메뉴 건너뛰기




Volumn 49, Issue 42, 2010, Pages 9113-9119

Design of high-activity mutants of human butyrylcholinesterase against (-)-cocaine: Structural and energetic factors affecting the catalytic efficiency

Author keywords

[No Author keywords available]

Indexed keywords

CARBONYLATION; ENZYMES; ESTERIFICATION; ESTERS; HYDROGEN; HYDROGEN BONDS; MOLECULAR OXYGEN; POSITIVE IONS;

EID: 77958086564     PISSN: 00062960     EISSN: 15204995     Source Type: Journal    
DOI: 10.1021/bi1011628     Document Type: Article
Times cited : (40)

References (41)
  • 1
    • 0029862735 scopus 로고    scopus 로고
    • Management of cocaine abuse and dependence
    • Mendelson, J. H. and Mello, N. K. (1996) Management of cocaine abuse and dependence New Engl. J. Med. 334, 965-972
    • (1996) New Engl. J. Med. , vol.334 , pp. 965-972
    • Mendelson, J.H.1    Mello, N.K.2
  • 2
    • 0001384546 scopus 로고    scopus 로고
    • Chemistry, design, and structure-activity relationship of cocaine antagonists
    • Singh, S. (2000) Chemistry, design, and structure-activity relationship of cocaine antagonists Chem. Rev. 100, 925-1024
    • (2000) Chem. Rev. , vol.100 , pp. 925-1024
    • Singh, S.1
  • 3
    • 0346731232 scopus 로고    scopus 로고
    • Three-dimensional quantitative structure-activity relationship modeling of cocaine binding by a novel human monoclonal antibody
    • Paula, S., Tabet, M. R., Farr, C. D., Norman, A. B., and Ball, W. J., Jr. (2004) Three-dimensional quantitative structure-activity relationship modeling of cocaine binding by a novel human monoclonal antibody J. Med. Chem. 47, 133-142
    • (2004) J. Med. Chem. , vol.47 , pp. 133-142
    • Paula, S.1    Tabet, M.R.2    Farr, C.D.3    Norman, A.B.4    Ball Jr., W.J.5
  • 4
    • 0030735986 scopus 로고    scopus 로고
    • Enhancing cocaine metabolism with butyrylcholinesterase as a treatment strategy
    • Gorelick, D. A. (1997) Enhancing cocaine metabolism with butyrylcholinesterase as a treatment strategy Drug Alcohol Depend. 48, 159-165
    • (1997) Drug Alcohol Depend. , vol.48 , pp. 159-165
    • Gorelick, D.A.1
  • 5
    • 10344225664 scopus 로고    scopus 로고
    • Addiction as a computational process gone awry
    • Redish, A. D. (2004) Addiction as a computational process gone awry Science 306, 1944-1947
    • (2004) Science , vol.306 , pp. 1944-1947
    • Redish, A.D.1
  • 6
    • 14744279617 scopus 로고    scopus 로고
    • Fluorescent cocaine probes: A tool for the selection and engineering of therapeutic antibodies
    • Meijler, M. M., Kaufmann, G. F., Qi, L. W., Mee, J. M., Coyle, A. R., and Moss, J. A. (2005) Fluorescent cocaine probes: a tool for the selection and engineering of therapeutic antibodies J. Am. Chem. Soc. 127, 2477-2484
    • (2005) J. Am. Chem. Soc. , vol.127 , pp. 2477-2484
    • Meijler, M.M.1    Kaufmann, G.F.2    Qi, L.W.3    Mee, J.M.4    Coyle, A.R.5    Moss, J.A.6
  • 11
    • 11244266133 scopus 로고    scopus 로고
    • Gene transfer of cocaine hydrolase suppresses cardiovascular responses to cocaine in rats
    • Gao, Y., Atanasova, E., Sui, N., Pancook, J. D., Watkins, J. D., and Brimijoin, S. (2005) Gene transfer of cocaine hydrolase suppresses cardiovascular responses to cocaine in rats Mol. Pharmacol. 67, 204-211
    • (2005) Mol. Pharmacol. , vol.67 , pp. 204-211
    • Gao, Y.1    Atanasova, E.2    Sui, N.3    Pancook, J.D.4    Watkins, J.D.5    Brimijoin, S.6
  • 12
    • 70149097779 scopus 로고    scopus 로고
    • Novel pharmacological approaches to treatment of drug overdose and addiction
    • Zhan, C.-G. (2009) Novel pharmacological approaches to treatment of drug overdose and addiction Expert Rev. Clin. Pharmacol. 2, 1-4
    • (2009) Expert Rev. Clin. Pharmacol. , vol.2 , pp. 1-4
    • Zhan, C.-G.1
  • 13
    • 77953470383 scopus 로고    scopus 로고
    • Recent progress in protein drug design and discovery with a focus on novel approaches to the development of anti-cocaine medications
    • Zheng, F. and Zhan, C.-G. (2009) Recent progress in protein drug design and discovery with a focus on novel approaches to the development of anti-cocaine medications Future Med. Chem. 1, 515-528
    • (2009) Future Med. Chem. , vol.1 , pp. 515-528
    • Zheng, F.1    Zhan, C.-G.2
  • 15
    • 70350459860 scopus 로고    scopus 로고
    • Cocaine esterase prevents cocaine-induced toxicity and the ongoing intravenous self-administration of cocaine in rats
    • Collins, G. T., Brim, R. L., Narasimhan, D., Ko, M.-C., Sunahara, R. K., Zhan, C.-G., and Woods, J. H. (2009) Cocaine esterase prevents cocaine-induced toxicity and the ongoing intravenous self-administration of cocaine in rats J. Pharmacol. Exp. Ther. 331, 445-455
    • (2009) J. Pharmacol. Exp. Ther. , vol.331 , pp. 445-455
    • Collins, G.T.1    Brim, R.L.2    Narasimhan, D.3    Ko, M.-C.4    Sunahara, R.K.5    Zhan, C.-G.6    Woods, J.H.7
  • 17
    • 0036077314 scopus 로고    scopus 로고
    • Re-engineering butyrylcholinesterase as a cocaine hydrolase
    • Sun, H., Pang, Y. P., Lockridge, O., and Brimijoin, S. (2002) Re-engineering butyrylcholinesterase as a cocaine hydrolase Mol. Pharmacol. 62, 220-224
    • (2002) Mol. Pharmacol. , vol.62 , pp. 220-224
    • Sun, H.1    Pang, Y.P.2    Lockridge, O.3    Brimijoin, S.4
  • 18
    • 15944420158 scopus 로고    scopus 로고
    • Molecular dynamics simulation of cocaine binding with human butyrylcholinesterase and its mutants
    • Hamza, A., Cho, H., Tai, H.-H., and Zhan, C.-G. (2005) Molecular dynamics simulation of cocaine binding with human butyrylcholinesterase and its mutants J. Phys. Chem. B 109, 4776-4782
    • (2005) J. Phys. Chem. B , vol.109 , pp. 4776-4782
    • Hamza, A.1    Cho, H.2    Tai, H.-H.3    Zhan, C.-G.4
  • 19
    • 0026034719 scopus 로고
    • Activities of the enantiomers of cocaine and some related compounds as substrates and inhibitors of plasma butyrylcholinesterase
    • Gateley, S. J. (1991) Activities of the enantiomers of cocaine and some related compounds as substrates and inhibitors of plasma butyrylcholinesterase Biochem. Pharmacol. 41, 1249-1254
    • (1991) Biochem. Pharmacol. , vol.41 , pp. 1249-1254
    • Gateley, S.J.1
  • 22
    • 30344445104 scopus 로고    scopus 로고
    • Modeling evolution of hydrogen bonding and stabilization of transition states in the process of cocaine hydrolysis catalyzed by human butyrylcholinesterase
    • Gao, D. and Zhan, C.-G. (2006) Modeling evolution of hydrogen bonding and stabilization of transition states in the process of cocaine hydrolysis catalyzed by human butyrylcholinesterase Proteins 62, 99-110
    • (2006) Proteins , vol.62 , pp. 99-110
    • Gao, D.1    Zhan, C.-G.2
  • 23
    • 29444441881 scopus 로고    scopus 로고
    • Modeling effects of oxyanion hole on the ester hydrolysis catalyzed by human cholinesterases
    • Gao, D. and Zhan, C.-G. (2005) Modeling effects of oxyanion hole on the ester hydrolysis catalyzed by human cholinesterases J. Phys. Chem. B 109, 23070-23076
    • (2005) J. Phys. Chem. B , vol.109 , pp. 23070-23076
    • Gao, D.1    Zhan, C.-G.2
  • 24
    • 31044435861 scopus 로고    scopus 로고
    • Computational design of a human butyrylcholinesterase mutant for accelerating cocaine hydrolysis based on the transition-state simulation
    • Gao, D., Cho, H., Yang, W., Pan, Y., Yang, G.-F., Tai, H.-H., and Zhan, C.-G. (2006) Computational design of a human butyrylcholinesterase mutant for accelerating cocaine hydrolysis based on the transition-state simulation Angew. Chem., Int. Ed. 45, 653-657
    • (2006) Angew. Chem., Int. Ed. , vol.45 , pp. 653-657
    • Gao, D.1    Cho, H.2    Yang, W.3    Pan, Y.4    Yang, G.-F.5    Tai, H.-H.6    Zhan, C.-G.7
  • 25
    • 0242669341 scopus 로고    scopus 로고
    • Fundamental reaction mechanism for cocaine hydrolysis in human butyrylcholinesterase
    • Zhan, C.-G., Zheng, F., and Landry, D. W. (2003) Fundamental reaction mechanism for cocaine hydrolysis in human butyrylcholinesterase J. Am. Chem. Soc. 125, 2462-2474
    • (2003) J. Am. Chem. Soc. , vol.125 , pp. 2462-2474
    • Zhan, C.-G.1    Zheng, F.2    Landry, D.W.3
  • 26
    • 28444433108 scopus 로고    scopus 로고
    • Catalytic mechanism and energy barriers for butyrylcholinesterase- catalyzed hydrolysis of cocaine
    • Zhan, C.-G. and Gao, D. (2005) Catalytic mechanism and energy barriers for butyrylcholinesterase-catalyzed hydrolysis of cocaine Biophys. J. 89, 3863-3872
    • (2005) Biophys. J. , vol.89 , pp. 3863-3872
    • Zhan, C.-G.1    Gao, D.2
  • 28
    • 35948998959 scopus 로고    scopus 로고
    • Free energy perturbation (FEP) simulation on the transition states of cocaine hydrolysis catalyzed by human butyrylcholinesterase and its mutants
    • Pan, Y., Gao, D., Yang, W., Cho, H., and Zhan, C.-G. (2007) Free energy perturbation (FEP) simulation on the transition states of cocaine hydrolysis catalyzed by human butyrylcholinesterase and its mutants J. Am. Chem. Soc. 129, 13537-13543
    • (2007) J. Am. Chem. Soc. , vol.129 , pp. 13537-13543
    • Pan, Y.1    Gao, D.2    Yang, W.3    Cho, H.4    Zhan, C.-G.5
  • 30
    • 65549130638 scopus 로고    scopus 로고
    • Free energy perturbation (FEP) simulation on transition states and design of high-activity mutants of human butyrylcholinesterase for accelerating cocaine metabolism
    • Yang, W., Pan, Y., Zheng, F., Cho, H., Tai, H.-H., and Zhan, C.-G. (2009) Free energy perturbation (FEP) simulation on transition states and design of high-activity mutants of human butyrylcholinesterase for accelerating cocaine metabolism Biophys. J. 96, 1931-1938
    • (2009) Biophys. J. , vol.96 , pp. 1931-1938
    • Yang, W.1    Pan, Y.2    Zheng, F.3    Cho, H.4    Tai, H.-H.5    Zhan, C.-G.6
  • 31
    • 77955517250 scopus 로고    scopus 로고
    • Characterization of a high-activity mutant of human butyrylcholinesterase against (-)-cocaine
    • Yang, W., Xue, L., Fang, L., and Zhan, C.-G. (2010) Characterization of a high-activity mutant of human butyrylcholinesterase against (-)-cocaine. Chem.-Biol. Interact. 187, 148 - 152.
    • (2010) Chem.-Biol. Interact. , vol.187 , pp. 148-152
    • Yang, W.1    Xue, L.2    Fang, L.3    Zhan, C.-G.4
  • 32
    • 48749118846 scopus 로고    scopus 로고
    • A cocaine hydrolase engineered from human butyrylcholinesterase selectively blocks cocaine toxicity and reinstatement of drug seeking in rats
    • Brimijoin, S., Gao, Y., and Anker, J. J. (2008) A cocaine hydrolase engineered from human butyrylcholinesterase selectively blocks cocaine toxicity and reinstatement of drug seeking in rats Neuropsychopharmacology 33, 2715-2725
    • (2008) Neuropsychopharmacology , vol.33 , pp. 2715-2725
    • Brimijoin, S.1    Gao, Y.2    Anker, J.J.3
  • 33
    • 77954566230 scopus 로고    scopus 로고
    • The concept of pharmacologic cocaine interception as a treatment for drug abuse
    • Gao, Y., Orson, F. M., Kinsey, B., Kosten, T., and Brimijoin, S. (2010) The concept of pharmacologic cocaine interception as a treatment for drug abuse. Chem.-Biol. Interact. 187, 421 - 424.
    • (2010) Chem.-Biol. Interact. , vol.187 , pp. 421-424
    • Gao, Y.1    Orson, F.M.2    Kinsey, B.3    Kosten, T.4    Brimijoin, S.5
  • 39
    • 0029684150 scopus 로고    scopus 로고
    • Site-directed mutagenesis using double-stranded plasmid DNA templates
    • Braman, J., Papworth, C., and Greener, A. (1996) Site-directed mutagenesis using double-stranded plasmid DNA templates Methods Mol. Biol. 57, 31-44
    • (1996) Methods Mol. Biol. , vol.57 , pp. 31-44
    • Braman, J.1    Papworth, C.2    Greener, A.3
  • 40
    • 0032774638 scopus 로고    scopus 로고
    • Interaction between the peripheral site residues of human butyrylcholinesterase, D70 and Y332, in binding and hydrolysis of substrates
    • Masson, P., Xie, W., Froment, M.-T., Levitsky, V., Fortier, P.-L., Albaret, C., and Lockridge, O. (1999) Interaction between the peripheral site residues of human butyrylcholinesterase, D70 and Y332, in binding and hydrolysis of substrates Biochim. Biophys. Acta 1433, 281-293
    • (1999) Biochim. Biophys. Acta , vol.1433 , pp. 281-293
    • Masson, P.1    Xie, W.2    Froment, M.-T.3    Levitsky, V.4    Fortier, P.-L.5    Albaret, C.6    Lockridge, O.7
  • 41
    • 0036073873 scopus 로고    scopus 로고
    • Cocaine metabolism accelerated by a re-engineered human butyrylcholinesterase
    • Sun, H., Shen, M. L., Pang, Y. P., Lockridge, O., and Brimijoin, S. (2002) Cocaine metabolism accelerated by a re-engineered human butyrylcholinesterase J. Pharmacol. Exp. Ther. 302, 710-716
    • (2002) J. Pharmacol. Exp. Ther. , vol.302 , pp. 710-716
    • Sun, H.1    Shen, M.L.2    Pang, Y.P.3    Lockridge, O.4    Brimijoin, S.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.