Design, synthesis, and duplex-stabilizing properties of conformationally constrained tricyclic analogues of LNA. Issue 6 (14th January 2016)

• Record Type: Journal Article
• Authors: Giacometti, Robert D.; Salinas, Juan C.; Østergaard, Michael E.; Swayze, Eric E.; Seth, Punit P.; Hanessian, Stephen
• Is Part Of: Organic & biomolecular chemistry. Volume 14:Issue 6(2016)
• Page Start: 2034
• Page End: 2040
• Publication Date: 2016-01-14
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c5ob02576a
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : The design, synthesis and biophysical evaluation of two highly-constrained tricyclic analogues of locked nucleic acid (LNA), which restrict rotation around torsion angle γ are reported. 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.