Synthesis and properties of aminopropyl nucleic acids.
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.
Zhou
Ding
D
Laboratory of Medicinal Chemistry, Rega Institute for Medical Research, K.U. Leuven, Minderbroedersstraat 10, 3000 Leuven, Belgium.
Lagoja
Irene M
IM
Rozenski
Jef
J
Busson
Roger
R
Van Aerschot
Arthur
A
Herdewijn
Piet
P
D000225:Adenine; D000577:Amides; D000588:Amines / Q000737:chemistry*; D020029:Base Pairing; D009691:Nucleic Acid Denaturation; D009705:Nucleosides / Q000138:chemical synthesis; D009841:Oligonucleotides / Q000138:chemical synthesis*; D010756:Phosphoric Acids; D013696:Temperature; D013941:Thymine
D000577:Amides; D000588:Amines; D009705:Nucleosides; D009841:Oligonucleotides; D010756:Phosphoric Acids; C011067:phosphoramidic acid; D000225:Adenine; D013941:Thymine