메뉴 건너뛰기




Volumn 102, Issue 4, 2008, Pages 388-393

Influence of CYP2C19*18 and CYP2C19*19 alleles on omeprazole 5-hydroxylation: In vitro functional analysis of recombinant enzymes expressed in Saccharomyces cerevisiae

Author keywords

[No Author keywords available]

Indexed keywords

ARGININE; CYTOCHROME P450 2C19; GLYCINE; HISTIDINE; LANSOPRAZOLE; OMEPRAZOLE; RECOMBINANT ENZYME; SERINE; VALINE; CYP2C19 PROTEIN, HUMAN; MIXED FUNCTION OXIDASE; PROTON PUMP INHIBITOR; RECOMBINANT PROTEIN; UNCLASSIFIED DRUG; UNSPECIFIC MONOOXYGENASE;

EID: 40849102618     PISSN: 17427835     EISSN: 17427843     Source Type: Journal    
DOI: 10.1111/j.1742-7843.2008.00222.x     Document Type: Article
Times cited : (4)

References (37)
  • 1
    • 0028298849 scopus 로고
    • Omeprazole: An update of its pharmacology and therapeutic use in acid-related disorders
    • Wilde MI, McTavish D. Omeprazole: an update of its pharmacology and therapeutic use in acid-related disorders. Drugs 1994 48 : 91 132.
    • (1994) Drugs , vol.48 , pp. 91-132
    • Wilde, M.I.1    McTavish, D.2
  • 5
    • 0027366623 scopus 로고
    • Oxidative metabolism of omeprazole in human liver microsomes: Cosegregation with S-mephenytoin 4′-hydroxylation
    • Chiba K, Kobayashi K, Manabe K, Tani M, Kamataki T, Ishizaki T. Oxidative metabolism of omeprazole in human liver microsomes: cosegregation with S-mephenytoin 4′-hydroxylation. J Pharmacol Exp Ther 1993 266 : 52 9.
    • (1993) J Pharmacol Exp Ther , vol.266 , pp. 52-9
    • Chiba, K.1    Kobayashi, K.2    Manabe, K.3    Tani, M.4    Kamataki, T.5    Ishizaki, T.6
  • 6
    • 0028276695 scopus 로고
    • Identification of human liver cytochrome P450 isoforms mediating secondary omeprazole metabolism
    • Andersson T, Miners JO, Veronese ME, Birkett DJ. Identification of human liver cytochrome P450 isoforms mediating secondary omeprazole metabolism. Br J Clin Pharmacol 1994 37 : 597 604.
    • (1994) Br J Clin Pharmacol , vol.37 , pp. 597-604
    • Andersson, T.1    Miners, J.O.2    Veronese, M.E.3    Birkett, D.J.4
  • 8
    • 27144526218 scopus 로고    scopus 로고
    • Enantiomer/enantiomer interactions between the S- and R-isomers of omeprazole in human cytochrome P450 enzymes: Major role of CYP2C19 and CYP3A4
    • Li XQ, Weidolf L, Simonsson R, Andersson TB. Enantiomer/enantiomer interactions between the S- and R-isomers of omeprazole in human cytochrome P450 enzymes: major role of CYP2C19 and CYP3A4. J Pharmacol Exp Ther 2005 315 : 777 87.
    • (2005) J Pharmacol Exp Ther , vol.315 , pp. 777-87
    • Li, X.Q.1    Weidolf, L.2    Simonsson, R.3    Andersson, T.B.4
  • 9
    • 0028044085 scopus 로고
    • Identification of a new genetic defect responsible for the polymorphism of (S)-mephenytoin metabolism in Japanese
    • de Morais SM, Wilkinson GR, Blaisdell J, Meyer UA, Nakamura K, Goldstein JA. Identification of a new genetic defect responsible for the polymorphism of (S)-mephenytoin metabolism in Japanese. Mol Pharmacol 1994 46 : 594 8.
    • (1994) Mol Pharmacol , vol.46 , pp. 594-8
    • De Morais, S.M.1    Wilkinson, G.R.2    Blaisdell, J.3    Meyer, U.A.4    Nakamura, K.5    Goldstein, J.A.6
  • 11
    • 0034792584 scopus 로고    scopus 로고
    • Clinical relevance of genetic polymorphisms in the human CYP2C subfamily
    • Goldstein JA. Clinical relevance of genetic polymorphisms in the human CYP2C subfamily. Br J Clin Pharmacol 2001 52 : 349 55.
    • (2001) Br J Clin Pharmacol , vol.52 , pp. 349-55
    • Goldstein, J.A.1
  • 12
    • 0034955440 scopus 로고    scopus 로고
    • CYP2C19 genotype related effect of omeprazole on intragastric pH and antimicrobial stability
    • Kita T, Tanigawara Y, Aoyama N, Hohda T, Saijoh Y, Komada F et al. CYP2C19 genotype related effect of omeprazole on intragastric pH and antimicrobial stability. Pharm Res 2001 18 : 615 21.
    • (2001) Pharm Res , vol.18 , pp. 615-21
    • Kita, T.1    Tanigawara, Y.2    Aoyama, N.3    Hohda, T.4    Saijoh, Y.5    Komada, F.6
  • 13
    • 12644315063 scopus 로고    scopus 로고
    • Pharmacokinetics of omeprazole (a substrate of CYP2C19) and comparison with two mutant alleles, C gamma P2C19m1 in exon 5 and C gamma P2C19m2 in exon 4, in Japanese subjects
    • Ieiri I, Kubota T, Urae A, Kimura M, Wada Y, Mamiya K et al. Pharmacokinetics of omeprazole (a substrate of CYP2C19) and comparison with two mutant alleles, C gamma P2C19m1 in exon 5 and C gamma P2C19m2 in exon 4, in Japanese subjects. Clin Pharmacol Ther 1996 59 : 647 53.
    • (1996) Clin Pharmacol Ther , vol.59 , pp. 647-53
    • Ieiri, I.1    Kubota, T.2    Urae, A.3    Kimura, M.4    Wada, Y.5    Mamiya, K.6
  • 14
    • 0000140377 scopus 로고    scopus 로고
    • Effect of genetic differences in omeprazole metabolism on cure rates for Helicobacter pylori infection and peptic ulcer
    • Furuta T, Ohashi K, Kamata T, Takashima M, Kosuge K, Kawasaki T et al. Effect of genetic differences in omeprazole metabolism on cure rates for Helicobacter pylori infection and peptic ulcer. Ann Intern Med 1998 129 : 1027 230.
    • (1998) Ann Intern Med , vol.129 , pp. 1027-230
    • Furuta, T.1    Ohashi, K.2    Kamata, T.3    Takashima, M.4    Kosuge, K.5    Kawasaki, T.6
  • 15
    • 0032843591 scopus 로고    scopus 로고
    • Effects of clarithromycin on the metabolism of omeprazole in relation to CYP2C19 genotype status in humans
    • Furuta T, Ohashi K, Kobayashi K, Iida I, Yoshida H, Shirai N et al. Effects of clarithromycin on the metabolism of omeprazole in relation to CYP2C19 genotype status in humans. Clin Pharmacol Ther 1999 66 : 265 74.
    • (1999) Clin Pharmacol Ther , vol.66 , pp. 265-74
    • Furuta, T.1    Ohashi, K.2    Kobayashi, K.3    Iida, I.4    Yoshida, H.5    Shirai, N.6
  • 16
    • 0033828454 scopus 로고    scopus 로고
    • The CYP2C19 enzyme polymorphism
    • Wedlund PJ. The CYP2C19 enzyme polymorphism. Pharmacology 2000 61 : 174 83.
    • (2000) Pharmacology , vol.61 , pp. 174-83
    • Wedlund, P.J.1
  • 17
    • 15444340367 scopus 로고    scopus 로고
    • A new genetic defect in human CYP2C19: Mutation of the initiation codon is responsible for poor metabolism of S-mephenytoin
    • Ferguson RJ, De Morais SM, Benhamou S, Bouchardy C, Blaisdell J, Ibeanu G et al. A new genetic defect in human CYP2C19: mutation of the initiation codon is responsible for poor metabolism of S-mephenytoin. J Pharmacol Exp Ther 1998 284 : 356 61.
    • (1998) J Pharmacol Exp Ther , vol.284 , pp. 356-61
    • Ferguson, R.J.1    De Morais, S.M.2    Benhamou, S.3    Bouchardy, C.4    Blaisdell, J.5    Ibeanu, G.6
  • 18
    • 15644372745 scopus 로고    scopus 로고
    • An additional defective allele, CYP2C19*5, contributes to the S-mephenytoin poor metabolizer phenotype in Caucasians
    • Ibeanu GC, Blaisdell J, Ghanayem BI, Beyeler C, Benhamou S, Bouchardy C et al. An additional defective allele, CYP2C19*5, contributes to the S-mephenytoin poor metabolizer phenotype in Caucasians. Pharmacogenetics 1998 8 : 129 35.
    • (1998) Pharmacogenetics , vol.8 , pp. 129-35
    • Ibeanu, G.C.1    Blaisdell, J.2    Ghanayem, B.I.3    Beyeler, C.4    Benhamou, S.5    Bouchardy, C.6
  • 19
    • 0032159423 scopus 로고    scopus 로고
    • Identification of new human CYP2C19 alleles (CYP2C19*6 and CYP2C19*2B) in a Caucasian poor metabolizer of mephenytoin
    • Ibeanu GC, Goldstein JA, Meyer U, Benhamou S, Bouchardy C, Dayer P et al. Identification of new human CYP2C19 alleles (CYP2C19*6 and CYP2C19*2B) in a Caucasian poor metabolizer of mephenytoin. J Pharmacol Exp Ther 1998 286 : 1490 5.
    • (1998) J Pharmacol Exp Ther , vol.286 , pp. 1490-5
    • Ibeanu, G.C.1    Goldstein, J.A.2    Meyer, U.3    Benhamou, S.4    Bouchardy, C.5    Dayer, P.6
  • 20
    • 0032797302 scopus 로고    scopus 로고
    • A novel transversion in the intron 5 donor splice junction of CYP2C19 and a sequence polymorphism in exon 3 contribute to the poor metabolizer phenotype for the anticonvulsant S-mephenytoin
    • Ibeanu GC, Blaisdell J, Ferguson RJ, Ghanayem BI, Brosen K, Benhamou S et al. A novel transversion in the intron 5 donor splice junction of CYP2C19 and a sequence polymorphism in exon 3 contribute to the poor metabolizer phenotype for the anticonvulsant S-mephenytoin. J Pharmacol Exp Ther 1999 290 : 635 40.
    • (1999) J Pharmacol Exp Ther , vol.290 , pp. 635-40
    • Ibeanu, G.C.1    Blaisdell, J.2    Ferguson, R.J.3    Ghanayem, B.I.4    Brosen, K.5    Benhamou, S.6
  • 21
    • 12244261584 scopus 로고    scopus 로고
    • Identification and functional characterization of new potentially defective alleles of human CYP2C19
    • Blaisdell J, Mohrenweiser H, Jackson J, Ferguson S, Coulter S, Chanas B et al. Identification and functional characterization of new potentially defective alleles of human CYP2C19. Pharmacogenetics 2002 12 : 703 11.
    • (2002) Pharmacogenetics , vol.12 , pp. 703-11
    • Blaisdell, J.1    Mohrenweiser, H.2    Jackson, J.3    Ferguson, S.4    Coulter, S.5    Chanas, B.6
  • 22
    • 30344457586 scopus 로고    scopus 로고
    • A common novel CYP2C19 gene variant causes ultrarapid drug metabolism relevant for the drug response to proton pump inhibitors and antidepressants
    • Sim SC, Risinger C, Dahl ML, Aklillu E, Christensen M, Bertilsson L et al. A common novel CYP2C19 gene variant causes ultrarapid drug metabolism relevant for the drug response to proton pump inhibitors and antidepressants. Clin Pharmacol Ther 2006 79 : 103 13.
    • (2006) Clin Pharmacol Ther , vol.79 , pp. 103-13
    • Sim, S.C.1    Risinger, C.2    Dahl, M.L.3    Aklillu, E.4    Christensen, M.5    Bertilsson, L.6
  • 24
    • 34147150215 scopus 로고    scopus 로고
    • Functional characterization of two novel CYP2C19 variants (CYP2C19*18 and CYP2C19*19) found in a Japanese population
    • Hanioka N, Tsuneto Y, Saito Y, Sumada T, Maekawa K, Saito K et al. Functional characterization of two novel CYP2C19 variants (CYP2C19*18 and CYP2C19*19) found in a Japanese population. Xenobiotica 2007 37 : 342 55.
    • (2007) Xenobiotica , vol.37 , pp. 342-55
    • Hanioka, N.1    Tsuneto, Y.2    Saito, Y.3    Sumada, T.4    Maekawa, K.5    Saito, K.6
  • 25
    • 0026672248 scopus 로고
    • Organella-targeted expression of rat liver cytochrome P450c27 in yeast. Genetically engineered alteration of mitochondrial P450 into a microsomal form creates a novel functional electron transport chain
    • Sakaki T, Akiyoshi-Shibata M, Yabusaki Y, Ohkawa H. Organella-targeted expression of rat liver cytochrome P450c27 in yeast. Genetically engineered alteration of mitochondrial P450 into a microsomal form creates a novel functional electron transport chain. J Biol Chem 1992 267 : 16497 502.
    • (1992) J Biol Chem , vol.267 , pp. 16497-502
    • Sakaki, T.1    Akiyoshi-Shibata, M.2    Yabusaki, Y.3    Ohkawa, H.4
  • 26
    • 0026778048 scopus 로고
    • Foreign gene expression in yeast: A review
    • Romanos MA, Scorer CA, Clare JJ. Foreign gene expression in yeast: a review. Yeast 1992 8 : 423 88.
    • (1992) Yeast , vol.8 , pp. 423-88
    • Romanos, M.A.1    Scorer, C.A.2    Clare, J.J.3
  • 27
    • 0031574143 scopus 로고    scopus 로고
    • Expression of four rat CYP2D isoforms in Saccharomyces cerevisiae and their catalytic specificity
    • Wan J, Imaoka S, Chow T, Hiroi T, Yabusaki Y, Funae Y. Expression of four rat CYP2D isoforms in Saccharomyces cerevisiae and their catalytic specificity. Arch Biochem Biophys 1997 348 : 383 90.
    • (1997) Arch Biochem Biophys , vol.348 , pp. 383-90
    • Wan, J.1    Imaoka, S.2    Chow, T.3    Hiroi, T.4    Yabusaki, Y.5    Funae, Y.6
  • 28
    • 0036775368 scopus 로고    scopus 로고
    • Complementary DNA cloning and characterization of cytochrome P450 2D29 from Japanese monkey liver
    • Hichiya H, Takemi C, Tsuzuki D, Yamamoto S, Asaoka K, Suzuki S et al. Complementary DNA cloning and characterization of cytochrome P450 2D29 from Japanese monkey liver. Biochem Pharmacol 2002 64 : 1101 10.
    • (2002) Biochem Pharmacol , vol.64 , pp. 1101-10
    • Hichiya, H.1    Takemi, C.2    Tsuzuki, D.3    Yamamoto, S.4    Asaoka, K.5    Suzuki, S.6
  • 30
    • 78651165715 scopus 로고
    • The carbon monoxide-binding pigment of liver microsomes. I. Evidence for its hemoprotein nature
    • Omura T, Sato R. The carbon monoxide-binding pigment of liver microsomes. I. Evidence for its hemoprotein nature. J Biol Chem 1964 239 : 2370 8.
    • (1964) J Biol Chem , vol.239 , pp. 2370-8
    • Omura, T.1    Sato, R.2
  • 31
    • 0014949207 scopus 로고
    • Cleavage of structural proteins during the assembly of the head of bacteriophage T4
    • Laemmli UK. Cleavage of structural proteins during the assembly of the head of bacteriophage T4. Nature 1970 227 : 680 5.
    • (1970) Nature , vol.227 , pp. 680-5
    • Laemmli, U.K.1
  • 32
    • 0009482260 scopus 로고
    • Electrophoretic transfer of proteins from polyacrylamide gels to nitrocellulose sheets: Procedure and some applications
    • Towbin H, Staehelin T, Gordon J. Electrophoretic transfer of proteins from polyacrylamide gels to nitrocellulose sheets: procedure and some applications. Proc Natl Acad Sci USA 1979 76 : 4350 4.
    • (1979) Proc Natl Acad Sci USA , vol.76 , pp. 4350-4
    • Towbin, H.1    Staehelin, T.2    Gordon, J.3
  • 33
    • 0030864218 scopus 로고    scopus 로고
    • Different contributions of cytochrome P450 2C19 and 3A4 in the oxidation of omeprazole by human liver microsomes: Effects of contents of these two forms in individual human samples
    • Yamazaki H, Inoue K, Shaw PM, Checovich WJ, Guengerich FP, Shimada T. Different contributions of cytochrome P450 2C19 and 3A4 in the oxidation of omeprazole by human liver microsomes: effects of contents of these two forms in individual human samples. J Pharmacol Exp Ther 1997 283 : 434 42.
    • (1997) J Pharmacol Exp Ther , vol.283 , pp. 434-42
    • Yamazaki, H.1    Inoue, K.2    Shaw, P.M.3    Checovich, W.J.4    Guengerich, F.P.5    Shimada, T.6
  • 34
    • 31544448043 scopus 로고    scopus 로고
    • Sensitive quantification of omeprazole and its metabolites in human plasma by liquid chromatography-mass spectrometry
    • Hofmann U, Schwab M, Treiber G, Klotz U. Sensitive quantification of omeprazole and its metabolites in human plasma by liquid chromatography-mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci 2006 83 : 85 90.
    • (2006) J Chromatogr B Analyt Technol Biomed Life Sci , vol.83 , pp. 85-90
    • Hofmann, U.1    Schwab, M.2    Treiber, G.3    Klotz, U.4
  • 35
    • 33644777564 scopus 로고    scopus 로고
    • Sensitive determination of omeprazole and its two main metabolites in human plasma by column-switching high-performance liquid chromatography: Application to pharmacokinetic study in relation to CYP2C19 genotypes
    • Shimizu M, Uno T, Niioka T, Yaui-Furukori N, Takahata T, Sugawara K et al. Sensitive determination of omeprazole and its two main metabolites in human plasma by column-switching high-performance liquid chromatography: application to pharmacokinetic study in relation to CYP2C19 genotypes. J Chromatogr B Analyt Technol Biomed Life Sci 2006 832 : 241 8.
    • (2006) J Chromatogr B Analyt Technol Biomed Life Sci , vol.832 , pp. 241-8
    • Shimizu, M.1    Uno, T.2    Niioka, T.3    Yaui-Furukori, N.4    Takahata, T.5    Sugawara, K.6
  • 37
    • 0030834058 scopus 로고    scopus 로고
    • Human cytochrome P450 enzymes: A status report summarizing their reactions, substrates, inducers, and inhibitors
    • Rendic S, Di Carlo FJ. Human cytochrome P450 enzymes: a status report summarizing their reactions, substrates, inducers, and inhibitors. Drug Metab Rev 1997 29 : 413 580.
    • (1997) Drug Metab Rev , vol.29 , pp. 413-580
    • Rendic, S.1    Di Carlo, F.J.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.