证据表明，在 II 型甲烷营养菌氧化 2-氯联苯的过程中会发生氯迁移。
Evidence for Chlorine Migration during Oxidation of 2-Chlorobiphenyl by a Type II Methanotroph.
机构信息
Department of Civil and Environmental Engineering, The University of Michigan, Ann Arbor, Michigan 48109.
出版信息
Appl Environ Microbiol. 1994 May;60(5):1658-62. doi: 10.1128/aem.60.5.1658-1662.1994.
Abstract
Axenic methanotrophic culture strain CSC1, which was derived from a mixed-culture aquifer sample, oxidized 2-chlorobiphenyl to a hydroxylated chlorobiphenyl intermediate identified as 2-hydroxy-3-chlorobiphenyl. Minor amounts of another hydroxylated chlorobiphenyl isomer, assumed to be the nonmigrated product 3-hydroxy-2-chlorobiphenyl, were found in axenic culture incubation extracts. The occurrence of chlorine migration during oxidation indicates that the metabolite is formed via a concerted oxidation mechanism involving an arene oxide, which rearranges spontaneously to the hydroxylated intermediate via an NIH shift mechanism.
摘要
从混合培养含水层样本中分离出来的专性甲烷营养培养菌株 CSC1 可将 2-氯联苯氧化为羟基化氯联苯中间产物，鉴定为 2-羟基-3-氯联苯。在专性培养孵育提取物中还发现了少量另一种羟基化氯联苯异构体，假定为未迁移产物 3-羟基-2-氯联苯。在氧化过程中发生的氯迁移表明，代谢物是通过涉及芳烃氧化物的协同氧化机制形成的，该芳烃氧化物通过 NIH 移位机制自发重排为羟基化中间产物。
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