3913-68-6

Usage

Uses

(2S,4S)-4-Hydroxy-L-glutamic Acid is a metabolite of Glutamic acid (G596960).

InChI:InChI=1/C5H9NO5/c6-2(4(8)9)1-3(7)5(10)11/h2-3,7H,1,6H2,(H,8,9)(H,10,11)/t2-,3-/m0/s1

Upstream product

• 51163-80-5 N-Benzyloxycarbonyl-γ-hydroxy-L(-)-glutaminsaeure 
• 198133-06-1 Dimethyl ester of 4-bromo-N-phthalyl-L-glutamic acid 
• 1187-99-1 4-hydroxy-2-oxoglutaric acid 
• 67436-17-3 dimethyl (S)-N-(benzyloxycarbonyl)glutamate 
• 127-17-3 2-oxo-propionic acid 
• 298-12-4 Glyoxilic acid 
• 51163-84-9 (+/-)-threo-4-hydroxy-glutamic acid-1-lactone; hydrochloride 
• 3674-13-3 2,3-dibromopropionic acid ethyl ester 
• 1068-90-2 2-acetylaminomalonic acid diethyl ester 
• 67359-78-8 4,5-dihydro-isoxazole-3,5-dicarboxylic acid 3-ethyl ester 5-methyl ester 

Downstream Products

• 97-67-6 (S)-Malic acid 

Relevant academic research and scientific papers

Stereoselective synthesis of γ-hydroxy-α-amino acids through aldolase-transaminase recycling cascades

Efficient bi-enzymatic cascades combining aldolases and α-transaminases were designed for the synthesis of γ-hydroxy-α-amino acids. These recycling cascades provide high stereoselectivity, atom economy, and an equilibrium shift of the transamination. l-syn or anti-4-hydroxyglutamic acid and d-anti-4,5-dihydroxynorvaline were thus prepared in 83-95% yield in one step from simple substrates.

Synthesis of 4,4-Disubstituted L-Glutamic Acids by Enzymatic Transamination

The syntheses of optically pure 4,4-dimethyl-L-glutamic acid as well as (2S,4R)- and (2S,4S)-4-hydroxy-4-methylglutamic acids have been achieved by transamination of the corresponding 2-oxo-4,4-dimethyl- and rac-2-oxo-4-hydroxy-4-methylglutaric acids using glutamic oxalacetic transaminase (GOT).

Synthesis and properties of 4-haloglutamates

Synthesis of stereoisomers of 4-bromo- and 4-iodo-N-phthaloylglutamates based on the bromination of N-phthaloylglutamic acid followed by separation of diastereoisomers is described.