Oligothiophene isothiocyanates as a new class of fluorescent markers for biopolymers

J Am Chem Soc. 2001 Nov 28;123(47):11600-7. doi: 10.1021/ja011209v.

Abstract

The regioselective synthesis of fluorescent oligothiophene isothiocyanates is described. The isothiocyanates were reacted with bovine serum albumin (BSA) following standard procedures and the optical properties of the oligothiophene-BSA conjugates were analyzed as a function of oligomer concentration, time, and irradiation power. The oligothiophene-BSA conjugates were chemically very stable and their photoluminescence characteristics persisted unaltered for several months. Photoluminescence data relative to the conjugate of an oligothiophene-S,S-dioxide isothiocyanate with monoclonal anti-CD8 antibody are reported. No fluorescence quenching was observed following the binding of the isothiocyanate to the antibody and the conjugate displayed high chemical stability and photostability.

MeSH terms

  • Antibodies, Monoclonal / chemistry
  • Biopolymers / analysis
  • CD8 Antigens / immunology
  • Fluorescent Dyes / chemical synthesis*
  • Fluorescent Dyes / chemistry
  • Immunoconjugates / chemistry
  • Isothiocyanates / chemical synthesis*
  • Isothiocyanates / chemistry
  • Serum Albumin, Bovine / chemistry
  • Spectrometry, Fluorescence
  • Thiophenes / chemical synthesis*
  • Thiophenes / chemistry

Substances

  • Antibodies, Monoclonal
  • Biopolymers
  • CD8 Antigens
  • Fluorescent Dyes
  • Immunoconjugates
  • Isothiocyanates
  • Thiophenes
  • Serum Albumin, Bovine