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37870

Sigma-Aldrich

3-(2,4-Dihydroxyphenyl)propionic acid

≥95.0% (HPLC)

Synonym(s):

2,4-Dihydroxyhydrocinnamic acid, Hydroumbellic acid

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About This Item

Empirical Formula (Hill Notation):
C9H10O4
CAS Number:
Molecular Weight:
182.17
Beilstein/REAXYS Number:
2694769
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥95.0% (HPLC)

form

solid

mp

158-162 °C

SMILES string

OC(=O)CCc1ccc(O)cc1O

InChI

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

InChI key

HMCMTJPPXSGYJY-UHFFFAOYSA-N

General description

3-(2,4-Dihydroxyphenyl)propionic acid is a 3,4-dihydroxyphenylalanine (DOPA) analog. It is a building block for heterocyclic compounds.

Application

3-(2,4-Dihydroxyphenyl)propionic acid (DHPPA) may be used as substrate for the o-diphenolase in microplate assays of serum and hemocyte supernatants from QXR3 and wild type oysters for the quantitation of o-diphenolase activity.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Kathryn Newton et al.
Developmental and comparative immunology, 28(6), 565-569 (2004-06-05)
QX is a fatal disease in Sydney rock oysters (Saccostrea glomerata) that results from infection by the protistan parasite, Marteilia sydneyi. Since 1997, the New South Wales Fisheries Service has bred S. glomerata for resistance to QX disease. The current
B Morin et al.
The Biochemical journal, 330 ( Pt 3), 1059-1067 (1998-05-23)
A major product of hydroxy-radical addition to tyrosine is 3, 4-dihydroxyphenylalanine (DOPA) which has reducing properties. Protein-bound DOPA (PB-DOPA) has been shown to be a major component of the stable reducing species formed during protein oxidation under several conditions. The
A new synthesis of psoralene [(author's transl)].
O Dann et al.
Archiv der Pharmazie, 308(2), 121-130 (1975-02-01)
Andreia Gomes et al.
Nutrients, 11(11) (2019-11-07)
Diets rich in (poly)phenols are associated with a reduced reduction in the incidence of cardiovascular disorders. While the absorption and metabolism of (poly)phenols has been described, it is not clear how their metabolic fate is affected under pathological conditions. This
Violetta Mohos et al.
International journal of molecular sciences, 20(11) (2019-06-05)
Quercetin is an abundant flavonoid in nature and is used in several dietary supplements. Although quercetin is extensively metabolized by human enzymes and the colonic microflora, we have only few data regarding the pharmacokinetic interactions of its metabolites. Therefore, we

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