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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

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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A green protocol for peptide bond formation in WEB
M Konwar
Tetrahedron Letters, 57, 2283-2285 (2016)
The investigation of thermosensitive properties of phosphazene derivatives bearing amino acid ester groups
A Uslu
Journal of Molecular Structure, 1136, 90-99 (2017)
Glycine enolates: the large effect of iminium ion formation on alpha-amino carbon acidity.
A Rios et al.
Journal of the American Chemical Society, 123(32), 7949-7950 (2001-08-09)
J M Delfino et al.
International journal of peptide and protein research, 21(4), 440-450 (1983-04-01)
The reactivity of the carboxyl groups in bovine growth hormone was studied by reaction with 1-ethyl-3(3-dimethylaminopropyl) carbodiimide in the presence of an excess of glycinemethylester. Localization in the molecule of the various kinetically distinguishable carboxyl groups was achieved. Highest reactivity
Vincenzo Santagada et al.
Journal of combinatorial chemistry, 7(4), 618-621 (2005-07-12)
An easy and convenient microwave-assisted synthesis of N-alkylated glycine methyl esters is described. Parallel and nonparallel combinatorial methods are described and compared. The described reactions are reductive alkylations of several aldehydes and glycine methyl ester in the presence of NaBH3CN.

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