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- Title
Solid-Phase Synthesis of Dipeptide-Conjugated Nucleosides and Their Interaction with RNA.
- Authors
Guimin Dong; Liangren Zhang; Lihe Zhang
- Abstract
Dipeptide-conjugated nucleosides were efficiently synthesized from the intermediates of 3'-amino-3'-deoxy-nucleosides by using the solid-phase synthetic strategy with HOBt/HBTU (1-hydroxy-1H-benzotriazole/2-(1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium hexafluoroborate) as the coupling reagents (Schemes 13). CD Spectra and thermal melting studies showed that the synthesized hydrophobic dipeptide—thymidine and —uridine derivatives 8a8d, 13ad, and 18 had a mild affinity with the polyA·polyU duplex and could induce the change of RNA conformation. The results also implied that the interaction of conjugates with RNA might be related to the sugar pucker conformation of the nucleoside.
- Subjects
NUCLEOSIDES; PEPTIDES; SOLID-phase analysis
- Publication
Helvetica Chimica Acta, 2003, Vol 86, Issue 10, p3516
- ISSN
0018-019X
- Publication type
Article