A dopamine metabolite
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3,4-Dihydroxyphenylacetic Acid

Item No. 24912

Technical Information
Formal Name
3,4-dihydroxy-benzeneacetic acid
CAS Number
102-32-9
Synonyms
  • DOPAC
  • NSC 73191
Molecular Formula
C8H8O4
Formula Weight
Purity
≥98%
Formulation
A crystalline solid
DMF: 1 mg/mlPBS (pH 7.2): 10 mg/ml
λmax
280 nm
SMILES
OC1=C(O)C=CC(CC(O)=O)=C1
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    3,4-dihydroxyphenylacetic acid (DOPAC) is a metabolite of dopamine (Item No. 21992) formed through deamination by monoamine oxidase (MAO).1 DOPAC is further metabolized by catechol-O-methyltransferase (COMT) to form homovanillic acid, and DOPAC levels are increased 5- to 6-fold compared to wild-type in the nucleus accumbens, striatum, and prefrontal cortex of COMT knockout mice. DOPAC oxidation is catalyzed by α-synuclein and oxidized DOPAC binds to monomeric α-synuclein preventing fibrillation.2 In vivo, foot shock stress increases DOPAC levels relative to control by approximately 45% in the prefrontal cortex and by 15% in the olfactory tubercles and ventral tegmental area (VTA) in rats.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Käenmaki, M., Tammimäki, A., Myöhänen, T., et alQuantitative role of COMT in dopamine clearance in the prefrontal cortex of freely moving mice. J. Neurochem. 114(6), 1745-1755 (2010).

    2. Zhou, W., Gallagher, A., Hong, D.P., et alAt low concentrations, 3,4-dihydroxyphenylacetic acid (DOPAC) binds non-covalently to α-synuclein and prevents its fibrillation. J. Mol. Biol. 388(3), 597-610 (2009).

    3. Deutch, A.Y., Tam, S.Y., and Roth, R.H. Footshock and conditioned stress increase 3,4-dihydroxyphenylacetic acid (DOPAC) in the ventral tegmental area but not substantia nigra. Brain Res. 333(1), 143-146 (1985).