850217

Sigma-Aldrich

3,4-Dihydroxyphenylacetic acid

98%

Synonym(s):
Homoprotocatechuic acid, DOPAC
Linear Formula:
(HO)2C6H3CH2CO2H
CAS Number:
Molecular Weight:
168.15
Beilstein/REAXYS Number:
2211017
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

98%

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.

Packaging

1, 5 g in glass bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

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...
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...
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)
Muhammed Saif et al.
Behavioural brain research, 243, 294-299 (2013-01-30)
Zebrafish are gaining popularity in behavioural brain research as this species combines practical simplicity with system complexity. The dopaminergic system has been thoroughly investigated using mammals. Dopamine plays important roles in motor function and reward. Zebrafish have dopamine receptors homologous...
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)

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