3,4-Dihydroxyphenylacetaldehyde

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3,4-Dihydroxyphenylacetaldehyde
Kekulé, skeletal formula of 3,4-dihydroxyphenylacetaldehyde
Names
Systematic IUPAC name
2-(3,4-Dihydroxyphenyl)acetaldehyde[1]
Identifiers
3DMet B00668
Abbreviations DOPAL
5707-55-1 N
ChEBI CHEBI:27978 YesY
ChemSpider 106504 YesY
Jmol-3D images Image
Image
KEGG C04043 YesY
MeSH 3,4-dihydroxyphenylacetaldehyde
PubChem 119219
Properties
C8H8O3
Molar mass 152.15 g·mol−1
Density 1.306 g/mL
Boiling point 351 °C (664 °F; 624 K)
Related compounds
Related 2-phenyl aldehydes
Phenylacetaldehyde

Phenylglyoxal

Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
 N verify (what isYesY/N?)
Infobox references

3,4-Dihydroxyphenylacetaldehyde (DOPAL) is a metabolite of the neurotransmitter dopamine. DOPAL is an important precursor of the major brain metabolites of dopamine, 3,4-dihydroxyphenylacetic acid and 4-hydroxy-3-methoxy-phenylacetic acid. DOPAL plays a role in Parkinson's disease.[2] DOPAL has been chemically synthesized.[3]

References[edit]

  1. ^ "3,4-dihydroxyphenylacetaldehyde - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 24 June 2005. Identification and Related Records. Retrieved 13 October 2011. 
  2. ^ Goldstein DS, Sullivan P, Holmes C, Miller GW, Alter S, Strong R, Mash DC, Kopin IJ, Sharabi Y., "Determinants of buildup of the toxic dopamine metabolite DOPAL in Parkinson's disease," J Neurochem. 2013 Sep;126(5):591-603.
  3. ^ Li, W., Spaziano, V.T., Burke, WJ., "Synthesis of a biochemicallly important aldehyde - 3,4-dihydroxyphenylacetaldehyde", Bio-Organic Chemistry, 26, 45-50, 1998.