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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:
7326-19-4
Molecular Weight:
166.17
Beilstein:
2209793
EC Number:
230-803-3
MDL number:
MFCD00078062
UNSPSC Code:
12352002
PubChem Substance ID:
24863476
NACRES:
NA.22

Assay

98%

form

solid

optical activity

[α]20/D +19°, c = 1 in ethanol

mp

122-124 °C (lit.)

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 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)

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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)
Mariana-Carmen Chifiriuc et al.
Roumanian archives of microbiology and immunology, 68(1), 34-37 (2009-06-11)
The discovery of communication systems regulating bacterial virulence has afforded a novel opportunity to control infectious bacteria without interfering with their growth. In this paper the authors describe the effect of subinhibitory concentrations of phenyl-lactic acid (PLA) on the pathogenicity
Katrin Ström et al.
FEMS microbiology letters, 246(1), 119-124 (2005-05-05)
The fungal inhibitory effects of strain Lactobacillus plantarum MiLAB 393, producing broad-spectrum antifungal compounds, were evaluated. A co-cultivation method was set up to monitor effects on fungal growth and protein expression of growing Aspergillus nidulans with L. plantarum MiLAB 393.
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Chromatograms

application for HPLC

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