Wavelength-selective uncaging of dA and dC residues

Org Lett. 2011 Mar 18;13(6):1450-3. doi: 10.1021/ol200141v. Epub 2011 Feb 22.

Abstract

Nitrodibenzofuran (NDBF) groups are used as photolabile "caging" groups to temporarily mask the Watson-Crick interaction of dA and dC residues. They show improved masking capabilities and are photodeprotected 12 times more efficiently than 1-(o-nitrophenyl)-ethyl (NPE) caging groups in these positions. Furthermore, NDBF groups can be removed wavelength-selectively in the presence of NPE groups. This will allow more complex (un)caging strategies of oligonucleotides--beyond the usual irreversible triggering.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Benzofurans / chemistry*
  • DNA / chemistry*
  • DNA / radiation effects
  • Molecular Structure
  • Oligonucleotides / chemistry*
  • Oligonucleotides / radiation effects
  • Photochemical Processes
  • Spectrophotometry, Ultraviolet

Substances

  • Benzofurans
  • Oligonucleotides
  • 3-nitrodibenzofuran
  • DNA