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49560

Sigma-Aldrich

L-Glutamic acid dimethyl ester hydrochloride

≥99.0% (anhydrous basis material, AT)

Synonym(s):

L-Glu(OMe)OMe·HCl

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About This Item

Linear Formula:
CH3COOCH2CH2CH(NH2)COOCH3 · HCl
CAS Number:
23150-65-4
Molecular Weight:
211.64
Beilstein:
4238829
EC Number:
245-461-0
MDL number:
MFCD00038879
UNSPSC Code:
12352209
PubChem Substance ID:
57651206
NACRES:
NA.22

Assay

≥99.0% (anhydrous basis material, AT)

optical activity

[α]20/D +26.0±1°, c = 5% in H2O

reaction suitability

reaction type: solution phase peptide synthesis

impurities

~2% water

application(s)

peptide synthesis

storage temp.

2-8°C

SMILES string

Cl.COC(=O)CC[C@H](N)C(=O)OC

InChI

1S/C7H13NO4.ClH/c1-11-6(9)4-3-5(8)7(10)12-2;/h5H,3-4,8H2,1-2H3;1H/t5-;/m0./s1

InChI key

MFUPLHQOVIUESQ-JEDNCBNOSA-N

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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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T M Zhang et al.
The American journal of physiology, 270(5 Pt 1), G852-G859 (1996-05-01)
The dimethyl esters of succinic acid (SAD) and glutamic acid (GME) were found to be efficiently metabolized in colon carcinoma cells of the Caco-2 line. The rate of [1,4-14C]SAD and [2,3-14C]SAD conversion to radioactive acidic metabolites, CO2, amino acids, pyruvic
A Sener et al.
The American journal of physiology, 267(4 Pt 1), E573-E584 (1994-10-01)
Glutamic acid dimethyl ester (GME; 3.0-10.0 mM) enhanced insulin release evoked by 6.0-8.3 mM D-glucose, 1.0-10.0 mM L-leucine, or 5.0-10.0 mM 2-amino-bicyclo(2,2,1)heptane-2-carboxylic acid, causing a shift to the left of the sigmoidal relationship between insulin output and D-glucose concentration. In
J Rasschaert et al.
Journal of molecular endocrinology, 13(2), 209-217 (1994-10-01)
This study aimed to compare the metabolic and secretory responses of pancreatic islets from animals with non-insulin-dependent diabetes to D-glucose with the effects of the methyl esters of succinic acid (SME) and glutamic acid (GME). The insulin secretory response to
D Vicent et al.
Diabetes research and clinical practice, 27(1), 27-30 (1995-01-01)
The dimethyl ester of L-glutamic acid (GME) stimulates insulin release in isolated pancreatic islets and may represent a novel experimental tool in the study of non-insulin-dependent diabetes. In the present study, GME was found both to stimulate insulin secretion and
Kazuhiro Eto et al.
American journal of physiology. Endocrinology and metabolism, 285(2), E262-E271 (2003-03-20)
We studied acute changes of secretory vesicle pH in pancreatic beta-cells with a fluorescent pH indicator, lysosensor green DND-189. Fluorescence was decreased by 0.66 +/- 0.10% at 149 +/- 16 s with 22.2 mM glucose stimulation, indicating that vesicular pH
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