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异丙酯氧化脱酯反应的一个例子。其在除草剂丙酯氟草胺代谢中的作用。

An example of the oxidative de-esterification of an isopropyl ester. Its role in the metabolism of the herbicide flampropisopropyl.

作者信息

Bedford C T, Crayford J V, Hutson D H, Wiggins D E

出版信息

Xenobiotica. 1978 Jun;8(6):383-95. doi: 10.3109/00498257809070022.

DOI:10.3109/00498257809070022
PMID:676346
Abstract
  1. Two mammalian metabolites of the herbicidal ester, flamprop-isopropyl (BARNON), have been characterized as products of omega-hydroxylation of the isopropoxycarbonyl grouping (-CO2 CHMe 2). 2. Hydroxylation at the methine group of this moiety, to afford an unstable lactol (-CO2C(OH)Me2) and thence the corresponding carboxylic acid also appears to occur. On the basis of experiments with rat liver microsomes, this pathway to the acid may be as important as the esterase-catalysed route. 3. Biomimetic oxidation studies with peroxytrifluoroacetic acid of a simple model of the herbicide (isopropyl acetate) have provided confirmation of the feasibility of the novel biotransformation.
摘要
  1. 除草酯丙酯(BARNON)的两种哺乳动物代谢产物已被鉴定为异丙氧基羰基基团(-CO2CHMe2)ω-羟基化的产物。2. 该部分次甲基的羟基化生成不稳定的内酯(-CO2C(OH)Me2),进而生成相应的羧酸似乎也会发生。基于大鼠肝微粒体实验,这条生成酸的途径可能与酯酶催化途径同样重要。3. 用过氧三氟乙酸对除草剂的一个简单模型(乙酸异丙酯)进行的仿生氧化研究证实了这种新型生物转化的可行性。

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