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G-Glu-Ala

Alias: gamma-Glutamyl-L-alanine; G-Glu-Ala; G-Glu-Ala
Cat No.:V21565 Purity: ≥98%
γ-L-Glutamyl-L-alanine is composed of γ-glutamyl and alanine and is a proteolytic breakdown product of larger proteins.
G-Glu-Ala
G-Glu-Ala Chemical Structure CAS No.: 5875-41-2
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
100mg
500mg
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Product Description
γ-L-Glutamyl-L-alanine is composed of γ-glutamyl and alanine and is a proteolytic breakdown product of larger proteins. γ-L-Glutamyl-L-alanine is the natural substrate of γ-Glutamylcyclotransferase. γ-L-Glutamyl-L-alanine is a positive modulator of calcium-sensing receptor (CaR) function.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
γ-L-glutamyl-L-alanine (γ-Glu-Ala) has an EC50 of 4.8 µM and demonstrates Ca2+i mobilization potency in HEK-293 cells expressing CaR (calcium-sensing receptor)[3]. In human parathyroid cells, γ-L-glutamyl-L-alanine exhibits potency in Ca2+i mobilization, with an EC50 of 13.9 µM [3]. Normal human parathyroid cells' secretion of PTH is inhibited by γ-L-glutamyl-L-alanine (20 μM) [3]. A substrate of glutaminase B is γ-L-glutamyl-L-alanine [4].
References

[1]. 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]. 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]. 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]. Further Characterization of Glutaminase Isozymes from Pseudomonas aeruginosa.

Additional Infomation
Gamma-Glu-Ala is a gamma-glutamylalanine obtained by formal condensation of the gamma-carboxy group of L-glutamic acid with the amino group of L-alanine. It has a role as a Saccharomyces cerevisiae metabolite and a plant metabolite. It is a conjugate acid of a gamma-Glu-Ala(1-).
gamma-Glutamylalanine has been reported in Homo sapiens, Dietes iridioides, and other organisms with data available.
gamma-Glutamylalanine has been reported in Homo sapiens, Dietes iridioides, and other organisms with data available.
L-gamma-Glutamyl-L-alanine is a metabolite found in or produced by Saccharomyces cerevisiae.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C8H14N2O5
Molecular Weight
218.21
Exact Mass
218.09
CAS #
5875-41-2
PubChem CID
440103
Appearance
White to off-white solid powder
Density
1.362g/cm3
Boiling Point
564.4ºC at 760mmHg
Melting Point
188-192ºC(lit.)
Flash Point
295.1ºC
Index of Refraction
1.527
LogP
-3.8
Hydrogen Bond Donor Count
4
Hydrogen Bond Acceptor Count
6
Rotatable Bond Count
6
Heavy Atom Count
15
Complexity
266
Defined Atom Stereocenter Count
2
SMILES
C[C@@H](C(=O)O)NC(=O)CC[C@@H](C(=O)O)N
InChi Key
WQXXXVRAFAKQJM-WHFBIAKZSA-N
InChi Code
InChI=1S/C8H14N2O5/c1-4(7(12)13)10-6(11)3-2-5(9)8(14)15/h4-5H,2-3,9H2,1H3,(H,10,11)(H,12,13)(H,14,15)/t4-,5-/m0/s1
Chemical Name
(2S)-2-amino-5-[[(1S)-1-carboxyethyl]amino]-5-oxopentanoic acid
Synonyms
gamma-Glutamyl-L-alanine; G-Glu-Ala; G-Glu-Ala
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
H2O : ≥ 50 mg/mL (~229.14 mM)
DMSO : ~1 mg/mL (~4.58 mM)
Solubility (In Vivo)
Solubility in Formulation 1: 100 mg/mL (458.27 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 4.5827 mL 22.9137 mL 45.8274 mL
5 mM 0.9165 mL 4.5827 mL 9.1655 mL
10 mM 0.4583 mL 2.2914 mL 4.5827 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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