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Issue 5, 2013
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Synthesis and structural studies of S-type/N-type-locked/frozen nucleoside analogues and their incorporation in RNA-selective, nuclease resistant 2′–5′ linked oligonucleotides

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Abstract

2′-endo locked or frozen (S-type)/3′-endo locked or frozen (N-type) nucleoside analogues were synthesized. Conformational analysis based on 3JHH and NOE measurements is presented which is further confirmed by X-ray crystal structural studies. 2′–5′ isoDNA oligonucleotides (ON) were synthesized using these modified nucleoside analogues and UV-Tm studies of the resultant 2′–5′ isoDNA : RNA duplexes reflect the site- and sequence-dependent effects and confirm that the S-type sugar conformations were preferred over the N-type sugar geometry in such duplexes.

Graphical abstract: Synthesis and structural studies of S-type/N-type-locked/frozen nucleoside analogues and their incorporation in RNA-selective, nuclease resistant 2′–5′ linked oligonucleotides

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Supplementary files

Article information


Submitted
04 May 2012
Accepted
07 Nov 2012
First published
07 Nov 2012

Org. Biomol. Chem., 2013,11, 746-757
Article type
Paper

Synthesis and structural studies of S-type/N-type-locked/frozen nucleoside analogues and their incorporation in RNA-selective, nuclease resistant 2′–5′ linked oligonucleotides

N. Erande, A. D. Gunjal, M. Fernandes, R. Gonnade and V. A. Kumar, Org. Biomol. Chem., 2013, 11, 746
DOI: 10.1039/C2OB26762D

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