Effect of aluminum (III) on the conversion of dopachrome in the melanin synthesis pathway.
The effect of aluminum ions on the kinetics and mode of the conversion of dopachrome (DC) in acidic environment has been studied using UV-Vis spectrophotometric and cyclic voltammetric methods. The DC conversion step is an important reaction in melanogenesis. Aluminum ions catalyze greatly the decarboxylative transformation of DC to give 5,6-dihydroxyindole (DHI) rather than 5,6-dihydroxyindole-2-carboxylic acid (DHICA) at pH 5.5, which enhance the ratio of formation DHI/DHICA in melanin synthesis pathway. The kinetics of DC conversion catalyzed by aluminum ions is dependent on the concentration of DC and aluminum ions. These results provide evidence that aluminum ions could play a role in the synthesis of melanin pathway in acidic condition through catalyzing the DC decarboxylative transformation to yield DHI and influence the melanin structure and properties.
Department of Chemistry, Nanjing University, Nanjing 210093, People's Republic of China.
Junwei
J
Di
Shuping
S
Bi
D000535:Aluminum / Q000737:chemistry*; D006863:Hydrogen-Ion Concentration; D045563:Indolequinones / Q000737:chemistry*; D007211:Indoles / Q000737:chemistry; D007477:Ions; D007700:Kinetics; D008543:Melanins / Q000096:biosynthesis*; D008956:Models, Chemical; D018384:Oxidative Stress; D013053:Spectrophotometry / Q000379:methods*; D013696:Temperature; D013997:Time Factors; D014466:Ultraviolet Rays
D045563:Indolequinones; D007211:Indoles; D007477:Ions; D008543:Melanins; C001123:dopachrome; D000535:Aluminum; C033871:5,6-dihydroxyindole