Chembiochem
Author:
Keywords:
Adenine, Amides, Amines, Base Pairing, Nucleic Acid Denaturation, Nucleosides, Oligonucleotides, Phosphoric Acids, Temperature, Thymine, Science & Technology, Life Sciences & Biomedicine, Biochemistry & Molecular Biology, Chemistry, Medicinal, Pharmacology & Pharmacy, aminopropyl nucleosides, chirality, nucleic acids, nucleosides, phosphoramidates, GLYCOLALDEHYDE PHOSPHATE, PHOSPHORAMIDATE LINKAGES, PREBIOTIC SYNTHESIS, NUCLEOSIDE, CHEMISTRY, PRODUCTS, ANALOG, TNA, 0304 Medicinal and Biomolecular Chemistry, 0601 Biochemistry and Cell Biology, Organic Chemistry, 3101 Biochemistry and cell biology, 3404 Medicinal and biomolecular chemistry
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.