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

hazcat

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

storage_class_code

11 - Combustible Solids

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

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...
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)
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)
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)
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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