Quantification of Naturally Occurring Pyrrole Acids in Melanosomes†
- 9 April 2008
- journal article
- Published by Wiley in Photochemistry and Photobiology
- Vol. 84 (3), 700-705
- https://doi.org/10.1111/j.1751-1097.2008.00328.x
Abstract
Three naturally occurring pyrrole acids were found in Sepia, human black hair, and bovine choroid and iris melanosomes using high-performance liquid chromatography and mass spectrometry--pyrrole-2,3-dicarboxylic acid (PDCA), pyrrole-2,3,5-tricarboxylic acid (PTCA) and pyrrole-2,3,4,5-tetracarboxylic acid (PTeCA). PDCA and PTCA are common markers quantified from oxidative degradation of eumelanins. Using standards, the amounts of naturally occurring PDCA and PTCA were determined and compared to those obtained following peroxide oxidation of the same samples. Because the naturally occurring acids are water soluble, these results indicate that care must be exercised when comparing PDCA and PTCA yields from the degradation analyses of melanins isolated and prepared by different methods. This work also establishes that PTeCA is a naturally occurring pyrrole acid in melanosomes.Keywords
This publication has 18 references indexed in Scilit:
- The differing embryonic origins of retinal and uveal (iris/ciliary body and choroid) melanosomes are mirrored by their phospholipid compositionPigment Cell Research, 2007
- Characterization of Melanins in Human Irides and Cultured Uveal Melanocytes From Eyes of Different ColorsExperimental Eye Research, 1998
- Chemical Degradation of Melanins: Application to Identification of Dopamine‐melaninPigment Cell Research, 1998
- Comparison of High Performance Liquid Chromatography and Stereological Image Analysis for the Quantitation of Eumelanins and Pheomelanins in Melanoma Cells*Pigment Cell Research, 1998
- An Improved Modification of Permanganate Oxidation of Eumelanin That Gives a Constant Yield of Pyrrole‐2,3,5‐Tricarboxylic AcidPigment Cell Research, 1994
- Microanalysis of eumelanin and pheomelanin in hair and melanomas by chemical degradation and liquid chromatographyAnalytical Biochemistry, 1985
- Quantitative Analysis of Eumelanin and Pheomelanin in Hair and MelanomasJournal of Investigative Dermatology, 1983
- Isolation of oligomers of 5,6-dihydroxyindole-2-carboxylic acid from the eye of the catfishBiochemical Journal, 1974
- Isolation of pyrrole-2,3,4-tricarboxylic acid and pyrrole-2,3,4,5-tetracarboxylic acid from sepiomelanin oxidation productsTetrahedron Letters, 1961
- The structure of melanins and melanogenesis—ITetrahedron, 1961