J. Parsch et Jw. Engels, Stacking and stability of RNA duplexes containing fluorobenzene and fluorobenzimidazole nucleosides, NUCLEOS NUC, 20(4-7), 2001, pp. 815-818
Six different fluorobenzene or fluorobenzimidazole ribonucleosides and one
abasic site were incorporated in oligoribonucleotides. Individual contribut
ions of base stacking and solvation of the modified nucleosides could be de
termined. In fluorobenzene . fluorobenzimidazole-modified base pairs a dupl
ex stabilizing force was found that points to a weak F...H hydrogen bond. T
he lipophilicity of the unprotected nucleosides were investigated by determ
ination of 1-octanol water partition coefficients.