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113069

Sigma-Aldrich

L-(−)-3-Phenyllactic acid

98%

Synonym(s):

(S)-(−)-3-Phenyllactic acid, (S)-2-Hydroxy-3-phenylpropionic acid, L-3-Phenyllactic acid

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About This Item

Linear Formula:
C6H5CH2CH(OH)CO2H
CAS Number:
Molecular Weight:
166.17
Beilstein/REAXYS Number:
2209792
EC Number:
MDL number:
UNSPSC Code:
12352002
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

98%

form

solid

optical activity

[α]24/D −20.8°, c = 2 in H2O

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-/m0/s1

InChI key

VOXXWSYKYCBWHO-QMMMGPOBSA-N

Related Categories

General description

L-(-)-3-Phenyllactic acid has been used in the development of degradable self-assembling depsipeptide nanofibers.

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Controllably degradable ?-sheet nanofibers and gels from self-assembling depsipeptides.
Tian YF, et al
Biomaterials Science, 1(10), 1037-1045 (2013)
Ye F Tian et al.
Biomaterials science, 1(10) (2013-11-14)
Self-assembled peptide materials have received considerable interest for a range of applications, including 3D cell culture, tissue engineering, and the delivery of cells and drugs. One challenge in applying such materials within these areas has been the extreme stability of
Demao Li et al.
Se pu = Chinese journal of chromatography, 22(3), 281-283 (2005-02-17)
Various factors affecting the chiral resolution of 3-phenyllactic acid by capillary zone electrophoresis such as the type of cyclodextrin, concentration of the chiral selector, buffer pH, voltage, and temperature were studied and optimized. Using 30 mmol/L hydroxypropyl-beta-cyclodextrin as the chiral
M M Finney et al.
Journal of chromatography. A, 1066(1-2), 249-253 (2005-03-30)
Accurate and reproducible methods for the analysis of plant allelochemicals are a requirement for the study of chemical interactions between plants. This paper describes a method for sample preparation and quantitative analysis of the allelopathic chemical content of rye (Secale
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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