SYNTHESIS OF (2(R),3(S))[4-H-2(3)]VALINE - APPLICATION TO THE STUDY OF THE RING EXPANSION OF PENICILLIN-N BY DEACETOXYCEPHALOSPORIN-C SYNTHASE FROM STREPTOMYCES-CLAVULIGERUS

被引:9
作者
BALDWIN, JE [1 ]
ADLINGTON, RM [1 ]
CROUCH, NP [1 ]
MELLOR, LC [1 ]
MORGAN, N [1 ]
SMITH, AM [1 ]
SUTHERLAND, JD [1 ]
机构
[1] UNIV OXFORD,OXFORD CTR MOLEC SCI,OXFORD OX1 3QY,ENGLAND
关键词
D O I
10.1016/0040-4020(95)00126-S
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new synthesis of (<2(R)under bar>,<3(S)under bar>)[4-H-2(3)] valine was developed, and used to synthesise (<2(R)under bar>) [2'-H-2(3)]-penicillin N via a chemico-enzymatic synthesis. This labelled penicillin was then used to demonstrate the stereospecific ring expansion of penicillin N to deacetoxycephalosporin C by deacetoxycephalosporin C synthase from Streptomyces clavuligerus.
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页码:4089 / 4100
页数:12
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