Abstract Diiminosuccinonitrile (DISN) has been investigated as a potential prebiotic phosphorylating agent. It is formed readily by the oxidation of diaminomaleonitrile (DAMN), a tetramer of HCN, DISN effects the cyclization of 3′-adenosine monophosphate to adenosine 2′,3′-cyclic phosphate in up to 40% yield. The DISN-mediated phosphorylation of uridine to uridine monophosphate does not proceed efficiently in aqueous solution. The reaction of DISN and BrCN with uridine-5′-phosphate and uridine results in the formation of 2,2′-anhydronucleotides and 2,2′-anhydronucleosides respectively, and other reaction products resulting from an initial reaction at the 2′- and 3′-hydroxyl groups. The clay mineral catalysis of the cyclization of adenosine-3′-phosphate was investigated using homoionic montmorillonites.
Prebiotic synthesis and reactions of nucleosides and nucleotides
Advances in Space Research ; 3 , 9 ; 61-68
1983-01-01
8 pages
Article (Journal)
Electronic Resource
English
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