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850217

Sigma-Aldrich

3,4-Dihydroxyphenylacetic acid

98%

Synonym(s):

DOPAC, Homoprotocatechuic acid

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About This Item

Linear Formula:
(HO)2C6H3CH2CO2H
CAS Number:
102-32-9
Molecular Weight:
168.15
Beilstein:
2211017
EC Number:
203-024-1
MDL number:
MFCD00004338
UNSPSC Code:
12352100
PubChem Substance ID:
24888293
NACRES:
NA.22

Assay

98%

form

powder

mp

127-130 °C (lit.)

solubility

water: soluble 50 mg/mL, clear, almost colorless

SMILES string

OC(=O)Cc1ccc(O)c(O)c1

InChI

1S/C8H8O4/c9-6-2-1-5(3-7(6)10)4-8(11)12/h1-3,9-10H,4H2,(H,11,12)

InChI key

CFFZDZCDUFSOFZ-UHFFFAOYSA-N

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General description

3,4-dihydroxyphenylacetic acid (DOPAC) is a normal constituent of rat brain tissue. A mass fragmentographic method for determination of DOPAC in rat brain tissue has been described. It is major metabolite of dopamine (DA). The voltammetric reduction of DOPAC has been studied at a glassy carbon electrode modified with single-wall carbon nanotubes (SWNTs). Semi-automatic fluorometric assay technique for DOPAC has been reported.

Application

3,4-Dihydroxyphenylacetic acid may be employed as ligand in the preparation of Mo(VI) complexes.

Other Notes

2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

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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Simultaneous mass fragmentographic determination of 3, 4-dihydroxyphenylacetic acid and 4 hydroxy-3-methoxyphenylacetic acid in brain tissue.
F A Wiesel et al.
Journal of neural transmission, 35(4), 319-326 (1974-01-01)
A Y Deutch et al.
Brain research, 333(1), 143-146 (1985-04-29)
The effects of stress on dopamine (DA) metabolism in the mesencephalic DA cell body areas and DA terminal field regions were examined. Both mild footshock stress and exposure to a neutral stimulus previously paired with footshock resulted in a selective
Molybdenum catecholates as models for Mo in biological systems. 1. Synthesis and spectroscopic study on Mo complexes with 3, 4-dihydroxybenzoic and 3, 4-dihydroxyphenylacetic acid.
Karaliota A, et al.
Journal of Inorganic Biochemistry, 69(1), 79-90 (1998)
Electrocatalytic oxidation of 3, 4-dihydroxyphenylacetic acid at a glassy carbon electrode modified with single-wall carbon nanotubes.
Wang J, et al.
Electrochimica Acta, 47(4), 651-657 (2001)
B H Westerink et al.
European journal of pharmacology, 38(2), 281-291 (1976-08-01)
A concurrent semi-automatic fluorometric assay technique for 3,4-dihydroxyphenylacetic acid (DOPAC) and homovanillic acid (HVA), is described. The method is based on a rapid manually performed isolation of DOPAC and HVA on small columns of Sephadex G-10 followed by an automated
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