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P25485

Sigma-Aldrich

D−(−)-α-Phenylglycine

99%

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Synonym(s):
(R)-(−)-2-Phenylglycine, D-2-Phenylglycine, R-(−)-α-Aminophenylacetic acid
Linear Formula:
C6H5CH(NH2)CO2H
CAS Number:
875-74-1
Molecular Weight:
151.16
Beilstein:
2208676
EC Number:
212-876-3
MDL number:
MFCD00008061
PubChem Substance ID:
24898336
NACRES:
NA.22

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

Related Categories

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

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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%)
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
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
Yvonne J Mast et al.
Journal of biotechnology, 155(1), 63-67 (2010-12-15)
Pristinamycin I (PI), a streptogramin type B antibiotic produced by Streptomyces pristinaespiralis, contains the aproteinogenic amino acid L-phenylglycine. Recent sequence analysis led to the identification of a set of putative phenylglycine biosynthetic genes. Successive inactivation of the individual genes resulted
Aaron D Mills et al.
Bioorganic & medicinal chemistry letters, 20(1), 87-91 (2009-12-04)
A developing therapy of cystic fibrosis caused by the DeltaF508 mutation in CFTR employs correction of defective CFTR chloride channel gating by a 'potentiator' and of defective CFTR protein folding by a 'corrector'. Based on SAR data for phenylglycine-type potentiators
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