γ-L-Glutamyl-L-alanine

γ-L-Glutamyl-L-alanine (γ-Glu-Ala), composed of gamma-glutamate and alanine, is a proteolytic breakdown product of larger proteins. γ-L-Glutamyl-L-alanine is a natural substrate of the γ-Glutamylcyclotransferase. γ-L-Glutamyl-L-alanine is a positive modulator of calcium-sensing receptor (CaR) function[1][2][3][4].

Product Specifications

CAS Number

[5875-41-2]

Product Name Alternative

γ-Glu-Ala

UNSPSC

12352211

Hazard Statement

H302, H315, H319

Target

CaSR; Endogenous Metabolite

Type

Reference compound

Related Pathways

GPCR/G Protein; Metabolic Enzyme/Protease

Field of Research

Others

Assay Protocol

https://www.medchemexpress.com/_gamma_-L-Glutamyl-L-alanine.html

Purity

98.0

Solubility

DMSO : < 1 mg/mL|H2O : ≥ 50 mg/mL

Smiles

OC([C@@H](N)CCC(N[C@@H](C)C(O)=O)=O)=O

Molecular Formula

C8H14N2O5

Molecular Weight

218.21

Precautions

H302, H315, H319

References & Citations

[1]Ovchinnikova OG, et al. Structure of a polysaccharide from Providencia rustigianii O11 containing a novel amide of 2-acetamido-2-deoxygalacturonic acid with L-glutamyl-L-alanine. Carbohydr Res. 2012 Feb 15;349:95-102.|[2]York MJ, et al. gamma-Glutamylcyclotransferase: inhibition by D-beta-aminoglutaryl-L-alanine and analysis of the solvent kinetic isotope effect. Eur J Biochem. 1989 Sep 1;184 (1) :97-101. |[3]Broadhead GK, et al. Allosteric modulation of the calcium-sensing receptor by gamma-glutamyl peptides: inhibition of PTH secretion, suppression of intracellular cAMP levels, and a common mechanism of action with L-amino acids. J Biol Chem. 2011 Mar 18;286 (11) :8786-97. |[4]Tatsuo Yamamoto, et al. Further Characterization of Glutaminase Isozymes from Pseudomonas aeruginosa.