Glucuronidation of amines and hydroxylated xenobiotics and endobiotics catalyzed by expressed human UGT1.4 protein

Drug Metabolism and Disposition

Volumn 24, Issue 3, 1996, Pages 356-363

  Green, Mitchell D ^a   Tephly, Thomas R ^a  

^a UNIVERSITY OF IOWA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

4 BIPHENYLAMINE; 5ALPHA PREGNANE DERIVATIVE; AMITRIPTYLINE; ANDROSTENEDIOL; CHLORPROMAZINE; CLOZAPINE; DESIPRAMINE; DETERGENT; DIPHENHYDRAMINE; DIPHENYLAMINE; DOXYLAMINE; FLUPHENAZINE; GLUCURONOSYLTRANSFERASE; IMIPRAMINE; LOXAPINE; MEPYRAMINE; N,N DIMETHYLANILINE; NORTRIPTYLINE; PETHIDINE; PHENIRAMINE; PHENOL DERIVATIVE; SULFADIMETHOXINE; SULFATHIAZOLE; TERFENADINE; THONZYLAMINE; TIOTIXENE; TRIFLUOPERAZINE; TRIFLUPROMAZINE; UNINDEXED DRUG; XENOBIOTIC AGENT;

ARTICLE; DETOXIFICATION; DRUG ELIMINATION; DRUG GLUCURONIDATION; DRUG HYDROXYLATION; DRUG METABOLISM; DRUG SOLUBILITY; EMBRYO; ENZYME ACTIVITY; ENZYME SUBSTRATE; HUMAN; HUMAN CELL; KIDNEY CELL; PRIORITY JOURNAL; XENOBIOTIC METABOLISM;

ANTIPSYCHOTIC AGENTS; CLOZAPINE; DETERGENTS; GLUCURONOSYLTRANSFERASE; HYDROXYLATION; ISOENZYMES; SAPOGENINS; XENOBIOTICS;

EID: 0029962074     PISSN: 00909556     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (23)

1. D. J. Clarke and B. Burchell: The uridine diphosphate glucuronosyltransferase multigene family: function and regulation. In "Handbook of Experimental Pharmacology, Volume 112. Conjugation-Deconjugation Reactions in Drug Metabolism and Toxicity" (F. C. Kauffman, ed.), pp. 3-43. Springer-Verlag, Berlin, 1994.
2. T. R. Tephly: Isolation and purification of UDP-glucuronosyltransferases. Chem. Res. Toxicol. 3, 509-516 (1990).
3. J. K. Ritter, F. Chen, Y. Y. Sheen, H. M. Tran, S. Kimura, M. T. Yeatman, and I. S. Owens: A novel complex locus UGT1 encodes human bilirubin, phenol, and other UDP-glucuronosyltransferase isozymes with identical carboxyl termini. J. Biol. Chem. 267, 3257-3261 (1992).
4. B. Burchell, D. W. Neben, D. R. Nelson, K. W. Bock, T. Iyanagi, P. L. M. Jansen, D. Lancet, G. J. Mulder, J. Roy Chowdhury, G. Siest, T. R. Tephly, and P. I. Mackenzie: The UDP-glucuronosyltransferase gene superfamily: suggested nomenclature and evolutionary divergence. DNA Cell Biol. 10, 487-494 (1991).
5. J. Cho, N. Gholami, and I. S. Owens: Diversity and independent regulation at the novel human UCT1 locus encoding 12 UDP-glucuronosyltransferase isozymes through duplication of both exon 1 and the upstream regulatory region. FASEB J. 9, A1268 (1995).
6. J. K. Ritter, J. M. Crawford, and I. S. Owens: Cloning of two human liver bilirubin UDP-glucuronosyltransferase cDNAs with expression in COS-1 cells. J. Biol. Chem. 266, 1043-1047 (1991).
7. M. D. Green, W. P. Bishop, and T. R. Tephly: Expressed human UGT1.4 protein catalyzes the formation of quaternary ammonium-linked glucuronides. Drug Metab. Dispos. 23, 299-302 (1995).
8. P. J. Bosma, J. Seppen, B. Goldhoorn, C. Bakker, R. P. J. Oude-Elferink, J. Roy Chowdhury, N. Roy Chowdhury, and P. L. M Jansen: Bilirubin UDP-glucuronosyltransferase 1 is the only relevant bilirubin glucuronidating isoform in man. J. Biol. Chem. 269, 17960-17964 (1994).
9. 14C]glucuronic acid. Anal. Biochem. 109, 321-329 (1980).
10. M. D. Green, E. M. Oturu, and T. R. Tephly: Stable expression of a human liver UDP-glucuronosyltransferase (UGT2B15) with activity toward steroid and xenobiotic substrates. Drug Metab. Dispos. 22, 799-805 (1994).
11. H. Matern, H. Heinemann, and S. Matern: Radioassay of UDP-glucuronosyltransferase activities toward endogenous substrates using labeled UDP-glucuronic acid and an organic solvent extraction procedure. Anal. Biochem. 219, 182-188 (1994).
12. M. W. H. Coughtrie and S. Sharp: Glucuronidation of imipramine in rabbit and human liver microsomes: assay conditions and interaction with other tertiary amine drugs. Biochem. Pharmacol. 42, 1497-1501 (1991).
13. A. Orzechowski, D. Schrenk, B. S. Bock-Henning, and K. W. Bock: Glucuronidation of carcinogenic arylamines and their N-hydroxy derivatives by rat and human phenol UDP-glucuronosyltransferases of the UGT1 gene complex. Carcinogenesis 15, 1549-1553 (1994).
14. S. R. Babu, V. M. Lakshmi, I. S. Owens, T. V. Zenser, and B. B. Davis: Human liver glucuronidation of benzidine. Carcinogenesis 15, 2003-2007 (1994).
15. C-J. Jin, J. O. Miners, K. J. Lillywhite, and P. I. Mackenzie: cDNA cloning and expression of two new members of the human liver UDP-glucuronosyltransferase 2B family. Biochem. Biophys. Res. Commun. 194, 496-503 (1993).
16. R. A. Stearns, R. R. Miller, G. A. Doss, P. K. Chakravarty, A. Rosegay, G. J. Gatto, and S. H. L. Chiu: The metabolism of DuP753, a nonpepnde angiotensin II receptor antagonist, by rat, monkey and human liver slices. Drug Metab. Dispos. 20, 281-287 (1992).
17. S.-E. W. Huskey, J. Magdalou, M. Ouzzine, G. Siest, and S.-H. L. Chiu: N-glucuronidation reactions. III. Regioselectivity of N-glucuronidation of methylbiphenyl tetrazole, methyl biphenyl triazole, and methylbiphenyl imidazole using human and rat recombinant UDP-glucuronosyltransferases stably expressed in V79 cells. Drug Metab. Dispos. 22, 659-662 (1994).
18. +-glucuronide in the urine of patients treated with clozapine using electrospray mass spectrometry. Biol. Mass Spectrometry 23, 147-148 (1994).
19. +-glucuronidation of aliphatic tertiary amines in human: antidepressant versus antipsychotic drugs. Xenobiorica 25, 291-301 (1995).
20. S. B. Senafi, D. J. Clarke, and B. Burchell: Investigation of the substrate specificity of a cloned expressed human bilirubin UDP-glucuronosyl-transferase: UDP-sugar specificity and involvement in steroid and xenobiotic glucuronidation. Biochem. J. 303, 233-240 (1994).
21. T. Ebner and B. Burchell: Substrate specificities of two stably expressed human liver UDP-glucuronosyltransferases of the UGT1 gene family. Drug Metab. Dispos. 21, 50-55 (1993).
22. M. D. Green, D. J. Clarke, E. M. Oturu, P. B. Styczynski, M. R. Jackson, B. Burchell, and T. R. Tephly: Cloning and expression of a rat liver phenobarbital-inducible UDP-glucuronosyltransferase (2B12) with specificity for monoterpenoid alcohols. Arch. Biochem. Biophys. 323, 460-468 (1995).
23. P. B. Sryczynski, M. D. Green, B. Coffman, and T. R. Tephly: Studies on ternary amine UDP-glucuronosyltransferases from human and rabbit hepatic microsomes. Drug Metab. Dispos. 20, 896-901 (1992).