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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:
2694769
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

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 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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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
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
A new synthesis of psoralene [(author's transl)].
O Dann et al.
Archiv der Pharmazie, 308(2), 121-130 (1975-02-01)
Violetta Mohos et al.
Biomolecules, 10(3) (2020-03-12)
Flavonoids are abundant polyphenols in nature. They are extensively biotransformed in enterocytes and hepatocytes, where conjugated (methyl, sulfate, and glucuronide) metabolites are formed. However, bacterial microflora in the human intestines also metabolize flavonoids, resulting in the production of smaller phenolic
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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