Bis- and trisuracil nucleosides with nucleobases anchored to 11-, 12-, and 16-membered macrocyclic scaffolds: synthesis and aggregation study.
Bis- and trisuracil nucleosides, in which the nucleobases are anchored to isoxazoline ring-fused 11-, 12-, and 16-membered macrooxacycles, were synthesized by nucleosidation of 1,2-isopropylidenefuranose ring-fused macrocycles. The nucleosides exhibited spherical and fiber-like morphologies in water. In one case, the morphology was significantly altered by complexation with an adenine nucleoside via complementary base pairing.
Sengupta
Jhimli
J
Chemistry Department, Indian Institute of Chemical Biology, 4, Raja S. C. Mullick Road, Kolkata 700032, India.
Mukhopadhyay
Ranjan
R
Bhattacharjya
Anup
A
D000225:Adenine / Q000737:chemistry; D003500:Cyclization; D007555:Isoxazoles / Q000737:chemistry; D046529:Microscopy, Electron, Transmission; D008958:Models, Molecular; D015394:Molecular Structure; D009705:Nucleosides / Q000737:chemistry*; D014498:Uracil / Q000737:chemistry*
D007555:Isoxazoles; D009705:Nucleosides; D014498:Uracil; D000225:Adenine