D-Glutamic acid

For research use only. Not for therapeutic Use.

  • CAT Number: R058372
  • CAS Number: 6893-26-1
  • Molecular Formula: C5H9NO4
  • Molecular Weight: 147.13
  • Purity: ≥95%
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D-glutamic acid, an enantiomer of L- glutamic acid, is widely used in pharmaceuticals and foods.
Various d-amino acids, such as D-serine, D-aspartic acid (D-Asp), and D-glutamic acid (D-Glu) are widely found in mammals including human beings and they are now thought to be the candidates of novel physiologically active substances and/or biomarkers[1]. D-[Asp/Glu] (4 mg/mL) inhibits IgE binding (75%) to peanuts while D-Glu, D-Asp has no inhibitory effect. IgE is specific for D-[Asp/Glu] and may have the potential for removing IgE or reducing IgE binding to peanut allergens[2].
D-glutamic acid is currently paid attention as a modulator of neuronal transmission and hormonal secretion. It is metabolized only by D-aspartate oxidase in mammals[1]. After intraperitoneal injection, L-glutamate is catabolized via a-ketoglutarate, whereas D-glutamate is converted to n-pyrrolidone carboxylic acid. Carbon 2 of both D- and L-glutamate is converted in the cecum to the methyl carbon of acetate. Both rat liver and kidney catalyze the conversion of D-glutamic acid to n-pyrrolidone carboxylic acid[3].


Catalog Number R058372
CAS Number 6893-26-1
Synonyms

(2R)-2-aminopentanedioic acid

Molecular Formula C5H9NO4
Purity ≥95%
InChI InChI=1S/C5H9NO4/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H,7,8)(H,9,10)/t3-/m1/s1
InChIKey WHUUTDBJXJRKMK-GSVOUGTGSA-N
SMILES C(CC(=O)O)C(C(=O)O)N
Reference

[1]. Han H, et al. Changes in D-aspartic acid and D-glutamic acid levels in the tissues and physiological fluids of mice with various D-aspartate oxidase activities. J Pharm Biomed Anal. 2015 Dec 10;116:47-52.
 [Content Brief]

[2]. Chung SY, et al. IgE binding to peanut allergens is inhibited by combined D-aspartic and D-glutamic acids. Food Chem. 2015 Jan 1;166:248-53.
 [Content Brief]

[3]. Wilson W, et al. The metabolism of D- and L- glutamic acid in the rat. J Biol Chem. 1961 Feb;236:365-9.
 [Content Brief]

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