202127-95-5Relevant academic research and scientific papers
Oligonucleotide analogues with 4-hydroxy-N-acetylprolinol as sugar substitute
Ceulemans, Griet,Van Aerschot, Arthur,Wroblowski, Berthold,Rozenski, Jef,Hendrix, Chris,Herdewijn, Piet
, p. 1997 - 2010 (2007/10/03)
Modified oligonucleotides incorporating trans-4-hydroxy-N-acetyl-L-prolinol (trans-4-HO-L-NAP) or its D-analogue as sugar substitute were synthesised with adenine and thymine as nucleobases. All-adenine oligonucleotides built from (2S,4S) or (2R,4R)-cis-4
Nucleosides and Oligonucleotides Derived from trans-4-Hydroxy-N-acetylprolinol
Ceulemans, G.,Aerschot, A. Van,Herdewijn, P.
, p. S234 - S237 (2007/10/03)
The 4-O-phosphoramidites of monomethoxytritylated 4-hydroxy-N-6-benzoyladenin-9-yl)acetyl>prolinol and 4-hydroxy-N-prolinol were prepared for incorporation into nucleic acids.The L-trans all-adenine oligonucleotide (ON) hybridises to natural oligothymidylate, apparently via triplex formation.All-purine sequences of the L-trans form can also form homo-complexes with their pyrimidine counterpart.The D-trans compounds give 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.
