A 2'-acylamido cap that increases the stability of oligonucleotide duplexes

Org Lett. 2001 Apr 5;3(7):987-90.

Abstract

[structure: see text]. Reported here is the synthesis of oligonucleotides containing a 2'-acylamido-2'-deoxyuridine residue at their 3'-terminus. Compared to control sequences bearing a thymidine residue, the quinolone-capped duplexes give higher UV melting points. In the case of (5'-ACGCGU-NA-2')2, where NA denotes a nalidixic acid residue, the melting point increase is up to 22 degrees C over that of (ACGCGT)2.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Anti-Infective Agents / chemistry
  • Base Pairing
  • Deoxyuridine / analogs & derivatives*
  • Deoxyuridine / chemistry
  • Molecular Structure
  • Nalidixic Acid / chemistry*
  • Nucleic Acid Conformation
  • Nucleic Acid Hybridization*
  • Oligonucleotides / chemical synthesis*
  • Oligonucleotides / chemistry
  • Quinolones / chemistry*
  • Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization
  • Temperature
  • Ultraviolet Rays

Substances

  • Anti-Infective Agents
  • Oligonucleotides
  • Quinolones
  • Nalidixic Acid
  • Deoxyuridine