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화학적 , 대사적 산화반응중 생성되는 S - oxide 를 이용한 O - ethyl S - methyl ethylphosphonothioate (1) 의 독성 기작에 관한 연구
허장현,한대성 ( J . H . Hur,T . R . Fukuto,D . S . Han ) 한국환경농학회 1991 한국환경농학회지 Vol.10 No.2
O-ethyl S-methyl ethylphosphonothioate [LD_(50) (rat, oral) 4.6㎎/㎏ : K_i(bovine erythrocyte acetylcholinesterase) 303 M^(-1min-1)] was selected as a model compound to study the mode of action of O, S-dialkyl alkylphosphonothioates which have been hypothesized to be toxic via a bioactivation process. Two chemical oxidants, meta-chloroperoxybenzoic acid and monoperoxyphthalic acid, and rat liver microsomal oxidases were used to mimic the action of mixed function oxidases on the model compound. The formation of S-oxide, a very unstable active intermediate, was proposed based on the identification of metabolic products. Furthermore, a trapping experiment with ethanol showed that the unstable intermediate S-oxide had the ability to phosphorylate acetylcholinesterase which is an important enzyme in nerve systems. The S-oxide intermediates are presumed to be responsible for the toxicity of O,S-dialkyl alkylphosphonothioates.