Nicotine regulates the expression of UDP-glucuronosyltransferase (UGT) in humanized UGT1 mouse brain

Drug Metabolism and Pharmacokinetics

Volumn 30, Issue 4, 2015, Pages 269-275

  Sakamoto, Masaya ^a   Itoh, Tomoo ^a   Tukey, Robert H ^b   Fujiwara, Ryoichi ^a  

^a KITASATO UNIVERSITY   (Japan)

^b UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

Brain; Humanized animal model; Nicotine; Tissue specific regulation; UDP glucuronosyltransferase (UGT)

Indexed keywords

CHENODEOXYCHOLIC ACID GLUCURONIDE; GLUCURONIDE; GLUCURONOSYLTRANSFERASE; GLUCURONOSYLTRANSFERASE 1A1; GLUCURONOSYLTRANSFERASE 1A3; GLUCURONOSYLTRANSFERASE 1A6; MESSENGER RNA; NICOTINE; UNCLASSIFIED DRUG;

ANIMAL CELL; ANIMAL EXPERIMENT; ARTICLE; BRAIN; BRAIN MICROSOME; CONTROLLED STUDY; GENE; GLUCURONOSYLTRANSFERASE 1 GENE; LIVER; MOUSE; NONHUMAN; PROTEIN EXPRESSION; ANIMAL; C57BL MOUSE; ENZYMOLOGY; METABOLISM; MICROSOME;

ANIMALS; BRAIN; GLUCURONIDES; GLUCURONOSYLTRANSFERASE; LIVER; MICE; MICE, INBRED C57BL; MICROSOMES; NICOTINE; RNA, MESSENGER;

EID: 84938749552     PISSN: 13474367     EISSN: 18800920     Source Type: Journal    
DOI: 10.1016/j.dmpk.2015.04.004     Document Type: Article

References (46)

1. P.I. Mackenzie, K.W. Bock, B. Burchell, C. Guillemette, S.I. Ikushiro, T. Iyanagi, and et al. Nomenclature update for the mammalian UDP glycosyltransferase (UGT) gene superfamily Pharmacogenet Genomics 15 2005 677 685
2. C. Guillemette, E. Lévesque, M. Harvey, J. Bellemare, and V. Menard UGT genomic diversity: beyond gene duplication Drug Metab Rev 42 2010 24 44
3. S. Ohno, and S. Nakajin Determination of mRNA expression of human UDP-glucuronosyltransferases and application for localization in various human tissues by real-time reverse transcriptase-polymerase chain reaction Drug Metab Dispos 37 2009 32 40
4. M.H. Court, X. Zhang, X. Ding, K.K. Yee, L.M. Hesse, and M. Finel Quantitative distribution of mRNAs encoding the 19 human UDP-glucuronosyltransferase enzymes in 26 adult and 3 fetal tissues Xenobiotica 42 2012 266 277
5. N.R. Jones, and P. Lazarus UGT2B gene expression analysis in multiple tobacco carcinogen-targeted tissues Drug Metabolism Dispos 42 2014 529 536
6. S.L. Miksys, and R.F. Tyndale Drug-metabolizing cytochrome P450s in the brain J Psychiatry Neurosci 27 2002 406
7. S. Miksys, E. Hoffmann, and R.F. Tyndale Regional and cellular induction of nicotine-metabolizing CYP2B1 in rat brain by chronic nicotine treatment Biochem Pharmacol 59 2000 1501 1511
8. C.S. Ferguson, S. Miksys, R.M. Palmour, and R.F. Tyndale Differential effects of nicotine treatment and ethanol self-administration on CYP2A6, CYP2B6 and nicotine pharmacokinetics in African green monkeys J Pharmacol Exp Ther 343 2012 628 637
9. S. Miksys, C. Lerman, P.G. Shields, D.C. Mash, and R.F. Tyndale Smoking, alcoholism and genetic polymorphisms alter CYP2B6 levels in human brain Neuropharmacology 45 2003 122 132
10. R. Fujiwara, N. Nguyen, S. Chen, and R.H. Tukey Developmental hyperbilirubinemia and CNS toxicity in mice humanized with the UDP glucuronosyltransferase 1 (UGT1) locus Proc Natl Acad Sci USA 107 2010 5024 5029
11. Y. Kutsuno, K. Sumida, T. Itoh, R.H. Tukey, and R. Fujiwara Glucuronidation of drugs in humanized UDP-glucuronosyltransferase 1 mice: similarity with glucuronidation in human liver microsomes Pharmacol Res Perspect 1 2013 e00002
12. S.A. Bustin, V. Benes, J.A. Garson, J. Hellemans, J. Huggett, M. Kubista, and et al. The MIQE guidelines: minimum information for publication of quantitative real-time PCR experiments Clin Chem 55 2009 611 622
13. M.M. Bradford A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding Anal Biochem 72 1976 248 254
14. M. Perreault, L. Gauthier-Landry, J. Trottier, M. Verreault, P. Caron, M. Finel, and et al. The human UDP-glucuronosyltransferase UGT2A1 and UGT2A2 enzymes are highly active in bile acid glucuronidation Drug Metab Dispos 41 2013 1616 1620
15. W.J. Griffiths Tandem mass spectrometry in the study of fatty acids, bile acids, and steroids Mass Spectrom 22 2003 81 152
16. P. Caron, J. Trottier, M. Verreault, J. Bélanger, J. Kaeding, and O. Barbier Enzymatic production of bile acid glucuronides used as analytical standards for liquid chromatography-mass spectrometry analyses Mol Pharm 3 2006 293 302
17. J. Trottier, M. Verreault, S. Grepper, D. Monté, J. Bélanger, J. Kaeding, and et al. Human UDP-glucuronosyltransferase (UGT) 1A3 enzyme conjugates chenodeoxycholic acid in the liver Hepatology 44 2006 1158 1170
18. D.B. Buckley, and C.D. Klaassen Tissue-and gender-specific mRNA expression of UDP-glucuronosyltransferases (UGTs) in mice Drug Metab Dispos 35 2007 121 127
19. T. Izukawa, M. Nakajima, R. Fujiwara, H. Yamanaka, T. Fukami, M. Takamiya, and et al. Quantitative analysis of UDP-glucuronosyltransferase (UGT) 1A and UGT2B expression levels in human livers Drug Metab Dispos 37 2009 1759 1768
20. Q.H. Gong, J.W. Cho, T. Huang, C. Potter, N. Gholami, N.K. Basu, and et al. Thirteen UDPglucuronosyltransferase genes are encoded at the human UGT1 gene complex locus Pharmacogenetics 11 2001 357 368
21. A.N. Stone, P.I. Mackenzie, A. Galetin, J.B. Houston, and J.O. Miners Isoform selectivity and kinetics of morphine 3-and 6-glucuronidation by human UDP-glucuronosyltransferases: evidence for atypical glucuronidation kinetics by UGT2B7 Drug Metab Dispos 3 2003 1086 1089
22. D. Zhou, J. Guo, A.J. Linnenbach, C.L. Booth-Genthe, and S.W. Grimm Role of human UGT2B10 in N-glucuronidation of tricyclic antidepressants, amitriptyline, imipramine, clomipramine, and trimipramine Drug Metab Dispos 38 2010 863 870
23. Y. Kato, T. Izukawa, S. Oda, T. Fukami, M. Finel, T. Yokoi, and et al. Human UDP-glucuronosyltransferase (UGT) 2B10 in drug N-glucuronidation: substrate screening and comparison with UGT1A3 and UGT1A4 Drug Metab Dispos 41 2013 1389 1397
24. K. Sakaguchi, M. Green, N. Stock, T.S. Reger, J. Zunic, and C. King Glucuronidation of carboxylic acid containing compounds by UDP-glucuronosyltransferase isoforms Arch Biochem Biophys 424 2004 219 225
25. V. Uchaipichat, C. Suthisisang, and J.O. Miners The glucuronidation of R-and S-lorazepam: human liver microsomal kinetics, UDP-glucuronosyltransferase enzyme selectivity, and inhibition by drugs Drug Metab Dispos 41 2013 1273 1284
26. S.X. Duan, C. Guillemette, K. Journault, S. Krishnaswamy, L.L. von Moltke, and D.J. Greenblatt Stereoselective conjugation of oxazepam by human UDP-glucuronosyltransferases (UGTs): S-oxazepam is glucuronidated by UGT2B15, while R-oxazepam is glucuronidated by UGT2B7 and UGT1A9 Drug Metab Dispos 30 2002 1257 1265
27. Kyerematen GA, Owens GF, Chattopadhyay B, Vesell ES. Sexual dimorphism of nicotine metabolism and distribution in the rat. Studies in vivo and in vitro. Drug Metab Dispos 198;16:823-828.
28. M. Seaton, G.A. Kyerematen, M. Morgan, E.V. Jeszenka, and E.S. Vesell Nicotine metabolism in stumptailed macaques, Macaca arctoides Drug Metab Dispos 19 1991 946 954
29. D.R. Petersen, K.J. Norris, and J.A. Thompson A comparative study of the disposition of nicotine and its metabolites in three inbred strains of mice Drug Metab Dispos 12 1984 725 731
30. S.X. Duan, L.M. Hesse, K. Venkatakrishnan, and D.J. Greenblatt Cytochrome P-450 2B6 is responsible for interindividual variability of propofol hydroxylation by human liver microsomes Anesthesiology 94 2001 110 119
31. C. Altomare, G. Trapani, A. Latrofa, M. Serra, E. Sanna, G. Biggio, and et al. Highly water-soluble derivatives of the anesthetic agent propofol: in vitro and in vivo evaluation of cyclic amino acid esters Eur J Pharm Sci 20 2003 17 26
32. J.Y. Khokhar, and R.F. Tyndale Drug metabolism within the brain changes drug response: selective manipulation of brain CYP2B alters propofol effects Neuropsychopharmacology 36 2010 692 700
33. L.G. Sultatos Mammalian toxicology of organophosphorus pesticides J Toxicol Environ Health 43 1994 271 289
34. J.Y. Khokhar, and R.F. Tyndale Rat brain CYP2B-enzymatic activation of chlorpyrifos to the oxon mediates cholinergic neurotoxicity Toxicol Sci 126 2012 325 335
35. K. Zhou, J.Y. Khokhar, B. Zhao, and R.F. Tyndale First demonstration that brain CYP2D-mediated opiate metabolic activation alters analgesia in vivo Biochem Pharmacol 85 2013 1848 1855
36. T. Suominen, P. Uutela, R.A. Ketola, J. Bergquist, L. Hillered, M. Finel, and et al. Determination of serotonin and dopamine metabolites in human brain microdialysis and cerebrospinal fluid samples by UPLC-MS/MS: discovery of intact glucuronide and sulfate conjugates PloS One 8 2013 e68007
37. P. Uutela, R. Reinila, K. Harju, P. Piepponen, R.A. Ketola, and R. Kostiainen Analysis of intact glucuronides and sulfates of serotonin, dopamine, and their phase I metabolites in rat brain microdialysates by liquid chromatography- tandem mass spectrometry Anal Chem 81 2009 8417 8425
38. G.M. Tyce, J.M. Messick, T.L. Yaksh, D.E. Byer, D.R. Danielson, and D.K. Rorie Amine sulfate formation in the central nervous system Fed Proc 45 1986 2247 2253
39. S.E. Kallonen, A. Tammimäki, P. Piepponen, H. Raattamaa, R.A. Ketola, and R. Kostiainen Discovery of neurosteroid glucuronides in mouse brain Anal Chim Acta 651 2009 69 74
40. C.D. King, G.R. Rios, J.A. Assouline, and T.R. Tephly Expression of UDP-glucuronosyltransferases (UGTs) 2B7 and 1A6 in the human brain and identification of 5-hydroxytryptamine as a substrate Arch Biochem Biophys 365 1999 156 162
41. H. Yamada, K. Ishii, Y. Ishii, I. Ieiri, S. Nishio, T. Morioka, and et al. Formation of highly analgesic morphine-6-glucuronide following physiologic concentration of morphine in human brain J Toxicol Sci 28 2003 395 401
42. E. Nagano, H. Yamada, and K. Oguri Characteristic glucuronidation pattern of physiologic concentration of morphine in rat brain Life Sci 67 2000 2453 2464
43. A.R. Togna, L. Antonilli, M. Dovizio, A. Salemme, L. De Carolis, G.I. Togna, and et al. In vitro morphine metabolism by rat microglia Neuropharmacology 75 2013 391 398
44. N. Mano, T. Goto, M. Uchida, K. Nishimura, M. Ando, N. Kobayashi, and et al. Presenceof protein-bound unconjugated bile acids in the cytoplasmic fraction of rat brain J Lipid Res 45 2004 295 300
45. A. Nakamura, M. Nakajima, H. Yamanaka, R. Fujiwara, and T. Yokoi Expression of UGT1A and UGT2B mRNA in human normal tissues and various cell lines Drug Metab Dispos 36 2008 1461 1464
46. R. Fujiwara, S. Chen, M. Karin, and R.H. Tukey Reduced expression of UGT1A1 in intestines of humanized UGT1 mice via Inactivation of NF-κB leads to hyperbilirubinemia Gastroenterology 142 2012 109 118