Dopal (>80%)

CAS: 5707-55-1

Ref. TR-D533885

Product Information

• Name: Dopal (>80%)
• Synonyms: 2-(3,4-dihydroxyphenyl)acetaldehyde, 2-(3,4-Dihydroxyphenyl)acetaldehyde, 3,4-Dihydroxy-α-tolualdehyde, 3,4-Dihydroxybenzeneacetaldehyde, Acetaldehyde, (3,4-dihydroxyphenyl)-, Benzeneacetaldehyde, 3,4-Dihydroxy-, Dopal, Homoprotocatechualdehyde, (3,4-Dihydroxyphenyl)acetaldehyde

Description

Stability Air Sensitive, Hygroscopic
Applications Dopal is a product of Dopamine (CAT# D533780) catabolism by monoamine oxidase and may be further oxidized to 3,​4-​Dihydroxyphenylacetic Acid (CAT# D454250) via aldehyde dehydrogenase. DOPAL can also be reduced to Hydroxy Tyrosol (CAT# H977000) via cytosolic aldehyde or aldose reductase. DOPAL is harmful to nigrostriatal DA terminals and contributes to the profound putamen DA deficiency found in Parkinson's disease. Cytosolic and mitochondrial aldehyde dehydrogenase (ALDH) isoenzymes deficiency in mice results in increased levels of DOPAL, causing neurodegeneration and motor dysfunction also associated with Parkinson's disease.
References Jinsmaa, Y., et al.: Chem. Res. Toxicol., 22, 835 (2009); Goldstein, D. S., et al.: J. Neurochem., 126, 591 (2013); Panneton, W. M., et al.: PLoS One, 5, e15251 (2010); Wey, M. C., et al.: PLoS One, 7, e31522 (2012)

• Brand: TRC

Chemical properties

• Molecular weight: 152.15
• Formula: C₈H₈O₃
• Purity: >80%
• Color/Form: Neat
• InChI: InChI=1S/C8H8O3/c9-4-3-6-1-2-7(10)8(11)5-6/h1-2,4-5,10-11H,3H2
• InChI key: InChIKey=IADQVXRMSNIUEL-UHFFFAOYSA-N
• SMILES: O=CCc1ccc(O)c(O)c1