- Chemistry of 4-fluoroglutamic acid. Part 3. Preparation of the diastereomers of 4-fluoroglutamine and 4-fluoroisoglutamine. An enzymatic access to the antipodes of 4-amino-2-fluorobutyric acid
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The pure diastereomers of 4-fluoroglutamine and 4-fluoroisoglutamine were prepared from the corresponding 4-fluoroglutamic acids. Glutamic decarboxylase treatment of the acids led to chiral 2-fluoroGABA.
- Tolman, Vladimír,Sedmera, Petr
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- Resolution of γ-Methyl and γ-Fluoroglutamic Acids. Lack of Stereospecificity of Leucine Aminopeptidase with L-Leucyl-L-erythro-γ-substituted Glutamates
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The hydrolysis of L-leucyl-γ-substituted D,L-glutamates by leucine aminopeptidase, from porcine kidney, is stereospecific with threo-γ-methyl and threo-γ-fluoroglutamate containing dipeptides whereas there is a lack of stereospecificity with erythro-isomers.The optical purities of L-threo- and L-erythro-glutamate isomers thus obtained have been monitored by gas chromatography, high pressure liquid chromatography, or nuclear magnetic resonance.The optical rotations of optically pure L-isomers have been measured and the discrepancies with former publications are discussed.
- Bory, Sonia,Dubois, Joelle,Gaudry, Michel,Marquet, Andree,Lacombe, Liliane,Weinstein, Shulamith
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p. 475 - 480
(2007/10/02)
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