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Synthesis and properties of aminopropyl nucleic acids
Authors:Zhou Ding  Lagoja Irene M  Rozenski Jef  Busson Roger  Van Aerschot Arthur  Herdewijn Piet
Affiliation:Laboratory of Medicinal Chemistry, Rega Institute for Medical Research, K.U. Leuven, Minderbroedersstraat 10, 3000 Leuven, Belgium.
Abstract:Oligonucleotides that contain up to three aminopropyl nucleoside analogues have been synthesized. Dimers of aminopropyl adenine and thymidine were prepared and used as building blocks by applying phosphoramidite chemistry. Both R and S isomers of the aminopropyl nucleosides were used. This incorporation led to a reduction of thermal stability of double-stranded DNA. Furthermore, the (R)-adenine analogue, which yielded (S)-APNA, can be considered as a candidate for universal base pairing.
Keywords:aminopropyl nucleosides  chirality  nucleic acids  nucleosides  phosphoramidates
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