237647

Sigma-Aldrich

L−(+)-α-Phenylglycine

99%

Synonym(s):
(S)-(+)-2-Phenylglycine, L-2-Phenylglycine, S-(+)-α-Aminophenylacetic acid
Linear Formula:
C6H5CH(NH2)CO2H
CAS Number:
Molecular Weight:
151.16
Beilstein/REAXYS Number:
2208675
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

assay

99%

optical activity

[α]20/D +155°, c = 1 in 1 M HCl

reaction suitability

reaction type: solution phase peptide synthesis

application(s)

peptide synthesis: suitable

mp

>300 °C (lit.)

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-/m0/s1

Inchi Key

ZGUNAGUHMKGQNY-ZETCQYMHSA-N

Packaging

25, 100 g in poly bottle

Application

Chiral starting material.

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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...
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...
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...
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...
Ulrike Müller et al.
Metabolic engineering, 8(3), 196-208 (2006-02-10)
D-phenylglycine (D-Phg) is an important side chain building block for semi-synthetic penicillins and cephalosporins such as ampicillin and cephalexin. To produce d-Phg ultimately from glucose, metabolic engineering was applied. Starting from phenylpyruvate, which is the direct precursor of L-phenylalanine, an...

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