Abstract:
:Synthetic pheomelanins from enzymic oxidation of the 3,4-dihydroxyphenylalanine (dopa) derivative 5-S-cysteinyldopa have been examined by ESR spectroscopy. These alkalisoluble polymers contain a novel kind of free radical that is spectroscopically distinct from that found in eumelanins. Delocalization of the unpaired electron onto a nitrogen atom and the ability of the radical to chelate complexing metal ions strongly suggest an o-semiquinonimine structure. The synthetic pheomelanin was compared with natural red pigments extracted from human red hair and from red chicken feathers. Spectroscopically, the chicken feather pheomelanin is almost identical to synthetic cysteinyldopa pheomelanin. In contrast, the pigment from red hair has a major spectral component very similar to that found in dopa melanin, with a smaller component corresponding to that found in cysteinyldopa melanin.
journal_name
Proc Natl Acad Sci U S Aauthors
Sealy RC,Hyde JS,Felix CC,Menon IA,Prota G,Swartz HM,Persad S,Haberman HFdoi
10.1073/pnas.79.9.2885subject
Has Abstractpub_date
1982-05-01 00:00:00pages
2885-9issue
9eissn
0027-8424issn
1091-6490journal_volume
79pub_type
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