PMID- 2106316 OWN - NLM STAT- MEDLINE DCOM- 19900320 LR - 20190612 IS - 0006-291X (Print) IS - 0006-291X (Linking) VI - 166 IP - 3 DP - 1990 Feb 14 TI - Dopachrome conversion factor functions as an isomerase. PG - 1328-33 AB - Dopachrome conversion factor is an enzymatic activity associated with the pigmentary system which catalyzes the conversion of dopachrome, an intermediate in melanin biosynthesis, to dihydroxyindole-2-carboxylic acid (DHICA). To date, the mechanism of action of DCF has been unknown because all previous assays have employed a dopachrome substrate contaminated with L-dopa. It has therefore not been possible to determine whether L-dopa acts as a hydrogen donor in the reaction or whether the formation of DHICA occurs through an isomerization of dopachrome. In this study it is shown that DCF catalyzes the conversion of dopachrome to DHICA equally well in the presence or absence of L-dopa. The DCF-mediated reaction thus appears to be an isomeric rearrangement of hydrogen ions from one portion of the dopachrome molecule to another. The results indicate that the name "dopachrome isomerase" appropriately describes the function of DCF. FAU - Pawelek, J M AU - Pawelek JM AD - Department of Dermatology, Yale University School of Medicine, New Haven, CT 06510. LA - eng PT - Journal Article PT - Research Support, Non-U.S. Gov't PT - Research Support, U.S. Gov't, Non-P.H.S. PL - United States TA - Biochem Biophys Res Commun JT - Biochemical and biophysical research communications JID - 0372516 RN - 0 (Indolequinones) RN - 0 (Indoles) RN - 0 (Quinones) RN - 3571-34-4 (dopachrome) RN - EC 1.10.3.1 (Catechol Oxidase) RN - EC 5.- (Isomerases) RN - EC 5.3.- (Intramolecular Oxidoreductases) RN - EC 5.3.3.12 (dopachrome isomerase) SB - IM MH - Animals MH - Catechol Oxidase/isolation & purification/*metabolism MH - Chromatography, DEAE-Cellulose MH - Chromatography, High Pressure Liquid MH - *Indolequinones MH - Indoles/chemical synthesis/isolation & purification MH - *Intramolecular Oxidoreductases MH - *Isomerases MH - Kinetics MH - Melanoma, Experimental/enzymology MH - Mice MH - Quinones/chemical synthesis/isolation & purification EDAT- 1990/02/14 00:00 MHDA- 1990/02/14 00:01 CRDT- 1990/02/14 00:00 PHST- 1990/02/14 00:00 [pubmed] PHST- 1990/02/14 00:01 [medline] PHST- 1990/02/14 00:00 [entrez] AID - 0006-291X(90)91011-G [pii] AID - 10.1016/0006-291x(90)91011-g [doi] PST - ppublish SO - Biochem Biophys Res Commun. 1990 Feb 14;166(3):1328-33. doi: 10.1016/0006-291x(90)91011-g.