Identification of human UDP-glucuronosyltransferases catalyzing hepatic 1α,25-dihydroxyvitamin D3 conjugation

Biochemical Pharmacology

Volumn 75, Issue 5, 2008, Pages 1240-1250

  Hashizume, Takanori ^a   Xu, Yang ^a   Mohutsky, Michael A ^b   Alberts, Jeffrey ^b   Hadden, Chad ^b   Kalhorn, Thomas F ^a   Isoherranen, Nina ^a   Shuhart, Margaret C ^a   Thummel, Kenneth E ^a  

^a UNIVERSITY OF WASHINGTON   (United States)

^b ELI LILLY AND COMPANY   (United States)

Author keywords

High performance liquid chromatography; Human liver microsomes; Liquid chromatography mass spectrometry; Liquid chromatographytandem mass spectrometry

Indexed keywords

DIHYDROXYCOLECALCIFEROL; GLUCURONOSYLTRANSFERASE; ISOENZYME;

ARTICLE; CATALYSIS; CONTROLLED STUDY; GENE EXPRESSION; GLUCURONIDATION; HUMAN; HUMAN CELL; LIVER MICROSOME; NUCLEAR MAGNETIC RESONANCE; PRIORITY JOURNAL;

GENE EXPRESSION; GLUCURONIDES; GLUCURONOSYLTRANSFERASE; HUMANS; ISOENZYMES; JEJUNUM; KINETICS; LIVER; MICROSOMES, LIVER; RNA, MESSENGER; VITAMIN D;

EID: 38949147417     PISSN: 00062952     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bcp.2007.11.008     Document Type: Article

References (41)

1. Lown K.S., Kolars J.C., Thummel K.E., Barnett J.L., Kunze K.L., Wrighton S.A., et al. Interpatient heterogeneity in expression of CYP3A4 and CYP3A5 in small bowel: lack of prediction by the erythromycin breath test. Drug Metab Dispos 22 (1994) 947-955
2. von Richter O., Burk O., Fromm M.F., Thon K.P., Eichelbaum M., and Kivisto K.T. Cytochrome P450 3A4 and P-glycoprotein expression in human small intestinal enterocytes and hepatocytes: a comparative analysis in paired tissue specimens. Clin Pharmacol Ther 75 (2004) 172-183
3. 3. Mol Pharmacol 51 (1997) 741-754
4. 3. Mol Pharmacol 60 (2001) 1399-1406
5. Makishima M., Lu T.T., Xie W., Whitfield G.K., Domoto H., Evans R.M., et al. Vitamin D receptor as an intestinal bile acid sensor. Science 296 (2002) 1313-1316
6. Thompson P.D., Jurutka P.W., Whitfield G.K., Myskowski S.M., Eichhorst K.R., Dominguez C.E., et al. Liganded VDR induces CYP3A4 in small intestinal and colon cancer cells via DR3 and ER6 vitamin D responsive elements. Biochem Biophys Res Commun 299 (2002) 730-738
7. Kumar R. Vitamin D metabolism and mechanisms of calcium transport. J Am Soc Nephrol 1 (1990) 30-42
8. Walters J.R., Howard A., Lowery L.J., Mawer E.B., and Legon S. Expression of genes involved in calcium absorption in human duodenum. Eur J Clin Invest 29 (1999) 214-219
9. Fleet J.C., Eksir F., Hance K.W., and Wood R.J. Vitamin D-inducible calcium transport and gene expression in three Caco-2 cell lines. Am J Physiol Gastrointest Liver Physiol 283 (2002) G618-G625
10. 3: implications for drug-induced osteomalacia. Mol Pharmacol 69 (2006) 56-65
11. 3. Endocrinology 129 (1991) 2335-2344
12. 3 metabolites in normal man. J Lab Clin Med 96 (1980) 1094-1100
13. 3 in man. Gut 26 (1985) 1240-1245
14. 2 in rat bile using high-performance liquid chromatography-atmospheric pressure chemical ionization mass spectrometry. J Chromatogr B Biomed Sci Appl 690 (1997) 348-354
15. 3: structure of its major bile metabolite. Biochim Biophys Acta 1346 (1997) 147-157
16. 3. Steroids 64 (1999) 715-725
17. 3. Steroids 65 (2000) 281-294
18. 3 in man under physiological conditions using liquid chromatography-tandem mass spectrometry. J Pharm Biomed Anal 29 (2002) 947-955
19. Paine M.F., Khalighi M., Fisher J.M., Shen D.D., Kunze K.L., Marsh C.L., et al. Characterization of interintestinal and intraintestinal variations in human CYP3A-dependent metabolism. J Pharmacol Exp Ther 283 (1997) 1552-1562
20. Lin Y.S., Dowling A.L., Quigley S.D., Farin F.M., Zhang J., Lamba J., et al. Co-regulation of CYP3A4 and CYP3A5 and contribution to hepatic and intestinal midazolam metabolism. Mol Pharmacol 62 (2002) 162-172
21. Lowry O.H., Rosebrough N.J., Farr A.L., and Randall R.J. Protein measurement with the Folin phenol reagent. J Biol Chem 193 (1951) 265-275
22. Fisher M.B., Campanale K., Ackermann B.L., VandenBranden M., and Wrighton S.A. In vitro glucuronidation using human liver microsomes and the pore-forming peptide alamethicin. Drug Metab Dispos 28 (2000) 560-566
23. Higashi T., Miura K., Kitahori J., and Shimada K. Usefulness of derivatization in high-performance liquid chromatography/tandem mass spectrometry of conjugated vitamin D metabolites. Anal Sci 15 (1999) 619-623
24. Green M.D., and Tephly T.R. Glucuronidation of amines and hydroxylated xenobiotics and endobiotics catalyzed by expressed human UGT1.4 protein. Drug Metab Dispos 24 (1996) 356-363
25. Nakajima M., Tanaka E., Kobayashi T., Ohashi N., Kume T., and Yokoi T. Imipramine N-glucuronidation in human liver microsomes: biphasic kinetics and characterization of UDP-glucuronosyltransferase isoforms. Drug Metab Dispos 30 (2002) 636-642
26. Ghosal A., Hapangama N., Yuan Y., Achanfuo-Yeboah J., Iannucci R., Chowdhury S., et al. Identification of human UDP-glucuronosyltransferase enzyme(s) responsible for the glucuronidation of posaconazole (Noxafil). Drug Metab Dispos 32 (2004) 267-271
27. Uchaipichat V., Mackenzie P.I., Elliot D.J., and Miners J.O. Selectivity of substrate (trifluoperazine) and inhibitor (amitriptyline, androsterone, canrenoic acid, hecogenin, phenylbutazone, quinidine, quinine, and sulfinpyrazone) "probes" for human UDP-glucuronosyltransferases. Drug Metab Dispos 34 (2006) 449-456
28. Dehal S.S., Gagne P.V., Crespi C.L., and Patten C.J. Characterization of a probe substrate and an inhibitor of UDP glucuronosyltransferase (UGT) 1A4 activity in human liver microsomes (HLM) and cDNA-expressed UGT-enzymes. Drug Metab Rev 33 Suppl. 1 (2001) 162
29. Vandesompele J., De Preter K., Pattyn F., Poppe B., Van Roy N., De Paepe A., et al. Accurate normalization of real-time quantitative RT-PCR data by geometric averaging of multiple internal control genes. Genome Biol 3 (2002) RESEARCH0034
30. Mojarrabi B., and Mackenzie P.I. Characterization of two UDP glucuronosyltransferases that are predominantly expressed in human colon. Biochem Biophys Res Commun 247 (1998) 704-709
31. 3 in rat bile. J Biol Chem 257 (1982) 7491-7494
32. Kiang T.K., Ensom M.H., and Chang T.K. UDP-glucuronosyltransferases and clinical drug-drug interactions. Pharmacol Ther 106 (2005) 97-132
33. Miners J.O., Smith P.A., Sorich M.J., McKinnon R.A., and Mackenzie P.I. Predicting human drug glucuronidation parameters: application of in vitro and in silico modeling approaches. Annu Rev Pharmacol Toxicol 44 (2004) 1-25
34. 3. Science 183 (1974) 1089-1091
35. van Hoof H.J., de Sévaux R.G., van Baelen H., Swinkels L.H., Klipping C., Ross H.A., et al. Eur J Endocrinol 144 4 (2001) 391-396
36. Ebeling P.R., Sandgren M.E., DiMagno E.P., Lane A.W., Deluca H.F., Riggs B.L., et al. J Clin Endocrinol 75 (1992) 176-182
37. 3H-calcitriol in rats. J Steroid Biochem Mol Biol 89-90 (2004) 43-47
38. Chiu S.H., and Huskey S.W. Species differences in N-glucuronidation. Drug Metab Dispos 26 (1998) 838-847
39. Tran T.A., Leppik I.E., Blesi K., Sathanandan S.T., and Remmel R. Lamotrigine clearance during pregnancy. Neurology 59 (2002) 251-255
40. Chen S., Beaton D., Nguyen N., Senekeo-Effenberger K., Brace-Sinnokrak E., Argikar U., et al. Tissue-specific, inducible, and hormonal control of the human UDP-glucuronosyltransferase-1 (UGT1) locus. J Biol Chem 280 (2005) 37547-37557
41. 3 in healthy adults. J Clin Endocrinol Metab 46 (1978) 756-765