环状氯代苯乙酮的细菌降解。
Bacterial degradation of ring-chlorinated acetophenones.
机构信息
Department of Soil and Environmental Science, University of California, Riverside, California 92521.
出版信息
Appl Environ Microbiol. 1990 Dec;56(12):3678-85. doi: 10.1128/aem.56.12.3678-3685.1990.
Abstract
Two strains, Alcaligenes sp. strain ACA and Pseudomonas fluorescens ACB, isolated from acetophenone and 4'-hydroxyacetophenone enrichments, respectively, cometabolize a range of chlorinated acetophenones (CAs). A biological Baeyer-Villiger reaction converts the CA to chlorophenyl acetate. This is evident only in the presence of an esterase inhibitor, since the CA is normally rapidly hydrolyzed to a chlorophenol which has the same substitution pattern as the original ketone. The oxygenase that attacks the ketone uses NADPH in the incorporation of one atom of O(2) and is strongly inhibited by phenols that bear an ortho or meta chlorine or bromine, but much less by cresols or phenol itself. A feedback phenomenon may thus account for the inability of strain ACA to grow on CAs, which also fail to induce the cells for their own metabolism.
摘要
两株菌，分别是从苯乙酮和 4'-羟基苯乙酮富集物中分离得到的产碱杆菌（Alcaligenes sp.）菌株 ACA 和荧光假单胞菌（Pseudomonas fluorescens）ACB，能够共代谢一系列氯代苯乙酮（CAs）。生物 Baeyer-Villiger 反应将 CA 转化为氯苯基乙酸酯。只有在存在酯酶抑制剂的情况下才会出现这种情况，因为 CA 通常会迅速水解为氯苯酚，其取代模式与原始酮相同。攻击酮的加氧酶在掺入一个氧原子时使用 NADPH，并被带有邻位或间位氯或溴的酚强烈抑制，但对位氯或溴的酚、间位氯或溴的酚以及苯酚本身的抑制作用要小得多。因此，反馈现象可能解释了 ACA 菌株不能在 CAs 上生长的原因，因为 CAs 也不能诱导细胞进行自身代谢。
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