Oxidative biodegradation of phosphorothiolates by fungal laccase

被引:100
作者
Amitai, G
Adani, R
Sod-Moriah, G
Rabinovitz, I
Vincze, A
Leader, H
Chefetz, B
Leibovitz-Persky, L
Friesem, D
Hadar, Y
机构
[1] Israel Inst Biol Res, Dept Pharmacol, IL-74100 Ness Ziona, Israel
[2] Hebrew Univ Jerusalem, Fac Agr, IL-76100 Rehovot, Israel
关键词
enzymatic oxidation; laccase; 2,2 '-azinobis(3-ethylbenzthiazoline-6-sulfonate); phosphorothiolate; O-ethyl S-[N; N-diisopropylaminoethyl]methylphosphonothiolate; O-isobutyl S-[N; N-diethylaminoethyl]methylphosphonothiolate; diisopropyl-amiton; Pleurotus ostreatus;
D O I
10.1016/S0014-5793(98)01300-3
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Organophosphorus (OP) insecticides and nerve agents that contain P-S bond are relatively more resistant to enzymatic hydrolysis. Purified phenol oxidase (laccase) from the white rot fungus Pleurotus ostreatus (Po) together with the mediator 2,2'-azinobis(3-ethylbenzthiazoline-6-sulfonate) (ABTS) displayed complete and rapid oxidative degradation of the nerve agents VX and Russian VX (RVX) and the insecticide analog diisopropyl-Amiton with specific activity: k(sp) = 2200, 667 and 1833 nmol min(-1) mg(-1), respectively (pH 7.4, 37 degrees C). A molar ratio of 1:20 for OP/ABTS and 0.05 M phosphate at pH 7.4 provided the highest degradation rate of VX and RVX, The thermostable laccase purified from the fungus Chaetomium thermophilium (Ct) in the presence of ARTS caused a 52-fold slower degradation of VX with k(sp) = 42 nmol min(-1) mg(-1). The enzymatic biodegradation products were identified by P-31-NMR and GC/MS analysis. (C) 1998 Federation of European Biochemical Societies.
引用
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页码:195 / 200
页数:6
相关论文
共 21 条
[1]   SYNTHESIS AND PROPERTIES OF 2-S-[2'-(N,N-DIALKYLAMINO)ETHYL]THIO-1,3,2-DIOXAPHOSPHORINANE 2-OXIDE AND OF CORRESPONDING QUATERNARY DERIVATIVES AS POTENTIAL NONTOXIC ANTI-GLAUCOMA AGENTS [J].
AMITAI, G ;
ASHANI, Y ;
GRUNFELD, Y ;
KALIR, A ;
COHEN, S .
JOURNAL OF MEDICINAL CHEMISTRY, 1976, 19 (06) :810-813
[2]  
BAMPUS JA, 1993, APPL BIOCHEM BIOTECH, V39, P715
[3]   Reactivities of various mediators and laccases with kraft pulp and lignin model compounds [J].
Bourbonnais, R ;
Paice, MG ;
Freiermuth, B ;
Bodie, E ;
Borneman, S .
APPLIED AND ENVIRONMENTAL MICROBIOLOGY, 1997, 63 (12) :4627-4632
[4]   History, overview and applications of mediated lignolytic systems, especially laccase-mediator-systems (Lignozym(R)-process) [J].
Call, HP ;
Mucke, I .
JOURNAL OF BIOTECHNOLOGY, 1997, 53 (2-3) :163-202
[5]  
CHEFEZ B, 1998, IN PRESS APPL ENV MI
[6]  
Chen CC, 1996, GLIA, V17, P63
[7]   A cloned bacterial enzyme for nerve agent decontamination [J].
Cheng, TC ;
Calomiris, JJ .
ENZYME AND MICROBIAL TECHNOLOGY, 1996, 18 (08) :597-601
[8]   Cloning and expression of a gene encoding a bacterial enzyme for decontamination of organophosphorus nerve agents and nucleotide sequence of the enzyme [J].
Cheng, TC ;
Harvey, SP ;
Chen, GL .
APPLIED AND ENVIRONMENTAL MICROBIOLOGY, 1996, 62 (05) :1636-1641
[9]   INACTIVATION OF ORGANOPHOSPHORUS NERVE AGENTS BY THE PHOSPHOTRIESTERASE FROM PSEUDOMONAS-DIMINUTA [J].
DUMAS, DP ;
DURST, HD ;
LANDIS, WG ;
RAUSHEL, FM ;
WILD, JR .
ARCHIVES OF BIOCHEMISTRY AND BIOPHYSICS, 1990, 277 (01) :155-159
[10]   A NEW AND RAPID COLORIMETRIC DETERMINATION OF ACETYLCHOLINESTERASE ACTIVITY [J].
ELLMAN, GL ;
COURTNEY, KD ;
ANDRES, V ;
FEATHERSTONE, RM .
BIOCHEMICAL PHARMACOLOGY, 1961, 7 (02) :88-&