Stereochemistry of the incorporation of valine methyl groups into methylene groups in cephalosporin C.
- 15 September 1984
- journal article
- research article
- Published by Portland Press Ltd. in Biochemical Journal
- Vol. 222 (3) , 777-788
- https://doi.org/10.1042/bj2220777
Abstract
‘Chiral methyl valines’, i.e. samples of valine labelled stereospecifically in the methyl groups with 2H and 3H, were incorporated into cephalosporin C by a suspension of washed cells of Cephalosporium acremonium. Analysis by 3H n.m.r. of the cephalosporin C produced showed that the conversion of the 3-pro-S-methyl group of valine into the acetoxymethyl side-chain was a highly stereospecific process. By contrast, conversion of the 3-pro-R-methyl group into the endocyclic methylene group of the dihydrothiazine ring was shown to proceed by a non-stereospecific process.This publication has 33 references indexed in Scilit:
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