A new access to alkyl-alpha-ketoglutaric acids, precursors of glutamic acid analogues by enzymatic transamination. Application to the synthesis of (2S,4R)-4-propyl-glutamic acid

Authors
Helaine, V Rossi, J Bolte, J
Citation
V. Helaine et al., A new access to alkyl-alpha-ketoglutaric acids, precursors of glutamic acid analogues by enzymatic transamination. Application to the synthesis of (2S,4R)-4-propyl-glutamic acid, TETRAHEDR L, 40(36), 1999, pp. 6577-6580
Citations number
15
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
36
Year of publication
1999
Pages
6577 - 6580
Database
ISI
SICI code
0040-4039(19990903)40:36<6577:ANATAA>2.0.ZU;2-#
Abstract
4-Alkyl-2-alkylidene-glutaric acids are easily obtained by a Claisen-Johnso n rearrangement, providing a short access to 4-alkyl-alpha-ketoglutaric aci ds. These compounds are substrates of the glutamic oxalacetic transaminase (GOT), allowing the enzymatic synthesis of biologically important analogues of L-glutamate. A new analogue, (2S,4R)-4-propyl-glutamic acid, is describ ed. (C) 1999 Elsevier Science Ltd. All rights reserved.