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Volumn 22, Issue 6, 2010, Pages 612-617

Enantioselective interaction with acetylcholinesterase of an organophosphate insecticide fenamiphos

Author keywords

Enantioselectivity; Fenamiphos; Molecular docking; Toxicity

Indexed keywords

ACETYLCHOLINESTERASE; FENAMIPHOS;

EID: 77951590248     PISSN: 08990042     EISSN: 1520636X     Source Type: Journal    
DOI: 10.1002/chir.20800     Document Type: Article
Times cited : (35)

References (31)
  • 1
    • 64549131136 scopus 로고    scopus 로고
    • Enantiomer separation of triazole fungicides by high-performance liquid chromatography
    • Zhou Y, Li L, Lin KD, Zhu XP, Liu WP. Enantiomer separation of triazole fungicides by high-performance liquid chromatography. Chirality 2008;21:421-427.
    • (2008) Chirality , vol.21 , pp. 421-427
    • Zhou, Y.1    Li, L.2    Lin, K.D.3    Zhu, X.P.4    Liu, W.P.5
  • 3
    • 30344460003 scopus 로고    scopus 로고
    • Probing the enantioselectivity of chiral pesticides
    • Garrison AW. Probing the enantioselectivity of chiral pesticides. Environ Sci Technol 2006;40:16-23.
    • (2006) Environ Sci Technol , vol.40 , pp. 16-23
    • Garrison, A.W.1
  • 5
    • 33646353437 scopus 로고    scopus 로고
    • Bioaccumulation biotransformation, and metabolite formation of fipronil and chiral legacy pesticides in rainbow trout
    • Konwick BJ, Garrison AW, Black MC, Avants JK, Fisk AT. Bioaccumulation biotransformation, and metabolite formation of fipronil and chiral legacy pesticides in rainbow trout. Environ Sci Technol 2006;40:2930-2936.
    • (2006) Environ Sci Technol , vol.40 , pp. 2930-2936
    • Konwick, B.J.1    Garrison, A.W.2    Black, M.C.3    Avants, J.K.4    Fisk, A.T.5
  • 6
    • 38049027759 scopus 로고    scopus 로고
    • Separation and aquatic toxicity of enantiomers of the pyrethroid insecticide lamda-cyhalothrin
    • Xu C, Wang JJ, Liu WP, Sheng GD, Tu YJ, Ma Y. Separation and aquatic toxicity of enantiomers of the pyrethroid insecticide lamda-cyhalothrin. Environ Toxicol Chem 2008;27:174-181.
    • (2008) Environ Toxicol Chem , vol.27 , pp. 174-181
    • Xu, C.1    Wang, J.J.2    Liu, W.P.3    Sheng, G.D.4    Tu, Y.J.5    Ma, Y.6
  • 8
    • 33748774914 scopus 로고    scopus 로고
    • Separation and aquatic toxicity of enantiomers of the organophosphorus insecticide trichloronate
    • Liu WP, Lin KD, Gan JY. Separation and aquatic toxicity of enantiomers of the organophosphorus insecticide trichloronate. Chirality 2006;18:713-716.
    • (2006) Chirality , vol.18 , pp. 713-716
    • Liu, W.P.1    Lin, K.D.2    Gan, J.Y.3
  • 9
    • 33644969528 scopus 로고    scopus 로고
    • Organophosporus pesticide residuces in market foods in Shanxi area
    • Bai YH, Zhou L, Wang J. Organophosporus pesticide residuces in market foods in Shanxi area. China Food Chem 2006;98:240-242.
    • (2006) China Food Chem , vol.98 , pp. 240-242
    • Bai, Y.H.1    Zhou, L.2    Wang, J.3
  • 10
    • 0036876761 scopus 로고    scopus 로고
    • Determination of organophosphorus pesticide residues in Cilento (Campania, Italy) virgin olive oil by capillary gas chromatography
    • DOI 10.1016/S0308-8146(02)00143-7, PII S0308814602001437
    • Rastrelli L, Totaro K, De Simone F. Determination of organophosphorus pesticide residues in Cilento (Campania, Italy) virgin olive oil by capillary gas chromatography. Food Chem 2002;79:303-305. (Pubitemid 36163362)
    • (2002) Food Chemistry , vol.79 , Issue.3 , pp. 303-305
    • Rastrelli, L.1    Totaro, K.2    De Simone, F.3
  • 11
    • 1642264823 scopus 로고    scopus 로고
    • Separation, bioactivity, and dissipation of enantiomers of the organophosphorus insecticide fenamiphos
    • Wang YS, Tai KT, Yen JH. Separation, bioactivity, and dissipation of enantiomers of the organophosphorus insecticide fenamiphos. Ecotoxicol Environ Saf 2004;57:346-353.
    • (2004) Ecotoxicol Environ Saf , vol.57 , pp. 346-353
    • Wang, Y.S.1    Tai, K.T.2    Yen, J.H.3
  • 12
    • 34047259985 scopus 로고    scopus 로고
    • Stereoisomeric separation and toxicity of a new organophosphorus insecticide chloramidophos
    • DOI 10.1021/tx600281n
    • Zhou SS, Lin KD, Yang HY, Li L, Liu WP, Jian L. Stereoisomeric separation and toxicity of a new organophosphorus insecticide chloramidophos. Chem Res Toxicol 2007;20:400-405. (Pubitemid 46548686)
    • (2007) Chemical Research in Toxicology , vol.20 , Issue.3 , pp. 400-405
    • Zhou, S.1    Lin, K.2    Yang, H.3    Li, L.4    Liu, W.5    Li, J.6
  • 13
    • 33751205627 scopus 로고    scopus 로고
    • Enantiomeric resolution and biotoxicity of methamidophos
    • Lin KD, Zhou SS, Xu C, Liu WP. Enantiomeric resolution and biotoxicity of methamidophos. J Agric Food Chem 2006;54:8134-8138.
    • (2006) J Agric Food Chem , vol.54 , pp. 8134-8138
    • Lin, K.D.1    Zhou, S.S.2    Xu, C.3    Liu, W.P.4
  • 14
    • 0030071188 scopus 로고    scopus 로고
    • The N-dechloroethylation of ifosfamide: Using stereochemistry to obtain an accurate picture of a clinically relevant metabolic pathway
    • DOI 10.1007/s002800050393
    • Wainer IW, Ducharme J, Granvil CP. The N-dechloroethylation of ifosfamide: using stereochemistry to obtain an accrurate picture of a clinically relevant metabolic pathway. Cancer Chemother Parmacol 1996;37:332-336. (Pubitemid 26029712)
    • (1996) Cancer Chemotherapy and Pharmacology , vol.37 , Issue.4 , pp. 332-336
    • Wainer, I.W.1    Ducharme, J.2    Granvil, C.P.3
  • 15
    • 0025778840 scopus 로고
    • Atomic structure of acetylcholinesterase from Torpedo californica: A prototypic acetylcholine-binding protein
    • Sussman JL, Harel M, Frolow F, Oefner C, Goldman A, Toker L, Silman I. Atomic structure of acetylcholinesterase from Torpedo California: a prototypic acetylcholine-binding protein. Science 1991; 253:872-879. (Pubitemid 21917225)
    • (1991) Science , vol.253 , Issue.5022 , pp. 872-879
    • Sussman, J.L.1    Harel, M.2    Frolow, F.3    Oefner, C.4    Goldman, A.5    Toker, L.6    Silman, I.7
  • 17
    • 0028845803 scopus 로고
    • Allosteric modulation of acetylcholinesterase activity by peripheral ligands involves a conformational transition of the anionic subsite
    • Barak D, Ordentlich A, Bromberg A, Kronman C, Marcus D, Lazar A, Ariel A, Velan B, Shafferman A. Allosteric modulation of acetylcholinesterase activity by peripheral ligands involves a conformational transition of the anionic subsite. Biochemistry 1995;34: 15444-15452.
    • (1995) Biochemistry , vol.34 , pp. 15444-15452
    • Barak, D.1    Ordentlich, A.2    Bromberg, A.3    Kronman, C.4    Marcus, D.5    Lazar, A.6    Ariel, A.7    Velan, B.8    Shafferman, A.9
  • 18
    • 0029847276 scopus 로고    scopus 로고
    • Probing the active site of acetylcholinesterase by molecular dynamics of its phosphonate ester adducts
    • Akos B, Istvan YE, Ildiko MK. Probing the active site of acetylcholinesterase by molecular dynamics of its phosphonate ester adducts. J Am Chem Soc 1996;118:8531-8541.
    • (1996) J Am Chem Soc , vol.118 , pp. 8531-8541
    • Akos, B.1    Istvan, Y.E.2    Ildiko, M.K.3
  • 19
    • 33746765583 scopus 로고    scopus 로고
    • Crystal structures of acetylcholinesterase in complex with HI-6, Ortho-7 and obidoxime: Structural basis for differences in the ability to reactivate tabun conjugates
    • Fredrik E, Yuan PP, Malin B, Elisabet A, Christine A, Susanne B. Crystal structures of acetylcholinesterase in complex with HI-6, Ortho-7 and obidoxime: structural basis for differences in the ability to reactivate tabun conjugates. Biochem Pharmacol 2006;72:597-607.
    • (2006) Biochem Pharmacol , vol.72 , pp. 597-607
    • Fredrik, E.1    Yuan, P.P.2    Malin, B.3    Elisabet, A.4    Christine, A.5    Susanne, B.6
  • 20
    • 0037420359 scopus 로고    scopus 로고
    • Experimental determination of the absolute enantioselectivity of an antibody-catalyzed Diels-Alder reaction and theoretical explorations of the origins of stereoselectivity
    • Canizzarro CE, Shley JA, Janda KD, Houk KN. Experimental determination of the absolute enantioselectivity of an antibody-catalyzed Diels-Alder reaction and theoretical explorations of the origins of stereoselectivity. J Am Chem Soc 2003;125:2489-2506.
    • (2003) J Am Chem Soc , vol.125 , pp. 2489-2506
    • Canizzarro, C.E.1    Shley, J.A.2    Janda, K.D.3    Houk, K.N.4
  • 21
    • 0345704610 scopus 로고
    • Establishment of a noradrenergic clonal line of rat adrenal pheochromocytoma cells which respond to nerve growth factor
    • Greene LA, Tischler AS. Establishment of a noradrenergic clonal line of rat adrenal pheochromocytoma cells which respond to nerve growth factor. Proc Natl Acad Sci USA 1976;73:2424-2428.
    • (1976) Proc Natl Acad Sci USA , vol.73 , pp. 2424-2428
    • Greene, L.A.1    Tischler, A.S.2
  • 22
    • 0001419099 scopus 로고
    • PC12 pheochromocyroma cultures in neurobiological research
    • Greene LA, Tischler AS. PC12 pheochromocyroma cultures in neurobiological research. Advan Cell Neuro 1982;3:374-414.
    • (1982) Advan Cell Neuro , vol.3 , pp. 374-414
    • Greene, L.A.1    Tischler, A.S.2
  • 23
    • 0031552362 scopus 로고    scopus 로고
    • Development and validation of a genetic algorithm for flexible docking
    • DOI 10.1006/jmbi.1996.0897
    • Jones GP, Willett RC, Glen AR, Leach RT. Development and validation of a genetic algorithm for flexible docking. J Mol Biol 1997; 267:727-748. (Pubitemid 27170693)
    • (1997) Journal of Molecular Biology , vol.267 , Issue.3 , pp. 727-748
    • Jones, G.1    Willett, P.2    Glen, R.C.3    Leach, A.R.4    Taylor, R.5
  • 24
    • 0028331505 scopus 로고
    • Resolution by high-performance liquid chromatography using polysaccharide carbamates and benzoates as chiral stationary phases
    • DOI 10.1016/0021-9673(94)80400-1
    • Okamoto Y, Kaida Y. Resolution by high-performance liquid chromatography using polysaccharide carbamates and benzoates as chiral stationary phases. J Chromatogr 1994;666:403-419. (Pubitemid 24138230)
    • (1994) Journal of Chromatography a , vol.666 , Issue.1-2 , pp. 403-419
    • Okamoto, Y.1    Kaida, Y.2
  • 25
    • 0035847277 scopus 로고    scopus 로고
    • Polysaccharide-based chiral stationary phases for high-performance liquid chromatographic enantioseparation
    • DOI 10.1016/S0021-9673(00)00501-X, PII S002196730000501X
    • Yashima E. Polysaccharide-based chiral stationary phases for high-performance liquid chromatographic enantioseparation. J Chromatogr A 2001;906:105-125. (Pubitemid 32056199)
    • (2001) Journal of Chromatography a , vol.906 , Issue.1-2 , pp. 105-125
    • Yashima, E.1
  • 26
    • 0035108933 scopus 로고    scopus 로고
    • Recent advances in chiral detection for high performance liquid chromatography
    • DOI 10.1016/S0165-9936(00)00083-2, PII S0165993600000832
    • Bobbitt DR, Linder SW. Recent advances in chiral detection for high performance liquid chromatography. TrAC-Trend Anal Chem 2001;20:111-123. (Pubitemid 32166914)
    • (2001) TrAC - Trends in Analytical Chemistry , vol.20 , Issue.3 , pp. 111-123
    • Bobbitt, D.R.1    Linder, S.W.2
  • 27
    • 77951584875 scopus 로고    scopus 로고
    • Methods of organic chemistry(Houben-Weyl)
    • Helmchen RW, Hoffmann RW, Mulzer J, Schaumann E, editors. Thieme, Stuttgart: Workbench
    • Gawronski J. Methods of organic chemistry (Houben-Weyl). In: Helmchen RW, Hoffmann RW, Mulzer J, Schaumann E, editors. Determination of absolute and relative configuration by chiroptical methods, Vol. 1. Thieme, Stuttgart: Workbench; 1996. p E21-533.
    • (1996) Determination of Absolute and Relative Configuration by Chiroptical Methods , vol.1
    • Gawronski, J.1
  • 28
    • 0003546552 scopus 로고
    • Circular dichroism, principles and applications
    • Nakanishi K, Berova N, Woody RW, editors. New York: Weiheim: VCH Publishers
    • Lightner DA. Circular dichroism, principles and applications. In: Nakanishi K, Berova N, Woody RW, editors. The octant rule. New York: Weiheim: VCH Publishers; 1994. p 259-299.
    • (1994) The Octant Rule , pp. 259-299
    • Lightner, D.A.1
  • 29
    • 0035860480 scopus 로고    scopus 로고
    • High-performance liquid chromatographic separation of the enantiomers of organophosphorus pesticides on polysaccharide chiral stationary phases
    • DOI 10.1016/S0021-9673(01)01138-4, PII S0021967301011384
    • Ellington JJ, Evans JJ, Prickett KB, Champion WL Jr . High-performance liquid chromatographic separation of the enantiomers of organophosphorus pesticides on polysaccharide chiral stationary phases. J Agric Food Chem 2001;928:145-154. (Pubitemid 32822782)
    • (2001) Journal of Chromatography a , vol.928 , Issue.2 , pp. 145-154
    • Jackson Ellington, J.1    Evans, J.J.2    Prickett, K.B.3    Champion Jr., W.L.4
  • 30
    • 14844311297 scopus 로고    scopus 로고
    • Antitumor and neurotoxic effects of novel harmine derivatives and structure-activity relationship analysis
    • DOI 10.1002/ijc.20703
    • Chen Q, Chao RH, Chen HS, Hou XR, Yan HF, Zhou SF, Peng WL, Xu AL. Antitumor and neurotoxic effects of novel harmine derivatives and structure-activity relationship analysis. Int J Cancer 2005;114:675-682. (Pubitemid 40344428)
    • (2005) International Journal of Cancer , vol.114 , Issue.5 , pp. 675-682
    • Chen, Q.1    Chao, R.2    Chen, H.3    Hou, X.4    Yan, H.5    Zhou, S.6    Peng, W.7    Xu, A.8


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.