Reaction of nucleic acid bases with .alpha.-acetylenic esters. 5. Synthesis and properties of adenosine and cytidine derivatives

Autor: Pierre Roques, Jean Yves Le Gall, Liliane Lacombe, Martin Olomucki
Rok vydání: 1992
Předmět:
Zdroj: The Journal of Organic Chemistry. 57:1579-1585
ISSN: 1520-6904
0022-3263
DOI: 10.1021/jo00031a045
Popis: α-Acetylenic esters are able to react under mild experimental conditions with the base moiety of adenosine and cytidine, while guanosine is unreactive. A double reaction of the triple bond and the ester group of the reagent with the NH 2 group and the adjacent ring nitrogen of the base yields derivatives in which an additional pyrimidone ring is fused to the original base. These derivatives can exist in two isomeric forms. In alkaline solution, or by prolonged heating in water, the medium pyrimidine ring of adenosine derivatives opens by loss of carbon 5
Databáze: OpenAIRE