G3267
Glycine benzyl ester hydrochloride
≥98% (TLC)
Synonym(s):
Benzyl glycinate
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About This Item
Empirical Formula (Hill Notation):
C9H11NO2 · HCl
CAS Number:
Molecular Weight:
201.65
MDL number:
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.26
Recommended Products
product name
Glycine benzyl ester hydrochloride,
assay
≥98% (TLC)
form
powder
color
white
storage temp.
−20°C
SMILES string
Cl.NCC(=O)OCc1ccccc1
InChI
1S/C9H11NO2.ClH/c10-6-9(11)12-7-8-4-2-1-3-5-8;/h1-5H,6-7,10H2;1H
InChI key
VLQHNAMRWPQWNK-UHFFFAOYSA-N
Application
Glycine benzyl ester is used as an organic reagent in condensing reactions.
Biochem/physiol Actions
The benzyl ester group of the amino acid monomers promote kinetically controlled synthesis (KCS) of polypeptides by increasing the substrate affinity and specificity of the enzyme. It is useful in the chemoenzymatic polymerization of glycine monomers.
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Certificates of Analysis (COA)
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J Martinez et al.
Carbohydrate research, 50(1), 15-22 (1976-08-01)
An O-glycodipeptide was synthesized by lengthening the peptide chain on the C-terminal side of a glycosylamino acid unit. N-(Benzyloxycarbonyl)-3-O-(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl)-L-threonine o-nitrophenyl ester and pentachlorophenyl ester were condensed with glycine benzyl ester to give both the same glycodipeptide, [N-(benzyloxycarbonyl)-3-O-(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl)-L-threonyl]glycine benzyl ester (9).
V Maurich et al.
Farmaco (Societa chimica italiana : 1989), 49(12), 805-808 (1994-12-01)
The synthesis of 2-(4-amino-5-chloro-2-methoxybenzamido)acetic acid 2, a metabolite of metoclopramide 1, has been accomplished through the coupling of 4-amino-5-chloro-2-methoxybenzoic acid 4 with glycine benzyl ester followed by a catalytic hydrogenation. Such a metabolite could not be detected directly in the
Jose Manuel Ageitos et al.
Biomacromolecules, 17(1), 314-323 (2015-12-02)
The chemoenzymatic polymerization of amino acid monomers by proteases involves a two-step reaction: the formation of a covalent acyl-intermediate complex between the protease and the carboxyl ester group of the monomer and the subsequent deacylation of the complex by aminolysis
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