
    • Preclinical prediction of factors influencing the elimination of 5,6-dimethylxanthe-none-4-acetic acid, a new anticancer drug
    • Miners JO, Valente L, Lillywhite KJ, Mackenzie PI, Burchell B, Baguley BC, and Kestell P (1997) Preclinical prediction of factors influencing the elimination of 5,6-dimethylxanthe-none-4-acetic acid, a new anticancer drug. Cancer Res 57:284-289.
    • (1997) Cancer Res , vol.57 , pp. 284-289
    • Miners, J.O.1    Valente, L.2    Lillywhite, K.J.3    Mackenzie, P.I.4    Burchell, B.5    Baguley, B.C.6    Kestell, P.7
  • 33
    • 77956811940 scopus 로고
    • In vitro approaches for the prediction of human drug metabolism
    • Miners JO, Veronese ME, and Birkett DJ (1994) In vitro approaches for the prediction of human drug metabolism. Annu Rep Med Chem 29:307-316.
    • (1994) Annu Rep Med Chem , vol.29 , pp. 307-316
    • Miners, J.O.1    Veronese, M.E.2    Birkett, D.J.3
  • 34
    • 0013588037 scopus 로고    scopus 로고
    • cDNA cloning and characterization of the human UDP glucuronosyltransferase UGT1A3
    • Mojarrabi B, Butler R, and Mackenzie PI (1996) cDNA cloning and characterization of the human UDP glucuronosyltransferase UGT1A3. Biochem Biophys Res Commun 225:785-790.
    • (1996) Biochem Biophys Res Commun , vol.225 , pp. 785-790
    • Mojarrabi, B.1    Butler, R.2    Mackenzie, P.I.3
  • 35
    • 0031590285 scopus 로고    scopus 로고
    • The human UDP glucuronosyltransferase UGT1A10 glucuronidates mycophenolic acid
    • Mojarrabi B and Mackenzie PI (1997) The human UDP glucuronosyltransferase UGT1A10 glucuronidates mycophenolic acid. Biochem Biophys Res Commun 238:775-778.
    • (1997) Biochem Biophys Res Commun , vol.238 , pp. 775-778
    • Mojarrabi, B.1    Mackenzie, P.I.2
  • 36
    • 0032577932 scopus 로고    scopus 로고
    • Characterization of two UDP glucuronosyltransferases that are predominantly expressed in human colon
    • Mojarrabi B and Mackenzie PI (1998) Characterization of two UDP glucuronosyltransferases that are predominantly expressed in human colon. Biochem Biophys Res Commun 247:704-709.
    • (1998) Biochem Biophys Res Commun , vol.247 , pp. 704-709
    • Mojarrabi, B.1    Mackenzie, P.I.2
  • 38
    • 0036893374 scopus 로고    scopus 로고
    • Inhibition and active sites of UDP-glucuronosyltransferases 2B7 and 1A1
    • Rios GR and Tephly TR (2002) Inhibition and active sites of UDP-glucuronosyltransferases 2B7 and 1A1. Drug Metab Dispos 30:1364-1367.
    • (2002) Drug Metab Dispos , vol.30 , pp. 1364-1367
    • Rios, G.R.1    Tephly, T.R.2
  • 39
    • 0034534895 scopus 로고    scopus 로고
    • Roles of glucuronidation and UDP-glucuronosyltransferases in xenobiotic bioactivation reactions
    • Ritter JK (2000) Roles of glucuronidation and UDP-glucuronosyltransferases in xenobiotic bioactivation reactions. Chem-Biol Interact 129:171-193.
    • (2000) Chem-Biol Interact , vol.129 , pp. 171-193
    • Ritter, J.K.1
  • 40
    • 0033105118 scopus 로고    scopus 로고
    • Integrated cytochrome P450 reaction phenotyping. Attempting to bridge the gap between cDNA-expressed cytochromes P450 and native human liver microsomes
    • Rodrigues AD (1999) Integrated cytochrome P450 reaction phenotyping. Attempting to bridge the gap between cDNA-expressed cytochromes P450 and native human liver microsomes. Biochem Pharmacol 57:465-480.
    • (1999) Biochem Pharmacol , vol.57 , pp. 465-480
    • Rodrigues, A.D.1
  • 41
    • 0038532316 scopus 로고    scopus 로고
    • The effect of incubation conditions on the enzyme kinetics of UDP-glucuronosyltransferases
    • Soars MG, Ring BJ, and Wrighton SA (2003) The effect of incubation conditions on the enzyme kinetics of UDP-glucuronosyltransferases. Drug Metab Dispos 31:762-767.
    • (2003) Drug Metab Dispos , vol.31 , pp. 762-767
    • Soars, M.G.1    Ring, B.J.2    Wrighton, S.A.3
  • 42
    • 12244277451 scopus 로고    scopus 로고
    • Pharmacophore and quantitative structure-activity relationship modelling of UDP-glucuronosyltransferase 1A1 (UGT1A1) substrates
    • Sorich MJ, Smith PA, McKinnon RA, and Miners JO (2002) Pharmacophore and quantitative structure-activity relationship modelling of UDP-glucuronosyltransferase 1A1 (UGT1A1) substrates. Pharmacogenetics 12:635-645.
    • (2002) Pharmacogenetics , vol.12 , pp. 635-645
    • Sorich, M.J.1    Smith, P.A.2    McKinnon, R.A.3    Miners, J.O.4
  • 43
    • 0042679455 scopus 로고    scopus 로고
    • Isoform selectivity and kinetics of morphine 3- and 6-glucuronidation by human UDP-glucuronosyltransferases: Evidence of atypical glucuronidation kinetics by UGT2B7
    • Stone AN, Mackenzie PI, Galetin A, Houston JB, and Miners JO (2003) Isoform selectivity and kinetics of morphine 3- and 6-glucuronidation by human UDP-glucuronosyltransferases: evidence of atypical glucuronidation kinetics by UGT2B7. Drug Metab Dispos 31:1086-1089.
    • (2003) Drug Metab Dispos , vol.31 , pp. 1086-1089
    • Stone, A.N.1    Mackenzie, P.I.2    Galetin, A.3    Houston, J.B.4    Miners, J.O.5
  • 44
    • 0034128936 scopus 로고    scopus 로고
    • Human UDP-glucuronosyltransferases: Metabolism, expression and disease
    • Tukey RH and Strassburg CP (2000) Human UDP-glucuronosyltransferases: Metabolism, expression and disease. Annu Rev Pharmacol Toxicol 40:581-616.
    • (2000) Annu Rev Pharmacol Toxicol , vol.40 , pp. 581-616
    • Tukey, R.H.1    Strassburg, C.P.2
  • 46
    • 0036843701 scopus 로고    scopus 로고
    • Differential modulation of UDP-glucuronosyltransferase 1A1 (UGT1A1)-catalyzed estradiol-3-glucuronidation by the addition of UGT1A1 substrates and other compounds to human liver microsomes
    • Williams JA, Ring BJ, Cantrell VE, Campanale K, Jones DR, Hall SD, and Wrighton SA (2002) Differential modulation of UDP-glucuronosyltransferase 1A1 (UGT1A1)-catalyzed estradiol-3-glucuronidation by the addition of UGT1A1 substrates and other compounds to human liver microsomes. Drug Metab Dispos 30:1266-1273.
    • (2002) Drug Metab Dispos , vol.30 , pp. 1266-1273
    • Williams, J.A.1    Ring, B.J.2    Cantrell, V.E.3    Campanale, K.4    Jones, D.R.5    Hall, S.D.6    Wrighton, S.A.7


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