Issue 36, 2015

Synthesis of oligodiaminomannoses and analysis of their RNA duplex binding properties and their potential application as siRNA-based drugs

Abstract

The synthesis of artificial cationic oligodiaminosaccharides, α-(1 → 4)-linked-2,6-diamino-2,6-dideoxy-D-mannopyranose oligomers (ODAMans), and their interactions with RNA duplexes are described. The monomer through the pentamer, all of which bear unnatural 2,6-diaminomannose moieties, were successfully prepared. UV melting and fluorescence anisotropy analyses revealed that the ODAMans bound and thermodynamically stabilized both 12mer RNA duplexes and an siRNA. Furthermore, it was clearly shown that the siRNA acquired substantial RNase A resistance due to its binding to the ODAMan 4mer.

Graphical abstract: Synthesis of oligodiaminomannoses and analysis of their RNA duplex binding properties and their potential application as siRNA-based drugs

Supplementary files

Article information

Article type
Paper
Submitted
08 Jul 2015
Accepted
30 Jul 2015
First published
10 Aug 2015

Org. Biomol. Chem., 2015,13, 9504-9515

Author version available

Synthesis of oligodiaminomannoses and analysis of their RNA duplex binding properties and their potential application as siRNA-based drugs

R. Iwata, A. Doi, Y. Maeda and T. Wada, Org. Biomol. Chem., 2015, 13, 9504 DOI: 10.1039/C5OB01384D

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