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483834

Sigma-Aldrich

γ-L-Glutamyl-L-alanine

98%

Synonym(s):

gamma-Glu-Ala

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About This Item

Linear Formula:
CH3CH[NHCOCH2CH2CH(NH2)CO2H]CO2H
CAS Number:
5875-41-2
Molecular Weight:
218.21
MDL number:
MFCD00037215
UNSPSC Code:
12352200
PubChem Substance ID:
24871921

Assay

98%

optical activity

[α]20/D −26.5°, c = 5 in H2O

reaction suitability

reaction type: solution phase peptide synthesis

mp

188-192 °C (lit.)

application(s)

peptide synthesis

SMILES string

C[C@H](NC(=O)CC[C@H](N)C(O)=O)C(O)=O

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

InChI key

WQXXXVRAFAKQJM-WHFBIAKZSA-N

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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M E Anderson et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 3(13), 2527-2531 (1989-11-01)
Glutathione metabolism and transport in the choroid plexus were probed by determining the effects of administration to rats of several compounds (buthionine sulfoximine, L-2-oxothiazolidine-4-carboxylate, L-(alpha 5,5S)-alpha-amino-3-chloro-4,5-dihydro-5-isoxazole acetic acid, gamma-glutamyl alanine, and glutathione monoethyl ester) on the levels of glutathione and
T Takahashi et al.
Biochemical medicine and metabolic biology, 38(3), 311-316 (1987-12-01)
gamma-Glutamyl cyclotransferase activity is assayed in tissues by a colorimetric method using gamma-glutamyl alanine as a substrate coupled with alanine dehydrogenase from B. sphericus, to measure the formation of NADH. In order to avoid interference by the reaction catalyzed by
M J York et al.
European journal of biochemistry, 184(1), 97-101 (1989-09-01)
Spin-echo NMR spectroscopy was used to record the cleavage of a gamma-glutamyl--amino-acid by (5-L-glutamyl)-L-amino-acid 5-glutamyltransferase (cyclizing) (gamma-glutamylcyclotransferase) in human erythrocyte hemolysates. The Michaelis-Menten steady-state kinetic parameters were obtained by fitting the integrated Michaelis-Menten equation to the reaction time curves. The

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