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| Names | |
|---|---|
| Preferred IUPAC name (3,4-Dihydroxyphenyl)acetic acid | |
| Other names 2-(3,4-Dihydroxyphenyl)acetic acid | |
| Identifiers | |
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3D model (JSmol) | |
| ChEBI | |
| ChEMBL | |
| ChemSpider |
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| DrugBank |
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| ECHA InfoCard | 100.002.750 |
| KEGG |
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| MeSH | 3,4-Dihydroxyphenylacetic+Acid |
| UNII | |
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| Properties | |
| C8H8O4 | |
| Molar mass | 168.148 g·mol−1 |
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). | |
3,4-Dihydroxyphenylacetic acid (DOPAC) is ametabolite of theneurotransmitterdopamine. Dopamine can be metabolized into one of three substances. One such substance is DOPAC. Another is3-methoxytyramine (3-MT). Both of these substances are degraded to formhomovanillic acid (HVA). Both degradations involve the enzymesmonoamine oxidase (MAO) andcatechol-O-methyl transferase (COMT), albeit in reverse order: MAO catalyzes dopamine to DOPAC, and COMT catalyzes DOPAC to HVA; whereas COMT catalyzes dopamine to 3-MT and MAO catalyzes 3-MT to HVA. The third metabolic end-product of dopamine isnorepinephrine (noradrenaline).
It can also be found in the bark ofEucalyptus globulus.[1]
This product has been synthesized (52% yield) from4-hydroxyphenylacetic acid viaaerobicbiotransformation using whole cell cultures ofArthrobacter protophormiae.[2][3]
