메뉴 건너뛰기




Volumn 54, Issue 11, 1997, Pages 1261-1266

Stereoselective inhibition of human butyrylcholinesterase by phosphonothiolate analogs of (+)- and (-)-cocaine

Author keywords

(+) and ( ) phosphonothiolate inhibitors; Cocaine detoxication; Human butyrylcholinesterase mechanism; Stereoselective enzyme inhibition; Transition state mechanism based inhibitors

Indexed keywords

CHOLINESTERASE; COCAINE; ECGONINE METHYL ESTER;

EID: 0030668820     PISSN: 00062952     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0006-2952(97)00403-6     Document Type: Article
Times cited : (15)

References (22)
  • 1
    • 0024439526 scopus 로고
    • The pharmacology of cocaine related to its abuse
    • Johanson CE and Fischman MW, The pharmacology of cocaine related to its abuse. Pharmacol Rev 41: 3-52, 1989.
    • (1989) Pharmacol Rev , vol.41 , pp. 3-52
    • Johanson, C.E.1    Fischman, M.W.2
  • 2
    • 0029438412 scopus 로고
    • Identifying high-risk youth: Prevalence and patterns of adolescent drug abuse
    • (Eds. Rahdert E and Czechowicz D) National Institute on Drug Abuse, Rockville, MD
    • Newcomb MD, Identifying high-risk youth: Prevalence and patterns of adolescent drug abuse. In: Adolescent Drug Abuse: Clinical Assessment and Therapeutic Interventions (Eds. Rahdert E and Czechowicz D), pp. 7-38. National Institute on Drug Abuse, Rockville, MD, 1995.
    • (1995) Adolescent Drug Abuse: Clinical Assessment and Therapeutic Interventions , pp. 7-38
    • Newcomb, M.D.1
  • 3
    • 0023265754 scopus 로고
    • Cocaine receptors on dopamine transporters are related to self-administration of cocaine
    • Ritz MC, Lamb RJ, Goldberg SR and Kuhar MJ, Cocaine receptors on dopamine transporters are related to self-administration of cocaine. Science 237: 1219-1223, 1987.
    • (1987) Science , vol.237 , pp. 1219-1223
    • Ritz, M.C.1    Lamb, R.J.2    Goldberg, S.R.3    Kuhar, M.J.4
  • 4
    • 0023763088 scopus 로고
    • Cellular and molecular mechanisms of drug dependence
    • Koob GF and Bloom FE, Cellular and molecular mechanisms of drug dependence. Science 242: 715-723, 1988.
    • (1988) Science , vol.242 , pp. 715-723
    • Koob, G.F.1    Bloom, F.E.2
  • 6
    • 0020611165 scopus 로고
    • Stereoselective effects of cocaine and a phenyltropane analog
    • Spealman RD, Kelleher RT and Goldberg SR, Stereoselective effects of cocaine and a phenyltropane analog. J Pharmacol Exp Ther 225: 509-514, 1983.
    • (1983) J Pharmacol Exp Ther , vol.225 , pp. 509-514
    • Spealman, R.D.1    Kelleher, R.T.2    Goldberg, S.R.3
  • 7
    • 0018394181 scopus 로고
    • Cocaine metabolism: Cocaine and norcocaine hydrolysis by liver and serum esterases
    • Stewart DJ, Inaba T, Lucassen M and Kalow W, Cocaine metabolism: Cocaine and norcocaine hydrolysis by liver and serum esterases. Clin Pharmacol Ther 25: 464-468, 1979.
    • (1979) Clin Pharmacol Ther , vol.25 , pp. 464-468
    • Stewart, D.J.1    Inaba, T.2    Lucassen, M.3    Kalow, W.4
  • 8
    • 0025019509 scopus 로고
    • Rapid stereoselective hydrolysis of (+)-cocaine in baboon plasma prevents its uptake in the brain: Implications for behavioral studies
    • Gatley SJ, MacGregor RR, Fowler JS, Wolf AP, Dewey SL and Schlyer DJ, Rapid stereoselective hydrolysis of (+)-cocaine in baboon plasma prevents its uptake in the brain: Implications for behavioral studies. J Neurochem 54: 720-723, 1990.
    • (1990) J Neurochem , vol.54 , pp. 720-723
    • Gatley, S.J.1    MacGregor, R.R.2    Fowler, J.S.3    Wolf, A.P.4    Dewey, S.L.5    Schlyer, D.J.6
  • 9
    • 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, 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.
    • (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
  • 10
    • 0025052684 scopus 로고
    • Effect of cocaine and cocaine metabolites on cerebral arteries in vitro
    • Madden JA and Powers RH, Effect of cocaine and cocaine metabolites on cerebral arteries in vitro. Life Sci 47: 1109-1114, 1990.
    • (1990) Life Sci , vol.47 , pp. 1109-1114
    • Madden, J.A.1    Powers, R.H.2
  • 11
    • 0026034719 scopus 로고
    • Activities of the enantiomers of cocaine and some related compounds as substrates
    • Gatley JS, Activities of the enantiomers of cocaine and some related compounds as substrates. Biochem Pharmacol 41: 1249-1254, 1991.
    • (1991) Biochem Pharmacol , vol.41 , pp. 1249-1254
    • Gatley, J.S.1
  • 12
    • 0027377453 scopus 로고
    • Synthesis, absolute configuration and analysis of malathion, malaoxon and isomalathion enantiomers
    • Berkman CE, Perrin S and Thompson CM, Synthesis, absolute configuration and analysis of malathion, malaoxon and isomalathion enantiomers. Chem Res Toxicol 6: 718-723, 1993.
    • (1993) Chem Res Toxicol , vol.6 , pp. 718-723
    • Berkman, C.E.1    Perrin, S.2    Thompson, C.M.3
  • 14
    • 0025294717 scopus 로고
    • Genetic variants of human serum cholinesterase influence metabolism of the muscle relaxant succinylcholine
    • Lockridge O, Genetic variants of human serum cholinesterase influence metabolism of the muscle relaxant succinylcholine. Pharmacol Ther 47: 35-60, 1990.
    • (1990) Pharmacol Ther , vol.47 , pp. 35-60
    • Lockridge, O.1
  • 16
    • 0027422010 scopus 로고
    • Interaction of acetylcholinesterase with the enantiomers of malaoxon and isomalathion
    • Berkman CE, Quinn DA and Thompson CM, Interaction of acetylcholinesterase with the enantiomers of malaoxon and isomalathion. Chem Res Toxicol 6: 724-730, 1993.
    • (1993) Chem Res Toxicol , vol.6 , pp. 724-730
    • Berkman, C.E.1    Quinn, D.A.2    Thompson, C.M.3
  • 18
    • 0023489795 scopus 로고
    • Location of disulfide bonds within the sequence of human cholinesterase
    • Lockridge O, Adkins S and La Du BN, Location of disulfide bonds within the sequence of human cholinesterase. J Biol Chem 262: 12945-12952, 1987.
    • (1987) J Biol Chem , vol.262 , pp. 12945-12952
    • Lockridge, O.1    Adkins, S.2    La Du, B.N.3
  • 19
    • 84981871427 scopus 로고
    • Stereospecificity in the reactions of cholinesterase and the cholinergic receptor
    • Becket AH, Stereospecificity in the reactions of cholinesterase and the cholinergic receptor. Ann NY Acad Sci 144: 675-686, 1967.
    • (1967) Ann NY Acad Sci , vol.144 , pp. 675-686
    • Becket, A.H.1
  • 20
    • 0342474154 scopus 로고
    • Studies on the specificity of cholinesterase
    • Click DJ, Studies on the specificity of cholinesterase. J Biol Chem 125: 729-739, 1938.
    • (1938) J Biol Chem , vol.125 , pp. 729-739
    • Click, D.J.1
  • 21
    • 0031043533 scopus 로고    scopus 로고
    • Role of aspartate 70 and tryptophan 82 in binding of succinyldithiocholine to human butyrylcholinesterase
    • Masson P, Legrand P, Bartels CF, Froment M-T, Schopfer LM and Lockridge O, Role of aspartate 70 and tryptophan 82 in binding of succinyldithiocholine to human butyrylcholinesterase. Biochemistry 36: 2266-2277, 1997.
    • (1997) Biochemistry , vol.36 , pp. 2266-2277
    • Masson, P.1    Legrand, P.2    Bartels, C.F.3    Froment, M.-T.4    Schopfer, L.M.5    Lockridge, O.6
  • 22
    • 0027517144 scopus 로고
    • Three distinct domains in the cholinesterase molecule confer selectivity for acetyl-and butyrylcholinesterase inhibitors
    • Radic Z, Pickering NA, Vellom DC, Camp S and Taylor P, Three distinct domains in the cholinesterase molecule confer selectivity for acetyl-and butyrylcholinesterase inhibitors. Biochemistry 32: 12074-12084, 1993.
    • (1993) Biochemistry , vol.32 , pp. 12074-12084
    • Radic, Z.1    Pickering, N.A.2    Vellom, D.C.3    Camp, S.4    Taylor, P.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.