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Merck
CN

376906

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
UNSPSC Code:
12352002
NACRES:
NA.22
PubChem Substance ID:
EC Number:
230-803-3
Beilstein/REAXYS Number:
2209793
MDL number:
Assay:
98%
Form:
solid
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InChI key

VOXXWSYKYCBWHO-MRVPVSSYSA-N

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

SMILES string

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

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

Quality Level

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Journal of Heterocyclic Chemistry, 29, 431-431 (1992)
Urban, F.J. et al.
Journal of Heterocyclic Chemistry, 29, 431-431 (1991)
Degerbeck, F. et al.
Journal of the Chemical Society. Perkin Transactions 1, 11-11 (1993)
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
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

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