5,6-Dihydroxyindole-2-carboxylic acid is incorporated in mammalian melanin
- 1 September 1992
- journal article
- Published by Portland Press Ltd. in Biochemical Journal
- Vol. 286 (2) , 491-495
- https://doi.org/10.1042/bj2860491
Abstract
The role of 5,6-dihydroxyindole-2-carboxylic acid (DHICA) in the biosynthesis of melanins has been studied by using the incorporation of specifically radiolabelled melanogenic precursors into melanins formed by melanocytes growing in vitro and in vivo. Extracts of mouse melanocytes and intact viable melanocytes were found to incorporate into melanin from 25% to more than 60% of [1-14C]tyrosine. Melanins from melanoma tumours grown in mice were radiolabelled with 3,4-dihydroxy[1-14C]phenylalanine, purified and chemoselectively decarboxylated. Determination of the 14CO2 evolved showed that at least 20% of the precursor incorporated in vivo retains the label in the form of non-aminoacidic aromatic-type carboxyl groups. These results provide the first unambiguous demonstration that DHICA is incorporated in physiologically relevant amounts in mammalian melanins.Keywords
This publication has 31 references indexed in Scilit:
- Comparative action of dopachrome tautomerase and metal ions on the rearrangement of dopachromeBiochimica et Biophysica Acta (BBA) - General Subjects, 1991
- Regulation of mammalian melanogenesis I: partial purification and characterization of a dopachrome converting factor: dopachrome tautomeraseBiochimica et Biophysica Acta (BBA) - General Subjects, 1990
- Melanogenic Regulatory Factors in Coated Vesicles from Melanoma CellsJournal of Investigative Dermatology, 1989
- Melanin Monomers Within Coated Vesicles and Premelanosomes in Melanin Synthesizing CellsJournal of Investigative Dermatology, 1988
- Structural modifications in biosynthetic melanins induced by metal ionsBiochimica et Biophysica Acta (BBA) - General Subjects, 1988
- Effect of metal ions on the rearrangement of dopachromeBiochimica et Biophysica Acta (BBA) - General Subjects, 1987
- Reexamination of the structure of eumelaninBiochimica et Biophysica Acta (BBA) - General Subjects, 1986
- Malignant melanoma: Cross-reacting (common) tumor rejection antigensInternational Journal of Cancer, 1985
- Dopachrome Oxidoreductase: A New Enzyme in the Pigment PathwayJournal of Investigative Dermatology, 1984
- Melanin pigmentation in mammalsEndeavour, 1976