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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:
5680-79-5
Molecular Weight:
125.55
Beilstein:
3593644
EC Number:
227-139-1
MDL number:
MFCD00012870
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
24895262
NACRES:
NA.22

product name

Glycine methyl ester hydrochloride, 99%

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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Akihiko Tohri et al.
European journal of biochemistry, 271(5), 962-971 (2004-03-11)
To elucidate the domains on the extrinsic 23 kDa protein involved in electrostatic interaction with the extrinsic 33 kDa protein in spinach photosystem II, we modified amino or carboxyl groups of the 23 kDa protein to uncharged methyl ester groups
Wenzhong Gao et al.
Organic letters, 7(19), 4241-4244 (2005-09-09)
[reaction: see text] A novel Cu(I)-catalyzed asymmetric 1,3-dipolar cycloaddition of azomethine ylides with acrylates has been developed. Up to 98/2 exo/endo selectivity and up to 98% enantiomeric excess have been achieved.
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)
L P Roguin et al.
The Biochemical journal, 224(2), 535-540 (1984-12-01)
Bovine somatotropin with an increasing number of its carboxylate groups modified by reaction with glycine methyl ester in the presence of a water-soluble carbodi-imide was tested for its activity in different bioassays. Only those derivatives which were known to be
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
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