Abstract Diiminosuccinonitrile (DISN), formed by the oxidation of diaminomaleonitrile (DAMN), has been investigated as a potential prebiotic phosphorylating agent. DISN effects the cyclization of 3′-adenosine monophosphate to adenosine 2′, 3′-cyclic phosphate in up to 39% yield. The mechanism of this reaction was investigated. The DISN-mediated phosphorylation of uridine to uridine monophosphate does not proceed efficiently in aqueous solution. The reaction of DISN 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.
The prebiotic chemistry of nucleotides
Origins of life ; 14 , 1-4
1984
Aufsatz (Zeitschrift)
Englisch
Lokalklassifikation TIB: | 535/3908/4290 | |
BKL: | 44.71 Verkehrsmedizin |
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