Collection of Czechoslovak Chemical Communications vol:61 pages:S234-S237
The 4-O-phosphoramidites of monomethoxytritylated 4-hydroxy-N-[(N-6-benzoyladenin-9-yl)acetyl]prolinol and 4-hydroxy-N-[(thymin-1-yl)acetyl]prolinol were prepared for incorporation into nucleic acids. The L-trans all-adenine oligonucleotide (ON) hybridises to natural oligothymidylate, apparently via tripler formation. All-purine sequences of the L-trans form can also form homo-complexes with their pyrimidine counterpart. The D-trans compounds five larger destabilisation when inserted in DNA. D-trans all-adenine ONs do not form complexes with natural oligothymidylate. For this series of modified ONs no hybridisation could be detected between complementary strands of opposite enantiomeric form.