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Volumn 310, Issue 2, 2004, Pages 469-476

Methylphenidate is stereoselectively hydrolyzed by human carboxylesterase CES1A1

Author keywords

[No Author keywords available]

Indexed keywords

CARBOXYLESTERASE 1A1; CARBOXYLESTERASE 2; CARBOXYLESTERASE 3; ISOENZYME; METHYLPHENIDATE; UNCLASSIFIED DRUG;

EID: 3342939961     PISSN: 00223565     EISSN: None     Source Type: Journal    
DOI: 10.1124/jpet.104.067116     Document Type: Article
Times cited : (174)

References (40)
  • 1
    • 0242600811 scopus 로고    scopus 로고
    • Structural basis of heroin and cocaine metabolism by a promiscuous human drug-processing enzyme
    • Bencharit S, Morton CL, Xue Y, Potter PM, and Redinbo MR (2003) Structural basis of heroin and cocaine metabolism by a promiscuous human drug-processing enzyme. Nat Struct Biol 10:349-356.
    • (2003) Nat Struct Biol , vol.10 , pp. 349-356
    • Bencharit, S.1    Morton, C.L.2    Xue, Y.3    Potter, P.M.4    Redinbo, M.R.5
  • 3
    • 0027948970 scopus 로고
    • Purification and characterization of a human liver cocaine carboxylesterase that catalyzes the production of benzoylecgonine and the formation of cocaethylene from alcohol and cocaine
    • Brzezinski MR, Abraham TL, Stone CL, Dean RA, and Bosron WF (1994) Purification and characterization of a human liver cocaine carboxylesterase that catalyzes the production of benzoylecgonine and the formation of cocaethylene from alcohol and cocaine. Biochem Pharmacol 48:1747-1755.
    • (1994) Biochem Pharmacol , vol.48 , pp. 1747-1755
    • Brzezinski, M.R.1    Abraham, T.L.2    Stone, C.L.3    Dean, R.A.4    Bosron, W.F.5
  • 4
    • 0033948078 scopus 로고    scopus 로고
    • Methylphenidate: Its pharmacology and uses
    • Challman TD and Lipsky JJ (2000) Methylphenidate: its pharmacology and uses. Mayo Clin Proc 75:711-721.
    • (2000) Mayo Clin Proc , vol.75 , pp. 711-721
    • Challman, T.D.1    Lipsky, J.J.2
  • 6
    • 0034090569 scopus 로고    scopus 로고
    • Analysis of methylphenidate and its metabolite ritalinic acid in monkey plasma by liquid chromatography/electrospray ionization mass spectrometry
    • Doerge DR, Fogle CM, Paule MG, McCullagh M, and Bajic S (2000) Analysis of methylphenidate and its metabolite ritalinic acid in monkey plasma by liquid chromatography/electrospray ionization mass spectrometry, Rapid Commun Mass Spectrom 14:619-623.
    • (2000) Rapid Commun Mass Spectrom , vol.14 , pp. 619-623
    • Doerge, D.R.1    Fogle, C.M.2    Paule, M.G.3    McCullagh, M.4    Bajic, S.5
  • 9
    • 0031869474 scopus 로고    scopus 로고
    • Psychopharmacology of ADHD: Children and adolescents
    • Findling RL and Dogin JW (1998) Psychopharmacology of ADHD: children and adolescents. J Clin Psychiatry 59:42-49.
    • (1998) J Clin Psychiatry , vol.59 , pp. 42-49
    • Findling, R.L.1    Dogin, J.W.2
  • 10
    • 0029875120 scopus 로고    scopus 로고
    • Affinities of methylphenidate derivatives for dopamine, norepinephrine and serotonin transporters
    • Gatley SJ, Pan D, Chen R, Chaturvedi G and Ding YS (1996) Affinities of methylphenidate derivatives for dopamine, norepinephrine and serotonin transporters. Life Sci 58:231-239.
    • (1996) Life Sci , vol.58 , pp. 231-239
    • Gatley, S.J.1    Pan, D.2    Chen, R.3    Chaturvedi, G.4    Ding, Y.S.5
  • 12
    • 0024854898 scopus 로고
    • Enantioselective aspects of the disposition of dl-threo-methylphenidate after the administration of a sustained-release formulation to children with attention deficit-hyperactivity disorder
    • Hubbard JW, Srinivas NR, Quinn D, and Midha KK (1989) Enantioselective aspects of the disposition of dl-threo-methylphenidate after the administration of a sustained-release formulation to children with attention deficit-hyperactivity disorder. J Pharmacol Sci 78:944-947.
    • (1989) J Pharmacol Sci , vol.78 , pp. 944-947
    • Hubbard, J.W.1    Srinivas, N.R.2    Quinn, D.3    Midha, K.K.4
  • 14
    • 0034162687 scopus 로고    scopus 로고
    • Characterization of CPT-11 hydrolysis by human liver carboxylesterase isoforms hCE-1 and hCE-2
    • Humerickhouse R, Lohrbach K, Li L, and Bosron WF (2000) Characterization of CPT-11 hydrolysis by human liver carboxylesterase isoforms hCE-1 and hCE-2. Cancer Res 60:1189-1192.
    • (2000) Cancer Res , vol.60 , pp. 1189-1192
    • Humerickhouse, R.1    Lohrbach, K.2    Li, L.3    Bosron, W.F.4
  • 15
    • 0027427772 scopus 로고
    • Glycosylation-Dependent activity of baculovirus-expressed human liver carboxylesterase: cDNA cloning and characterization of two highly similar enzyme forms
    • Kroetz DL, McBride OW, and Gonzalez FJ (1993) Glycosylation-Dependent activity of baculovirus-expressed human liver carboxylesterase: cDNA cloning and characterization of two highly similar enzyme forms. Biochemistry 32:11606-11617.
    • (1993) Biochemistry , vol.32 , pp. 11606-11617
    • Kroetz, D.L.1    McBride, O.W.2    Gonzalez, F.J.3
  • 16
    • 0022454086 scopus 로고
    • Development of enantioselective gas chromatographic quantitation assay for dl-threo-methylphenidate in biological fluids
    • Lim HK, Hubbard JW, and Midha KK (1986) Development of enantioselective gas chromatographic quantitation assay for dl-threo-methylphenidate in biological fluids. J Chromatogr Biomed Appl 378:109-123.
    • (1986) J Chromatogr Biomed Appl , vol.378 , pp. 109-123
    • Lim, H.K.1    Hubbard, J.W.2    Midha, K.K.3
  • 17
    • 0141865635 scopus 로고    scopus 로고
    • Advances in the pharmacotherapy of attention-deficit-hyperactivity disorder: Focus on methylphenidate formulations
    • Markowitz JS, Straughn AB, and Patrick KS (2003) Advances in the pharmacotherapy of attention-deficit-hyperactivity disorder: focus on methylphenidate formulations. Pharmacotherapy 23:1281-1299.
    • (2003) Pharmacotherapy , vol.23 , pp. 1281-1299
    • Markowitz, J.S.1    Straughn, A.B.2    Patrick, K.S.3
  • 18
    • 0014786627 scopus 로고
    • Conformational similarities between molecular models of phenethylamine and of potent inhibitors of the uptake of tritiated norepinephrine by adrenergic nerves in rabbit aorta
    • Maxwell RA, Chaplin E, Batmanglidj Eckhardt S, Soares JR, and Hite G (1970) Conformational similarities between molecular models of phenethylamine and of potent inhibitors of the uptake of tritiated norepinephrine by adrenergic nerves in rabbit aorta. J Pharmacol Exp Ther 173:158-165.
    • (1970) J Pharmacol Exp Ther , vol.173 , pp. 158-165
    • Maxwell, R.A.1    Chaplin, E.2    Batmanglidj Eckhardt, S.3    Soares, J.R.4    Hite, G.5
  • 19
    • 0033668829 scopus 로고    scopus 로고
    • Dose-proportional and stereospecific pharmacokinetics of methylphenidate delivered using an osmotic, controlled-released oral delivery system
    • Modi NB, Wang B, Noveck RJ, and Gupta SK (2000) Dose-proportional and stereospecific pharmacokinetics of methylphenidate delivered using an osmotic, controlled-released oral delivery system. J Clin Pharmacol 40:1141-1149.
    • (2000) J Clin Pharmacol , vol.40 , pp. 1141-1149
    • Modi, N.B.1    Wang, B.2    Noveck, R.J.3    Gupta, S.K.4
  • 20
    • 0034468634 scopus 로고    scopus 로고
    • Comparison of Escherichia coli, Saccharomyces cerevisiae, Pichia pastoris, Spodoptera frugiperda and COS7 cells for recombinant gene expression
    • Morton CL and Potter PM (2000) Comparison of Escherichia coli, Saccharomyces cerevisiae, Pichia pastoris, Spodoptera frugiperda and COS7 cells for recombinant gene expression. Mol Biotechnol 16:193-202.
    • (2000) Mol Biotechnol , vol.16 , pp. 193-202
    • Morton, C.L.1    Potter, P.M.2
  • 21
    • 0025990496 scopus 로고
    • A serine esterase released by human alveolar macrophages is closely related to liver microsomal carboxylesterases
    • Munger JS, Shi GP, Mark EA, Chin DT, Gerard C, and Chapman HA (1991) A serine esterase released by human alveolar macrophages is closely related to liver microsomal carboxylesterases. J Biol Chem 266:18832-18838.
    • (1991) J Biol Chem , vol.266 , pp. 18832-18838
    • Munger, J.S.1    Shi, G.P.2    Mark, E.A.3    Chin, D.T.4    Gerard, C.5    Chapman, H.A.6
  • 23
    • 0030965160 scopus 로고    scopus 로고
    • Purification and cloning of a broad substrate specificity human liver carboxylesterase that catalyzes the hydrolysis of cocaine and heroin
    • Pindel EV, Kedishvili NY, Abraham TL, Brzezinski MR, Zhang J, Dean RA, and Bosron WF (1997) Purification and cloning of a broad substrate specificity human liver carboxylesterase that catalyzes the hydrolysis of cocaine and heroin. J Biol Chem 272:14769-14775.
    • (1997) J Biol Chem , vol.272 , pp. 14769-14775
    • Pindel, E.V.1    Kedishvili, N.Y.2    Abraham, T.L.3    Brzezinski, M.R.4    Zhang, J.5    Dean, R.A.6    Bosron, W.F.7
  • 25
    • 2042544103 scopus 로고    scopus 로고
    • Hydrolysis of irinotecan and its oxidative metabolites, 7-ethyl-10-[4-N-(5-aminopentanoic acid)-1-piperidinol carbonyloxycamptothecin and 7-ethyl-10-[4-1-piperdino)-l-amino]-carbonyloxycamptothecin, by human carboxylesterases CES1A1, CES2, and a newly expressed carboxylesterase isoenzyme, CES3
    • Sanghani SP, Quinney SK, Fredenburg TB, Davis WI, Murry DJ, and Bosron WF (2004) Hydrolysis of irinotecan and its oxidative metabolites, 7-ethyl-10-[4-N-(5-aminopentanoic acid)-1-piperidinol carbonyloxycamptothecin and 7-ethyl-10-[4-1-piperdino)-l-amino]-carbonyloxycamptothecin, by human carboxylesterases CES1A1, CES2, and a newly expressed carboxylesterase isoenzyme, CES3. Drug Metab Dispos 32:505-511.
    • (2004) Drug Metab Dispos , vol.32 , pp. 505-511
    • Sanghani, S.P.1    Quinney, S.K.2    Fredenburg, T.B.3    Davis, W.I.4    Murry, D.J.5    Bosron, W.F.6
  • 26
    • 0031800635 scopus 로고    scopus 로고
    • The mammalian carboxylesterases: From molecules to functions
    • Satoh T and Hosokawa M (1998) The mammalian carboxylesterases: from molecules to functions. Annu Rev Pharmacol Toxicol 38:257-288.
    • (1998) Annu Rev Pharmacol Toxicol , vol.38 , pp. 257-288
    • Satoh, T.1    Hosokawa, M.2
  • 29
    • 0027265572 scopus 로고
    • Molecular cloning and characterization of a human carboxylesterase gene
    • Shibata F, Takagi Y, Kitajima M, Kuroda T, and Omura T (1993) Molecular cloning and characterization of a human carboxylesterase gene. Genomics 17:76-82.
    • (1993) Genomics , vol.17 , pp. 76-82
    • Shibata, F.1    Takagi, Y.2    Kitajima, M.3    Kuroda, T.4    Omura, T.5
  • 30
    • 0027052404 scopus 로고
    • Stereoselective urinary pharmacokinetics ofdl-threo-methylphenidate and its major metabolite in humans
    • Srinivas NR, Hubbard JW, Korchinski ED, and Midha KK (1992a) Stereoselective urinary pharmacokinetics ofdl-threo-methylphenidate and its major metabolite in humans. J Pharm Sci 81:747-749.
    • (1992) J Pharm Sci , vol.81 , pp. 747-749
    • Srinivas, N.R.1    Hubbard, J.W.2    Korchinski, E.D.3    Midha, K.K.4
  • 31
  • 32
    • 0026486295 scopus 로고
    • Enantio-selective pharmacokinetics and pharmacodynamics of dl-threo-methylphenidate in children with attention deficit hyperactivity disorder
    • Srinivas NR, Hubbard JW, Quinn D, and Midha KK (1992b) Enantio-selective pharmacokinetics and pharmacodynamics of dl-threo-methylphenidate in children with attention deficit hyperactivity disorder. Clin Pharmacol Ther 52:561-568.
    • (1992) Clin Pharmacol Ther , vol.52 , pp. 561-568
    • Srinivas, N.R.1    Hubbard, J.W.2    Quinn, D.3    Midha, K.K.4
  • 33
    • 0025122937 scopus 로고
    • Enantioselective gas chromatographic assay with electron-capture detection for dl-ritalinic acid in plasma
    • Srinivas NR, Hubbard JW, and Midha KK (1990) Enantioselective gas chromatographic assay with electron-capture detection for dl-ritalinic acid in plasma. J Chromatogr 530:327-336.
    • (1990) J Chromatogr , vol.530 , pp. 327-336
    • Srinivas, N.R.1    Hubbard, J.W.2    Midha, K.K.3
  • 34
    • 0023188631 scopus 로고
    • Stereoselective disposition of methylphenidate in children with attention-deficit disorder
    • Srinivas NR, Quinn D, Hubbard JW, and Midha KK (1987) Stereoselective disposition of methylphenidate in children with attention-deficit disorder. J Pharmacol Exp Ther 241:300-306.
    • (1987) J Pharmacol Exp Ther , vol.241 , pp. 300-306
    • Srinivas, N.R.1    Quinn, D.2    Hubbard, J.W.3    Midha, K.K.4
  • 37
    • 0031845017 scopus 로고    scopus 로고
    • Pharmacotherapy of attention-deficit/hyperactivity disorder in adults
    • Wender PH (1998) Pharmacotherapy of attention-deficit/hyperactivity disorder in adults. J Clin Psychiatry 59:76-79.
    • (1998) J Clin Psychiatry , vol.59 , pp. 76-79
    • Wender, P.H.1
  • 39
    • 0033042706 scopus 로고    scopus 로고
    • Binding and hydrolysis of Meperidine by human liver carboxylesterase hCE-1
    • Zhang J, Burnell JC, Dumaual N, and Bosron WF (1999) Binding and hydrolysis of Meperidine by human liver carboxylesterase hCE-1. J Pharmacol Exp Ther 290:314-318.
    • (1999) J Pharmacol Exp Ther , vol.290 , pp. 314-318
    • Zhang, J.1    Burnell, J.C.2    Dumaual, N.3    Bosron, W.F.4
  • 40
    • 0344945686 scopus 로고    scopus 로고
    • Enantioselective analysis of ritalinic acids in biological samples by using a protein-based chiral stationary phase
    • Zhang J, Deng Y, Fang J, and McKay G (2003) Enantioselective analysis of ritalinic acids in biological samples by using a protein-based chiral stationary phase. Pharm Res (NY) 20:1881-1884.
    • (2003) Pharm Res (NY) , vol.20 , pp. 1881-1884
    • Zhang, J.1    Deng, Y.2    Fang, J.3    McKay, G.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.