Reaction of nucleobases with α-acetylenic esters, potentially useful for chemical modification of nucleic acids

…, JY Le Gall, S Colinart, F Durant, B Norberg, G Evrard

Index: Olomucki, M.; Gall, J. Y., Le; Colinart, S.; Durant, F.; Norberg, B.; Evrard, G. Tetrahedron Letters, 1984 , vol. 25, # 32 p. 3471 - 3474

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Citation Number: 20

Abstract

Summary : The NH2 group and the adjacent ring nitrogen of adenosine and cytidine react with a-acetylenic esters by addition across the triple bond and formation of a lactam with the ester group. We have recently shown that chlorotetrolic (4-chloro-2-butynoic) esters', C1CH2-CzC-COOR, react under mild conditions with nucleophiles analogous to those present in proteins2. Tests with small model molecules and with proteins have demonstrated the ...