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Merck
CN

P25485

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
NACRES:
NA.22
PubChem Substance ID:
24898336
UNSPSC Code:
12352209
EC Number:
212-876-3
MDL number:
MFCD00008061
Beilstein/REAXYS Number:
2208676

Key Documents

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Product Name

D−(−)-α-Phenylglycine, 99%

Quality Level

200

InChI key

ZGUNAGUHMKGQNY-SSDOTTSWSA-N

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

SMILES string

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

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

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

302.0 °F - closed cup

flash_point_c

150 °C - closed cup

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF6384V
WXBF4858V
WXBF3061V
BCCJ3157
BCCF8211

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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
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
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
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