DNA modification under mild conditions by Suzuki-Miyaura cross-coupling for the generation of functional probes

Angew Chem Int Ed Engl. 2013 Sep 27;52(40):10553-8. doi: 10.1002/anie.201304038. Epub 2013 Aug 13.

Abstract

Quick and clean: A method for Pd-catalyzed Suzuki-Miyaura cross-coupling to iododeoxyuridine (IdU) in DNA is described. Key to the reactivity is the choice of the ligand and the buffer. A covalent [Pd]-DNA intermediate was isolated and characterized. Photocrosslinking probes were generated to trap proteins that bind to epigenetic DNA modifications.

Keywords: DNA; cross-coupling; oligonucleotides; palladium; photoaffinity labeling.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • DNA / chemistry*
  • DNA / genetics
  • Idoxuridine / chemistry
  • Molecular Probes / chemistry*
  • Oligonucleotides / chemistry*
  • Oligonucleotides / genetics
  • Palladium / chemistry
  • Photoaffinity Labels / chemistry

Substances

  • Molecular Probes
  • Oligonucleotides
  • Photoaffinity Labels
  • Palladium
  • DNA
  • Idoxuridine