3,4-Dihydroxyphenylacetaldehyde
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Kekulé, skeletal formula of 3,4-dihydroxyphenylacetaldehyde | |
Names | |
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Systematic IUPAC name
2-(3,4-Dihydroxyphenyl)acetaldehyde[1]
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Identifiers | |
5707-55-1 | |
3DMet | B00668 |
Abbreviations | DOPAL |
ChEBI | CHEBI:27978 |
ChemSpider | 106504 |
6632 | |
Jmol 3D model | Interactive image Interactive image |
KEGG | C04043 |
MeSH | 3,4-dihydroxyphenylacetaldehyde |
PubChem | 119219 |
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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
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Phenylacetaldehyde |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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verify (what is ?) | |
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
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- ↑ 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.
- ↑ Li, W., Spaziano, V.T., Burke, WJ., "Synthesis of a biochemicallly important aldehyde - 3,4-dihydroxyphenylacetaldehyde", Bio-Organic Chemistry, 26, 45-50, 1998.