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Key Documents

H3253

Sigma-Aldrich

DL-p-Hydroxyphenyllactic acid

≥97% (HPLC)

Synonym(s):

3-(4-Hydroxyphenyl)-2-hydroxypropanoic acid

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About This Item

Empirical Formula (Hill Notation):
C9H10O4
CAS Number:
Molecular Weight:
182.17
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥97% (HPLC)

SMILES string

OC(Cc1ccc(O)cc1)C(O)=O

InChI

1S/C9H10O4/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,8,10-11H,5H2,(H,12,13)

InChI key

JVGVDSSUAVXRDY-UHFFFAOYSA-N

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Application

DL-p-Hydroxyphenyllactic acid is a precursor in the synthesis of rosmarinic acid that can be used for pharmaceutical and nutraceutical applications. It also exhibits antifungal activity.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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J C Deutsch
Journal of chromatography. B, Biomedical sciences and applications, 690(1-2), 1-6 (1997-03-07)
The synthesis and purification of [13C2]p-hydroxyphenyllactic acid from [13C2]p-hydroxyphenylpyruvic acid, the characterization of tert.-butyldimethylsilyl-derivatized tyrosine, p-hydroxyphenylpyruvic acid and p-hydroxyphenyllactic acid, and an isotope-dilution assay for these substances in normal human plasma using gas chromatography-mass spectrometry (GC-MS) are described. Using this
K B Presto Elgstoen et al.
Electrophoresis, 18(10), 1857-1860 (1998-02-12)
Capillary electrophoresis (CE) equipped with a diode-array detector have been used to determine diagnostic metabolites occurring in urine of patients with various diseases. The urine samples were injected directly onto the CE instrument without any pretreatment. Identification of abnormal metabolites
A comprehensive investigation into sample extraction and method validation for the identification of antifungal compounds produced by lactic acid bacteria using HPLC-UV/DAD.
Brosnan B, et al.
Analytical Methods : Advancing Methods and Applications, 6(14), 5331-5344 (2014)
David R Gang et al.
Plant physiology, 130(3), 1536-1544 (2002-11-13)
Sweet basil (Ocimum basilicum) peltate glandular trichomes produce a variety of small molecular weight phenylpropanoids, such as eugenol, caffeic acid, and rosmarinic acid, that result from meta hydroxylation reactions. Some basil lines do not synthesize eugenol but instead synthesize chavicol
Sylvie Garneau-Tsodikova et al.
Journal of the American Chemical Society, 128(39), 12600-12601 (2006-09-28)
The red streptomycete metabolite prodigiosin has a unique tripyrrolic structure with two of the three pyrrolyl moieties in tandem. Five enzymes, PigA,G,H,I, and J, are involved in dipyrrole (rings A and B) formation. We have heterologously expressed and purified from

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