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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1198091Generated: October 25, 2026

Levodopa → 5,6-Dihydroxyindole

https://huagongshe.com/reaction/1198091

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLevodopaHCID 6047—
ReactantL-TyrosineHCID 6057—
ReactantDopachromeHCID 119399—
ReactantMelaninsHCID 6325610—
ReactantEumelaninsHCID 102582077—
Product5,6-DihydroxyindoleHCID 114683—

Reaction Steps

As reported, for example, in Prota, Progress in the Chemist of Melanins and Related Metabolites, Med. Res. Reviews, 8:525-56 (1988), melanins are naturally occurring pigments present in hair and skin. In humans biosynthesis takes place in tyrosinase containing melanocytes. The tyrosinase enzyme catalyzes the hydroxylation of tyrosine to dopa and its subsequent oxidation to dopachrome. Once formed, dopachrome undergoes a series of complex reactions in the formation of eumelanins and phaeomelanins. Melanins provide black and deep brown pigments, and are formed by oxidative polymerization of 5,6-dihydroxyindole derived biogenetically during the melanogenesis. On the other hand, phaeomelanins provide yellow to reddish brown pigmentation to hair, and are formed by oxidative polymerization of cystein-S-yl-dopas via 1,4-benzothiazine intermediates.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05279618
Source datasetuspto-grants-1994_01
ORD IDord-14d7f07eea874e76bc9788326f81e766
Source noteuspto-grants-1994_01