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49560

Sigma-Aldrich

L-Glutamic acid dimethyl ester hydrochloride

≥99.0% (anhydrous basis material, AT)

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Synonym(s):
L-Glu(OMe)OMe·HCl
Linear Formula:
CH3COOCH2CH2CH(NH2)COOCH3 · HCl
CAS Number:
Molecular Weight:
211.64
Beilstein:
4238829
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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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1 of 4

This Item
G6600857327860409
optical activity

[α]20/D +26.0±1°, c = 5% in H2O

optical activity

-

optical activity

[α]22/D −36.0°, c = 4% in methanol

optical activity

[α]22/D +25.9°, c = 1 in H2O

impurities

~2% water

impurities

-

impurities

-

impurities

-

storage temp.

2-8°C

storage temp.

-

storage temp.

-

storage temp.

-

reaction suitability

reaction type: solution phase peptide synthesis

reaction suitability

reaction type: solution phase peptide synthesis

reaction suitability

reaction type: solution phase peptide synthesis

reaction suitability

reaction type: solution phase peptide synthesis

application(s)

peptide synthesis

application(s)

peptide synthesis

application(s)

peptide synthesis

application(s)

peptide synthesis

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 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)
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
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
Effect of glutamate dimethyl ester and glutamate diethyl ester in delaying the onset of convulsions induced by pentylenetetrazol and strychnine.
A S Abdul-Ghani et al.
Biochemical pharmacology, 31(19), 3144-3146 (1982-10-01)

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