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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%

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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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
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
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
Shohei Tashiro et al.
Inorganic chemistry, 50(1), 4-6 (2010-12-01)
The optically active cobalt(III) complex with chiral cyclen, (2S,5S,8S,11S)-2,5,8,11-tetraethyl-1,4,7,10-tetraazacyclododecane, preferentially binds to D-phenylglycine (D-Phg) or D-t-leucine (D-t-Leu) rather than L-Phg or L-t-Leu, respectively, with 20% de in dimethyl sulfoxide at 293 K. Comparative studies on the crystal structures of cobalt(III)
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