Study on the interaction of sulforaphane with human and bovine serum albumins

J Photochem Photobiol B. 2013 May 5:122:61-7. doi: 10.1016/j.jphotobiol.2013.02.001. Epub 2013 Feb 24.

Abstract

Sulforaphane; [1-isothiocyanato-4-(methylsulfinyl) butane], (SFN) is an isothiocyanate derived from glucoraphanin present in cruciferous vegetables and has a variety of potential chemopreventive actions. This study was designed to examine the interaction of sulforaphane with HSA and BSA. FTIR, UV-Vis spectroscopic methods as well as molecular modeling were used to determine the drug binding mode, binding constant and the effect of drug complexation on serum albumins stability and conformation. Structural analysis showed that SFN bind HSA and BSA via polypeptide polar groups with overall binding constants of KSFN-HSA=6.54×10(4) and KSFN-BSA=8.55×10(4) M(-1). HSA and BSA conformations were altered by a major reduction of α-helix upon SFN interaction. These results suggest that serum albumins might act as carrier proteins for SFN in delivering them to target tissues.

Publication types

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

MeSH terms

  • Animals
  • Binding Sites
  • Cattle
  • Humans
  • Isothiocyanates / metabolism*
  • Models, Molecular
  • Molecular Structure
  • Protein Conformation
  • Serum Albumin, Bovine / metabolism*
  • Spectroscopy, Fourier Transform Infrared
  • Sulfoxides

Substances

  • Isothiocyanates
  • Sulfoxides
  • Serum Albumin, Bovine
  • sulforaphane