Chemoenzymatic Synthesis of (4S)- and (4R)-4-Methyl-2-oxoglutaric Acids, Precursors of Glutamic Acid Analogues

✍ Scribed by Virgil Helaine; Jean Bolte

• Publisher: John Wiley and Sons
• Year: 1999
• Tongue: English
• Weight: 229 KB
• Volume: 1999
• Category: Article
• ISSN: 1434-193X
• DOI: 10.1002/(sici)1099-0690(199912)1999:12<3403::aid-ejoc3403>3.0.co;2-u

✦ Synopsis

Alkylation of dimethyl 2,2-dimethoxyglutarate followed by transamination provides an efficient synthesis of (4S)-and (4R)-4-methyl-L-glutamic acids which are very useful for enzymatic resolution afforded (4S)-and (4R)-4-methyl-2oxoglutaric acid in an enantiomerically pure form. The characterisation of glutamate receptors in the central nervous system. activity of glutamic oxalacetic transaminase towards these compounds has been measured. Their enzymatic GOT and their enzymatic conversion into 4-methyl--glu- [a] Universite ´Blaise Pascal, De ´partement de Chimie, Laboratoire dimethyl sulfoxide in phosphate buffer. Various lipases were de Synthe se, Electrosynthe se et Etude de Syste mes d'Inte ´re ˆt Biologique, associe ´au CNRS (UMR 6504), F-63177 Aubie re inactive, but Pseudomonas mendocina lipase showed an Cedex, France