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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:
Molecular Weight:
168.15
Beilstein:
2211017
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
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.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

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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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
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)
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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