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Synthesis of L-glutamic acid stereospecifically labeled at C-4 with deuterium

✍ Scribed by Claire Ducrocq; Paulette Decottignies-Le Maréchal; Robert Azerad

Publisher
John Wiley and Sons
Year
1985
Tongue
French
Weight
407 KB
Volume
22
Category
Article
ISSN
0022-2135

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✦ Synopsis

Abstract

4‐[^2^H~2~]‐L‐glutamic acid was prepared in excellent yield by enzymatic reductive amination of 4‐[^2^H~2~]‐2‐ketoglutaric acid. The synthesis of stereospecifically deuterated (4 R) and (4 S)‐[4‐^2^H~2~]‐L‐glutamic acids from (2 RS, 4 S) and (2 RS, 4 R)‐4‐hydroxyglutamic acids, involving a reduction step by sodium cyanoborodeuteride, was shown to proceed with 75% inversion of configuration.

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