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Key Documents

G6600

Sigma-Aldrich

Glycine methyl ester hydrochloride

99%, for peptide synthesis

Synonym(s):

Glycine methyl ester·HCl, Methyl glycinate hydrochloride

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About This Item

Linear Formula:
NH2CH2COOCH3 · HCl
CAS Number:
Molecular Weight:
125.55
Beilstein:
3593644
EC Number:
MDL number:
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.22

product name

Glycine methyl ester hydrochloride, 99%

Quality Level

Assay

99%

form

powder, crystals or chunks

reaction suitability

reaction type: solution phase peptide synthesis

color

white

mp

175 °C (dec.) (lit.)

application(s)

peptide synthesis

SMILES string

Cl.COC(=O)CN

InChI

1S/C3H7NO2.ClH/c1-6-3(5)2-4;/h2,4H2,1H3;1H

InChI key

COQRGFWWJBEXRC-UHFFFAOYSA-N

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General description

Glycine methyl ester hydrochloride, also known as methyl glycinate hydrochloride, is a derivative of glycine, used in the preparation of amino acids and organic compounds.

Application

Glycine methyl ester hydrochloride is used to synthesize cyclophosphazene compounds with amino acid esters as side groups. Additionally, it can be utilized to synthesize peptides in aqueous medium, which makes it a green method for peptide formation.

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

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The investigation of thermosensitive properties of phosphazene derivatives bearing amino acid ester groups
A Uslu
Journal of Molecular Structure, 1136, 90-99 (2017)
A green protocol for peptide bond formation in WEB
M Konwar
Tetrahedron Letters, 57, 2283-2285 (2016)
L K Frankel et al.
Biochemistry, 38(43), 14271-14278 (1999-11-26)
The effects of the modification of carboxylate groups on the manganese-stabilizing protein of photosystem II were investigated. Carboxylate groups (including possibly the C-terminus) on the manganese-stabilizing protein were modified with glycine methyl ester in a reaction facilitated by 1-ethyl-3-[3-(dimethylamino)propyl]carbodiimide. The
D Levy
Biochimica et biophysica acta, 317(2), 473-481 (1973-08-30)
A procedure has been described for the modification of the amino group of glycine methyl ester, and the amino groups of the hormone, insulin, with the reagent p-nitrophenyl-p-chloromercuribenzoate, effecting the introduction of the chloromercuri group at various defined sites in
K W Kuo et al.
International journal of peptide and protein research, 46(2), 181-185 (1995-08-01)
To study the functional involvements of the common interaction of the Leu-1 alpha-amino group and Asp-58 in cobrotoxin, the lysine epsilon-amino groups of cobrotoxin were initially guanidinated with o-methylisourea. The alpha-amino group of Leu-1 was them modified with TNBS after

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