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Issue 6, 2016
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Design, synthesis, and duplex-stabilizing properties of conformationally constrained tricyclic analogues of LNA

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Abstract

The design, synthesis and biophysical evaluation of two highly-constrained tricyclic analogues of locked nucleic acid (LNA), which restrict rotation around the C4′–C5′-exocyclic bond (torsion angle γ) and enhance hydrophobicity in the minor groove and along the major groove, are reported. A structural model that provides insights into the sugar–phosphate backbone conformations required for efficient hybridization to complementary nucleic acids is also presented.

Graphical abstract: Design, synthesis, and duplex-stabilizing properties of conformationally constrained tricyclic analogues of LNA

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Supplementary files

Article information


Submitted
05 Nov 2015
Accepted
16 Dec 2015
First published
14 Jan 2016

Org. Biomol. Chem., 2016,14, 2034-2040
Article type
Paper

Design, synthesis, and duplex-stabilizing properties of conformationally constrained tricyclic analogues of LNA

R. D. Giacometti, J. C. Salinas, M. E. Østergaard, E. E. Swayze, P. P. Seth and S. Hanessian, Org. Biomol. Chem., 2016, 14, 2034
DOI: 10.1039/C5OB02576A

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