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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:
2209792
EC Number:
MDL number:
UNSPSC Code:
12352002
PubChem Substance ID:
NACRES:
NA.22

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

General description

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

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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Controllably degradable ?-sheet nanofibers and gels from self-assembling depsipeptides.
Tian YF, et al
Biomaterials Science, 1(10), 1037-1045 (2013)
Jie Xu et al.
Evidence-based complementary and alternative medicine : eCAM, 2013, 809128-809128 (2013-05-22)
Prebiotics, probiotics, or synbiotics can be used as means to regulate the microbiota to exert preventative or beneficial effects to the host. However, not much is known about the effect of the gut microbiota on hypertension which is a major
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
Emanuele Armaforte et al.
Journal of chromatography. A, 1131(1-2), 281-284 (2006-09-12)
Phenyllactic acid (PLA) is an organic acid produced by some strains of lactic acid bacteria (LAB) and concentrations higher than 7.5 mg/ml inhibit growth of moulds and yeasts. Since PLA can be used to select LAB, a rapid, simple and
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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