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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)

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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
Chi-Li Gong et al.
Autonomic neuroscience : basic & clinical, 101(1-2), 85-90 (2002-12-05)
This study explored which subtyes of glutamate receptors in the dorsal facial area are involved in the interaction between glutamatergic and serotonergic actions in controlling common carotid arterial blood flow. Microinjection of glutamate (25-100 nmol), N-methyl-D-aspartate (NMDA; 1-4 nmol), or
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
D Bosco et al.
The American journal of physiology, 268(3 Pt 1), C611-C618 (1995-03-01)
We used a hemolytic plaque assay for insulin to determine whether the same pancreatic B cells respond to D-glucose, 2-amino-bicyclo[2,2,1]heptane-2-carboxylic acid (BCH) and the association of this nonmetabolized analogue of L-leucine with either the monomethyl ester of succinic acid (SME)
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
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