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Merck
CN

H3253

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
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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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A M Dallagnol et al.
Journal of applied microbiology, 111(6), 1447-1455 (2011-09-29)
To evaluate the influence of biosynthetic precursors, intermediates and electron acceptors on the production of antifungal compounds [phenyllactic acid (PLA) and hydroxyphenyllactic acid (OH-PLA)] by Lactobacillus plantarum CRL 778, a strain isolated from home-made sourdough. Growth of fermentative activity and
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
A T Hendry et al.
Journal of general microbiology, 136(1), 45-50 (1990-01-01)
Lactic acid is readily utilized as a carbon and energy source by Neisseria gonorrhoeae. The oxidation of lactate is coupled to electron transport via a membrane-bound lactate dehydrogenase (iLDH) which is independent of pyridine nucleotide. The broad substrate specificity of
K Krnjević et al.
The Journal of physiology, 422, 127-144 (1990-03-01)
1. Interstitial pH (pHo) and field responses (to stratum radiatum stimulation) were recorded simultaneously with double-barrelled microelectrodes in the CA1 region of hippocampal slices from Sprague-Dawley rats. 2. Both the relative acidity and amplitude of field responses increased with depth

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