EVIDENCE FOR EPOXIDASE ACTIVITY IN DEACETOXY DEACETYLCEPHALOSPORIN-C SYNTHASE

被引:7
作者
BALDWIN, JE [1 ]
ADLINGTON, RM [1 ]
CROUCH, NP [1 ]
PEREIRA, IAC [1 ]
机构
[1] UNIV OXFORD,OXFORD CTR MOLEC SCI,OXFORD OX1 3QY,ENGLAND
关键词
D O I
10.1016/S0040-4020(01)80408-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The conversion of the unnatural substrate exomethylene cephalosporin C by deacetoxy/deacetylcephalosporin C synthase (DAOC/DACS) has been studied by the use of competitive kinetic isotope experiments. These suggest that the first irreversible event in this conversion does not involve C4-hydrogen abstraction. A novel epoxide cepham metabolite has been isolated from the enzymic conversion of [4-H-2]exomethylene cephalosporin C. It is believed that increased formation of this shunt metabolite is caused by the operation of a deuterium kinetic isotope effect on an enzyme-bound intermediate. The epoxide cepham is also accepted as a substrate by DAOC/DACS, being oxidised to an aldehyde product.
引用
收藏
页码:4907 / 4922
页数:16
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