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Racemic synthesis and enantiomeric conversion of [1-13C] valine

✍ Scribed by Kevin J. Polach; Sapan A. Shah; John C. Laiuppa; David M. Lemaster

Publisher
John Wiley and Sons
Year
1993
Tongue
French
Weight
314 KB
Volume
33
Category
Article
ISSN
0022-2135

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✦ Synopsis

Abstract

A Strecker synthesis of isobutyraldehyde, K^13^CN and ammonia produced D,L‐[1‐^13^C] valine in 83% yield. This racemic mixtue was then converted to the L‐form via a D‐amino acid oxidase ‐ branched amino acid aminotransferase system in an overall yield of 75% based on K^13^CN. Given the generality of the Strecker synthesis as well as the broad substrate specificity of the oxidase and aminotransferase enzymes, it is anticipated that this procedure will be comparably efficient for most standard aliphatic and aromatic amino acids.

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