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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:
Molecular Weight:
151.16
Beilstein:
2208676
EC Number:
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.22

product name

D−(−)-α-Phenylglycine, 99%

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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Jian-Lian Chen et al.
Analytica chimica acta, 718, 130-137 (2012-02-07)
Three different approaches for immobilizing cross-linked chitosan molecules (CS-s) in sol-gel phases to form chiral OT-CEC capillaries were comparatively investigated in this study. To synthesize column I, a bare capillary was first silanized with triethoxysilane (TEOS) and then reacted with
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
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
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
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

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