HCID 29719, compound → HCID 54574623, compound
Reaction equation
C1C(O)=C(O)C(SCC(N)C(O)=O)=CC=1CC(N)C(O)=O.[NH2:22][C@H:23]([C:25]([C:27]1[CH:39]=[C:38]([OH:40])[C:30]2[N:31]=[C:32](C(O)=O)[CH2:33][S:34][C:29]=2[CH:28]=1)=[O:26])[CH3:24]>>[NH2:22][C@H:23]([C:25]([C:27]1[CH:39]=[C:38]([OH:40])[C:30]2[N:31]=[CH:32][CH2:33][S:34][C:29]=2[CH:28]=1)=[O:26])[CH3:24]Participants
3
Procedure
The other pathway from dopaquinone to melanin involves the addition of cysteine to dopaquinone to produce 5-S-cysteinyldopa, followed by the oxidation of 5-S-cysteinyldopa to 5-S-cysteinyldopaquinone. A ring closure of the 5-S-cysteinyldopaquinone then yields 7-alanyl-5-hydroxy-3-carboxy-2H-1,4-benzothiazine which is subsequently decarboxylated to yield 7-alanyl-5-hydroxy-2H-1,4-benzothiazine. At this point, the 7-alanyl-5-hydroxy-2H-1,4-benzothiazine is converted to melanin and pheomelanin. Tyrosinase does not play any additional role in this melanin production pathway.
Sources & evidence
- ORD record
- ord-c4e3c543a6f44bd7b654a6387467280f
- Source dataset
- uspto-grants-1998_07
- Patent number
- US05776968
Reaction notes
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