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DOPAL

(Synonyms: 屈昔多巴杂质2) 目录号 : GC40945

A toxic dopamine metabolite

DOPAL Chemical Structure

Cas No.:5707-55-1

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5mg
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10mg
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50mg
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Sample solution is provided at 25 µL, 10mM.

Description

DOPAL is an aldehyde product of the oxidative deamination of dopamine by monoamine oxidase.[1] It can be further oxidized to 3,4-dihydroxyphenylacetic acid (DOPAC) by aldehyde dehydrogenase (ALDH) and, to a lesser extent reduced to 3,4-dihydroxyphenyl ethanol (DOPET). DOPAL is toxic to neurons.[2],[3] It can also oligomerize and precipitate α-synuclein, an event associated with Parkinson's disease.[2] Mice lacking cytosolic and mitochondrial forms of ALDH display increased levels of DOPAL as well as neurodegeneration and motor dysfunction characteristic of Parkinson’s disease.[4]

Reference:
[1]. Jinsmaa, Y., Florang, V.R., Rees, J.N., et al. Products of oxidative stress inhibit aldehyde oxidation and reduction pathways in dopamine catabolism yielding elevated levels of a reactive intermediate. Chemical Research in Toxicology 22(5), 835-841 (2009).
[2]. Goldstein, D.S., Sullivan, P., Holmes, C., et al. Determinants of buildup of the toxic dopamine metabolite DOPAL in Parkinson’s disease. Journal of Neurochemistry 126(5), 591-603 (2013).
[3]. Panneton, W.M., Kumar, V.B., Gan, Q., et al. The neurotoxicity of DOPAL: Behavioral and stereological evidence for its role in Parkinson disease pathogenesis. PLoS One 5(12), e15251 (2010).
[4]. Wey, M.C.Y., Fernandez, E., Martinez, P.A., et al. Neurodegeneration and motor dysfunction in mice lacking cytosolic and mitochondrial aldehyde dehydrogenases: implications for Parkinson’s disease. PLoS One 7(2), e31522 (2012).

化学性质

Cas No. 5707-55-1 SDF
别名 屈昔多巴杂质2
化学名 3,4-dihydroxy-benzeneacetaldehyde
Canonical SMILES OC1=C(O)C=CC(CC([H])=O)=C1
分子式 C8H8O3 分子量 152.1
溶解度 15mg/mL in ethanol or DMF, 10mg/mL in DMSO 储存条件 Store at -20°C, protect from light
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1 mg 5 mg 10 mg
1 mM 6.5746 mL 32.8731 mL 65.7462 mL
5 mM 1.3149 mL 6.5746 mL 13.1492 mL
10 mM 0.6575 mL 3.2873 mL 6.5746 mL
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