3913-68-6

Basic information

• Product Name: H-(2S,4S)-GAMMA-HYDROXY-GLU-OH
• Synonyms: H-(2S,4S)-GAMMA-HYDROXY-GLU-OH;H-(2S,4S)-GLU(GAMMA-OH)-OH;(2S,4S)-GAMMA-HYDROXY-GLUTAMIC ACID;(S)-2-AMINO-[(S)-4],5-DIHYDROXY-OXOPENTANOIC ACID;4-Hydroxyglutamic Acid;4-OH-Glu-OH;H-(2S,4S)-g-Hydroxy-Glu-OH;(2S)-2-Amino-4-hydroxyglutaric acid
• CAS NO: 3913-68-6
• Molecular Formula: C₅H₉NO₅
• Molecular Weight: 163.13
• Mol File: 3913-68-6.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 458.7 °C at 760 mmHg
• Flash Point: 231.2 °C
• Appearance: /
• Density: 1.595 g/cm³
• Vapor Pressure: 2.43E-10mmHg at 25°C
• Refractive Index: 1.565
• Storage Temp.: -15°C
• Solubility: Aqueous Acid (Slightly), Methanol (Slightly), Water (Slightly, Heated)
• Stability: Hygroscopic
• CAS DataBase Reference: H-(2S,4S)-GAMMA-HYDROXY-GLU-OH(CAS DataBase Reference)
• NIST Chemistry Reference: H-(2S,4S)-GAMMA-HYDROXY-GLU-OH(3913-68-6)
• EPA Substance Registry System: H-(2S,4S)-GAMMA-HYDROXY-GLU-OH(3913-68-6)

Safety Data

• Hazardous Substances Data: 3913-68-6(Hazardous Substances Data)

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

• 51163-84-9 (+/-)-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 
• 127-17-3 2-oxo-propionic acid 
• 298-12-4 Glyoxilic acid 
• 67436-17-3 dimethyl (S)-N-(benzyloxycarbonyl)glutamate 
• 1187-99-1 4-hydroxy-2-oxoglutaric acid 
• 198133-06-1 Dimethyl ester of 4-bromo-N-phthalyl-L-glutamic acid 
• 51163-80-5 N-Benzyloxycarbonyl-γ-hydroxy-L(-)-glutaminsaeure 

Downstream Products

• 97-67-6 (S)-Malic acid 

Relevant articles and documents

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 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.

STEREOSPECIFIC SYNTHESIS OF ENANTIOMERS OF 4-HYDROXYGLUTAMIC ACID AND STUDY OF THEIR INHIBITING PROPERTIES WITH RESPECT TO GLUTAMINE SYNTHETASE

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