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Key Documents

376906

Sigma-Aldrich

D-(+)-3-Phenyllactic acid

98%

Synonym(s):

(R)-2-Hydroxy-3-phenylpropionic acid, (R)-3-Phenyllactic acid

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About This Item

Linear Formula:
C6H5CH2CH(OH)CO2H
CAS Number:
Molecular Weight:
166.17
Beilstein/REAXYS Number:
2209793
EC Number:
MDL number:
UNSPSC Code:
12352002
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

98%

form

solid

optical activity

[α]20/D +19°, c = 1 in ethanol

mp

122-124 °C (lit.)

functional group

carboxylic acid
hydroxyl
phenyl

SMILES string

O[C@H](Cc1ccccc1)C(O)=O

InChI

1S/C9H10O3/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8,10H,6H2,(H,11,12)/t8-/m1/s1

InChI key

VOXXWSYKYCBWHO-MRVPVSSYSA-N

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Application

Chiral building block employed in the preparation of statine. Starting material in the preparation of the hypoglycemic agent enlitazone and of 15N-labeled phenylalanine.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Degerbeck, F. et al.
Journal of the Chemical Society. Perkin Transactions 1, 11-11 (1993)
Urban, F.J. et al.
Journal of Heterocyclic Chemistry, 29, 431-431 (1991)
Journal of Heterocyclic Chemistry, 29, 431-431 (1992)
Mariana-Carmen Chifiriuc et al.
Roumanian archives of microbiology and immunology, 68(1), 27-33 (2009-06-11)
The discovery of intra- and intercellular communication systems (quorum sensing systems) regulating bacterial virulence has afforded a novel opportunity to control infectious bacteria, without interfering with their growth. In this study, we investigated the ability of subinhibitory concentrations (sIC) of
Wanmeng Mu et al.
Applied microbiology and biotechnology, 95(5), 1155-1163 (2012-07-12)
3-Phenyllactic acid (PLA), which is an organic acid widely existing in honey and lactic acid bacteria fermented food, can be produced by many microorganisms, especially lactic acid bacteria. It was proved as an ideal antimicrobial compound with broad and effective

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