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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:
Molecular Weight:
166.17
Beilstein:
2209793
EC Number:
MDL number:
UNSPSC Code:
12352002
PubChem Substance ID:
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), 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
Danilo Christen et al.
Journal of agricultural and food chemistry, 53(18), 7043-7051 (2005-09-01)
Eutypine, 4-hydroxybenzaldehyde, and 3-phenyllactic acid are some of the phytotoxins produced by the pathogens causing Eutypa dieback and esca disease, two trunk diseases of grapevine (Vitis vinifera). Known biocontrol agents such as Fusarium lateritium and Trichoderma sp. were screened for

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