PMID- 3142518 OWN - NLM STAT- MEDLINE DCOM- 19890109 LR - 20190613 IS - 0006-2960 (Print) IS - 0006-2960 (Linking) VI - 27 IP - 16 DP - 1988 Aug 9 TI - Function of dopachrome oxidoreductase and metal ions in dopachrome conversion in the eumelanin pathway. PG - 6156-9 AB - The conversion of dopachrome (DC) in the eumelanin pathway has been analyzed to determine the specific product and the role of enzyme control. 5,6-Dihydroxyindole (DHI) and 5,6-dihydroxyindole-2-carboxylic acid (DHICA) were quantitated by HPLC with fluorescent detection, after DC incubation with heated and unheated preparations of B-16 melanoma derived dopachrome oxidoreductase (DCOR). The enzyme-catalyzed reaction produced DHICA as the major product, while DHI formed with the spontaneous reaction. It had originally been suggested that the major product of DC conversion was DHI, with DHICA being formed as a minor product of this conversion [Raper, H.S. (1927) Biochem. J. 21, 89-96]. Copper, nickel, and cobalt ions promoted conversion of DC, with nickel simulating DCOR activity. Removal of free ions from unheated DCOR did not alter DC conversion. We conclude that the major product of DC conversion is DHICA and that DCOR is responsible for this conversion. FAU - Leonard, L J AU - Leonard LJ AD - Department of Genetics and Cell Biology, University of Minnesota, Minneapolis 55455. FAU - Townsend, D AU - Townsend D FAU - King, R A AU - King RA LA - eng GR - AM32407/AM/NIADDK NIH HHS/United States GR - GM22167/GM/NIGMS NIH HHS/United States PT - Journal Article PT - Research Support, U.S. Gov't, P.H.S. PL - United States TA - Biochemistry JT - Biochemistry JID - 0370623 RN - 0 (Indolequinones) RN - 0 (Indoles) RN - 0 (Melanins) RN - 0 (Metals) RN - 0 (Quinones) RN - 12627-86-0 (eumelanin) RN - 3571-34-4 (dopachrome) RN - 4790-08-3 (5,6-dihydroxy-2-indolylcarboxylic acid) RN - EC 1.10.3.1 (Catechol Oxidase) RN - EC 5.3.- (Intramolecular Oxidoreductases) RN - EC 5.3.3.12 (dopachrome isomerase) RN - Z3OC8499KG (5,6-dihydroxyindole) SB - IM MH - Animals MH - Catechol Oxidase/*metabolism MH - Hot Temperature MH - In Vitro Techniques MH - *Indolequinones MH - Indoles/*metabolism MH - *Intramolecular Oxidoreductases MH - Melanins/*metabolism MH - Melanocytes/metabolism MH - Melanoma, Experimental/metabolism MH - Metals MH - Mice MH - Quinones/*metabolism EDAT- 1988/08/09 00:00 MHDA- 1988/08/09 00:01 CRDT- 1988/08/09 00:00 PHST- 1988/08/09 00:00 [pubmed] PHST- 1988/08/09 00:01 [medline] PHST- 1988/08/09 00:00 [entrez] AID - 10.1021/bi00416a049 [doi] PST - ppublish SO - Biochemistry. 1988 Aug 9;27(16):6156-9. doi: 10.1021/bi00416a049.