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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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Publication details

The article was received on 05 Nov 2015, accepted on 16 Dec 2015 and first published on 14 Jan 2016


Article type: Paper
DOI: 10.1039/C5OB02576A
Citation: Org. Biomol. Chem., 2016,14, 2034-2040
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    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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