Oligonucleotides Containing Aminated 2'-Amino-LNA Nucleotides: Synthesis and Strong Binding to Complementary DNA and RNA

Bioconjug Chem. 2017 Apr 19;28(4):1214-1220. doi: 10.1021/acs.bioconjchem.7b00061. Epub 2017 Apr 5.

Abstract

Mono- and diaminated 2'-amino-LNA monomers were synthesized and introduced into oligonucleotides. Each modification imparts significant stabilization of nucleic acid duplexes and triplexes, excellent sequence selectivity, and significant nuclease resistance. Molecular modeling suggested that structural stabilization occurs via intrastrand electrostatic attraction between the protonated amino groups of the aminated 2'-amino-LNA monomers and the host oligonucleotide backbone.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • DNA, Complementary / metabolism
  • Deoxyribonucleases
  • Drug Resistance
  • Drug Stability
  • Models, Molecular
  • Oligonucleotides / chemical synthesis
  • Oligonucleotides / chemistry*
  • Oligonucleotides / metabolism
  • RNA, Complementary / metabolism
  • Static Electricity

Substances

  • DNA, Complementary
  • Oligonucleotides
  • RNA, Complementary
  • amino-LNA
  • Deoxyribonucleases