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P25485

Sigma-Aldrich

D−(−)-α-Phenylglycine

99%, detection

Synonym(s):

(R)-(−)-2-Phenylglycine, D-2-Phenylglycine, R-(−)-α-Aminophenylacetic acid

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About This Item

Linear Formula:
C6H5CH(NH2)CO2H
CAS Number:
875-74-1
Molecular Weight:
151.16
Beilstein:
2208676
EC Number:
212-876-3
MDL number:
MFCD00008061
UNSPSC Code:
12352209
PubChem Substance ID:
24898336
NACRES:
NA.22

product name

D−(−)-α-Phenylglycine, 99%

Quality Level

200

Assay

99%

form

powder or crystals

optical activity

[α]20/D −155°, c = 1 in 1 M HCl

reaction suitability

reaction type: solution phase peptide synthesis

color

white

mp

302 °C (dec.) (lit.)

application(s)

detection

SMILES string

N[C@@H](C(O)=O)c1ccccc1

InChI

1S/C8H9NO2/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5,7H,9H2,(H,10,11)/t7-/m1/s1

InChI key

ZGUNAGUHMKGQNY-SSDOTTSWSA-N

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

302.0 °F - closed cup

Flash Point(C)

150 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Thomas R M Barends et al.
The Journal of biological chemistry, 281(9), 5804-5810 (2005-12-27)
The alpha-amino acid ester hydrolase (AEH) from Acetobacter turbidans is a bacterial enzyme catalyzing the hydrolysis and synthesis of beta-lactam antibiotics. The crystal structures of the native enzyme, both unliganded and in complex with the hydrolysis product D-phenylglycine are reported
Hyung Min Kim et al.
The Journal of chemical physics, 128(4), 041104-041104 (2008-02-06)
Photo-oxidation of amino acids is known to generate reactive protein radicals that lead to lethal disorders. We investigated photoionization of hydrated phenylglycine complexes in the gas phase and found that the excess internal energy from photoionization drives decarboxylation in competition
Motohiro Akazome et al.
The Journal of organic chemistry, 75(3), 660-665 (2010-01-07)
In terms of chiral recognition for racemic aryl methyl sulfoxides in the solid state, three kinds of crystalline (S)-alkylglycyl-(S)-phenylglycines were examined as potential dipeptides host molecules. When (S)-alanyl-(S)-phenylglycines [(S,S)-Ala-Phg] crystallized with aryl methyl sulfoxides, the stereochemistry of preferentially included sulfoxides
Antonella Caputo et al.
The Journal of pharmacology and experimental therapeutics, 330(3), 783-791 (2009-06-06)
Cystic fibrosis (CF) is caused by mutations in the cystic fibrosis transmembrane conductance regulator (CFTR) Cl(-) channel. The mutations G551D and G1349D, which affect the nucleotide-binding domains (NBDs) of CFTR protein, reduce channel activity. This defect can be corrected pharmacologically
R S Kulkarni et al.
Hindustan antibiotics bulletin, 47-48(1-4), 41-44 (2008-08-14)
The parameters for complete hydrolysis of L-phenyl acetyl phenylglycine (L-PAPG) using immobilized penicillin G acylase (IMEPGA) were investigated. IMEPGA exhibited maximum activity at pH 8.5 and 50 degrees C. The apparent Km value observed was 10 mM. Quantitative hydrolysis (>97%)
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