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G3267
Glycine benzyl ester hydrochloride
≥98% (TLC)
Synonym(e):
Benzyl glycinate
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About This Item
Empirische Formel (Hill-System):
C9H11NO2 · HCl
CAS-Nummer:
Molekulargewicht:
201.65
MDL-Nummer:
UNSPSC-Code:
12352209
eCl@ss:
32160406
PubChem Substanz-ID:
NACRES:
NA.26
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Produktbezeichnung
Glycine benzyl ester hydrochloride,
Assay
≥98% (TLC)
Qualitätsniveau
Form
powder
Farbe
white
Lagertemp.
−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
InChIKey
VLQHNAMRWPQWNK-UHFFFAOYSA-N
Anwendung
Glycine benzyl ester is used as an organic reagent in condensing reactions.
Biochem./physiol. Wirkung
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.
Lagerklassenschlüssel
11 - Combustible Solids
WGK
WGK 3
Flammpunkt (°F)
Not applicable
Flammpunkt (°C)
Not applicable
Persönliche Schutzausrüstung
Eyeshields, Gloves, type N95 (US)
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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
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).
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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