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Dopaquinone, cysteine form CD isomers
Stable Identifier
R-HSA-5662908
Type
Reaction [transition]
Species
Homo sapiens
Compartment
melanosome lumen
ReviewStatus
5/5
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Metabolism (Homo sapiens)
Metabolism of amino acids and derivatives (Homo sapiens)
Melanin biosynthesis (Homo sapiens)
Dopaquinone, cysteine form CD isomers (Homo sapiens)
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The layout of this reaction may differ from that in the pathway view due to the constraints in pathway layout
In the presence of sulfhydryl compounds such as cysteine, dopaquinone reacts to produce several cysteinyldopa (CD) isomers, 5-S-cysteinyldopa (5SCD) and 2-S-cysteinyldopa (2SCD) in 74% and 14% yields, respectively (Ito & Prota 1977, Thompson et al. 1985). 2,5-S,S'-dicysteinyldopa (DiCD) is produced in a 5% yield. Further oxidation of the thiol adducts leads to the formation of pheomelanin via benzothiazine intermediates.
Participants
Input
L-Cys [melanosome lumen]
L-Dopaquinone [melanosome lumen]
Output
Cysteinyldopa isomers [melanosome lumen]
Participates
as an event of
Melanin biosynthesis (Homo sapiens)
Authored
Jupe, S (2015-01-13)
Reviewed
d'Ischia, M (2015-02-13)
Ito, S (2015-02-13)
Created
Jupe, S (2015-01-14)
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