Dopachrome → 5,6-Dihydroxyindole

HRID 870024

Reaction equation

[CH2:1]1[C:11]2[C:4](=[CH:5][C:6]([C:8]([CH:10]=2)=[O:9])=[O:7])[NH:3][CH:2]1C(O)=O.OC1C=C2C(=CC=1O)NC(C(O)=O)=C2>>[OH:9][C:8]1[CH:10]=[C:11]2[C:4](=[CH:5][C:6]=1[OH:7])[NH:3][CH:2]=[CH:1]2

Participants

Reactant 2

HCID 119399Dopachrome2×

HCID 1194055,6-Dihydroxyindole-2-Carboxylic Acid

Product 1

HCID 1146835,6-Dihydroxyindole

Procedure

TRP-2 catalyzes the tautomerization of DOPAchrome to 5,6-dihydroxyindole-2-carboxylic acid (DHICA). In the absence of TRP-2, the DOPAchrome undergoes a spontaneous decarboxylation to form 5,6-dihydroxyindole (DHI).

Sources & evidence

ORD record: ord-156fa315f942447aa818dc27c51b2e44
Source dataset: uspto-grants-2015_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08969407B2

Linked notes

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