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γ-Glu-Ala (trifluoroacetate salt) (Synonyms: γ-Glutamylalanine, γ-L-Glutamyl-L-alanine)

Catalog No.GC52400

A dipeptide

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γ-Glu-Ala (trifluoroacetate salt) Chemical Structure

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50 mg
$76.00
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100 mg
$136.00
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250 mg
$302.00
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500 mg
$454.00
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Sample solution is provided at 25 µL, 10mM.

Product Documents

Quality Control & SDS

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Background

γ-Glu-Ala is an endogenous kokumi dipeptide composed of L-glutamic acid and L-alanine that has been found in P. roqueforti.1 It has also been found in several ripened cheeses, including Gouda, goat, and Milner cheeses. γ-Glu-Ala is a positive allosteric modulator of the calcium-sensing receptor (CaSR; EC50 = 4.8 µM in CaSR-expressing HEK293 cells).2 It induces glutathionuria in mice when administered at a dose of 4 mmol/kg.3 Plasma levels of γ-Glu-Ala are increased in malnourished neonatal mice.4 Increased serum levels of γ-Glu-Ala are positively associated with an increased risk of chronic kidney disease.5

1.Toelstede, S., and Hofmann, T.Kokumi-active glutamyl peptides in cheeses and their biogeneration by Penicillium roquefortiiJ. Agric. Food Chem.57(9)3738-3748(2009) 2.Broadhead, G.K., Mun, H.-C., Avlani, V.A., et al.Allosteric modulation of the calcium-sensing receptor by γ-glutamyl peptides: Inhibition of PTH secretion, suppression of intracellular cAMP levels, and a common mechanism of action with ?-amino acidsJ. Biol. Chem.286(11)8786-8797(2011) 3.Anderson, M.E., and Meister, A.Inhibition of γ-glutamyl transpeptidase and induction of glutathionuria by γ-glutamyl amino acidsProc. Natl. Acad. Sci. USA83(14)5029-5032(1986) 4.Preidis, G.A., Keaton, M.A., Campeau, P.M., et al.The undernourished neonatal mouse metabolome reveals evidence of liver and biliary dysfunction, inflammation, and oxidative stressJ. Nutr.144(3)273-281(2014) 5.Kim, H., Yu, B., Li, X., et al.Serum metabolomic signatures of plant-based diets and incident chronic kidney diseaseAm. J. Clin. Nutr.116(1)151-164(2022)

Chemical Properties

Cas No. SDF Download SDF
Synonyms γ-Glutamylalanine, γ-L-Glutamyl-L-alanine
Canonical SMILES OC([C@@H](N)CCC(N[C@@H](C)C(O)=O)=O)=O.OC(C(F)(F)F)=O
Formula C8H14N2O5 ? XCF3COOH M.Wt 218.2
Solubility DMF: 3 mg/ml,DMSO: 5 mg/ml,Ethanol: 16 mg/ml,PBS (pH 7.2): 1 mg/ml Storage -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table

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1 mg 5 mg 10 mg
1 mM 4.583 mL 22.9148 mL 45.8295 mL
5 mM 0.9166 mL 4.583 mL 9.1659 mL
10 mM 0.4583 mL 2.2915 mL 4.583 mL
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Average Rating: 5 ★★★★★ (Based on Reviews and 30 reference(s) in Google Scholar.)

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