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237647

Sigma-Aldrich

L−(+)-α-Phenylglycine

99%

Synonym(s):

(S)-(+)-2-Phenylglycine, S-(+)-α-Aminophenylacetic acid, L-2-Phenylglycine

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About This Item

Linear Formula:
C6H5CH(NH2)CO2H
CAS Number:
2935-35-5
Molecular Weight:
151.16
Beilstein:
2208675
EC Number:
220-909-8
MDL number:
MFCD00064403
UNSPSC Code:
12352209
PubChem Substance ID:
24854260
NACRES:
NA.22

Assay

99%

form

powder

optical activity

[α]20/D +155°, c = 1 in 1 M HCl

reaction suitability

reaction type: solution phase peptide synthesis

mp

>300 °C (lit.)

application(s)

peptide synthesis

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

Application

Chiral starting material.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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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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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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