SYNTHESIS AND TRIPLEX FORMING PROPERTIES OF AN ACYCLIC N-7-GLYCOSYLATED GUANINE NUCLEOSIDE

A chiral acyclic nucleoside, one in which the ribose carbohydrate has been replaced with a glycerol-based linker, is prepared by glycosylati ng guanine at the N-7-nitrogen. The stereochemically pure derivative i s converted to a DMT-protected phosphoramidite for incorporation into DNA sequences. Sequence containing the acyclic N-7-dG nucleoside are c apable of forming DNA triplexes in which it is likely that the N-1-H a nd N-2-amino groups of the N-7-dG are involved in recognition of the g uanine base in G-C base pairs.