Push-pull amino succinimidyl ester thiophene-based fluorescent dyes: synthesis and optical characterization

Chemistry. 2011 Jul 4;17(28):7947-52. doi: 10.1002/chem.201100142. Epub 2011 May 26.

Abstract

The design and synthesis of new fluorescent dyes with emission range at 490-650 nm are described. Their structural and electronic properties have been characterized by both experimental techniques and quantum-chemical calculations. The chromophores are donor-π-bridge-acceptor push-pull compounds with a π bridge of phenyl and thiophene rings and their combination. Compared with previous thiophene fluorophores, these dyes show significant redshift in the absorption and emission spectra and offer compact, red-emitting fluorophores. The dyes have amino succinimidyl active ester and can be readily conjugated to proteins, polymers and other amino-group-containing materials.

MeSH terms

  • Esters / chemistry*
  • Fluorescent Dyes / chemical synthesis*
  • Fluorescent Dyes / chemistry*
  • Molecular Structure
  • Photochemistry
  • Spectrometry, Fluorescence
  • Succinimides / chemistry*
  • Thiophenes / chemistry*

Substances

  • Esters
  • Fluorescent Dyes
  • Succinimides
  • Thiophenes