Urea-acetylene dicarboxylic acid reaction: a likely pathway for prebiotic uracil formation.
A number of routes have been suggested for the prebiotic synthesis of uracil involving the reaction of urea with malic acid, propiolic acid, cyanoacetylene and others. Cyanoacetylene has been detected in the interstellar medium as well as simulated prebiotic experiments. It is therefore plausible that dicyanoacetylene and its hydrolytic product acetylene dicarboxylic acid (ADCA) may have played a role in chemical evolution. This aspect has been examined in the present work for the synthesis of uracil from ADCA and urea reaction. It was found that when ADCA reacted with urea, uracil was formed only in the presence of phosphoric acid and phosphates. ammonium phosphates gave higher yields of uracil than other phosphates. In the absence of phosphoric acid or phosphates no uracil formation took place. This type of synthesis could have taken place in prebiotic oceans which contained ammonium phosphates and other salts.
D000114:Acetylene / Q000031:analogs & derivatives*; D000480:Alkynes; D005231:Fatty Acids, Unsaturated; D010710:Phosphates; D014498:Uracil / Q000138:chemical synthesis*; D014508:Urea
D000480:Alkynes; D005231:Fatty Acids, Unsaturated; D010710:Phosphates; C024060:2-butynedioic acid; D014498:Uracil; D014508:Urea; D000114:Acetylene