Interaction of cyanine dyes with nucleic acids. Part 19: new method for the covalent labeling of oligonucleotides with pyrylium cyanine dyes

Bioorg Med Chem Lett. 2000 Oct 2;10(19):2201-4. doi: 10.1016/s0960-894x(00)00435-2.

Abstract

New chemistry for the fluorescent labeling of oligonucleotides with cyanine dyes is proposed. It is based on the use of pyrylium salts as amine-specific reagents. Monomethyne pyrylium cyanine dye 1 was covalently linked to 5'-aminoalkyl modified oligonucleotide, with simultaneous conversion of the non-fluorescent dye 1 into fluorescent pyridinium cyanine structure 2.

Publication types

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

MeSH terms

  • Amines / chemistry
  • Chromatography, High Pressure Liquid
  • Fluorescent Dyes / chemistry*
  • Fluorescent Dyes / metabolism
  • Molecular Structure
  • Oligonucleotides / chemistry*
  • Oligonucleotides / metabolism
  • Staining and Labeling / methods*
  • Thiazoles / chemistry*
  • Thiazoles / metabolism

Substances

  • Amines
  • Cyan 39
  • Fluorescent Dyes
  • Oligonucleotides
  • Thiazoles