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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)

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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Journal of Heterocyclic Chemistry, 29, 431-431 (1992)
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)
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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