Spectral-fluorescent study of the interaction of polymethine dye probes with biological surfactants - bile salts

Spectrochim Acta A Mol Biomol Spectrosc. 2019 Jun 5:216:190-201. doi: 10.1016/j.saa.2019.03.017. Epub 2019 Mar 14.

Abstract

Spectral-fluorescent properties of polymethine dye probes anionic 3,3'-di(sulfopropyl)-4,5,4',5'-dibenzo-9-ethylthiacarbocyanine-betaine (DEC) and cationic 3,3',9-trimethylthiacarbocyanine iodide (Cyan 2) in the presence of biological surfactants, bile salts sodium cholate (NaC), sodium deoxycholate (NaDC) and sodium taurocholate (NaTC), as well as sodium dodecyl sulfate (SDS), have been studied in a wide range of surfactant concentrations. When a surfactant is introduced into a solution of DEC, changes of the spectral-fluorescent properties are observed due to decomposition of dye dimers into cis-monomers and cis-trans conversion of the resulting monomers. In the presence of SDS, both processes occur in parallel, caused by noncovalent interaction of dye monomers with micelles, and mainly occur near the critical micelle concentration (CMC). In contrast, upon the introduction of increasing concentrations of bile salts, decomposition of dye dimers into the monomers begins at lower concentrations than cis-trans conversion. The former process is almost completed at concentrations close to CMC of secondary micelles (CMC2), while the latter process occurs even at concentrations of bile salts much higher than CMC2. Hence, DEC can serve as a probe that permits estimating the value of CMC2 and is indicative of reorganization of secondary micelles upon an increase in bile salt concentration. Aggregation of DEC and Cyan 2 on bile salts is also observed. Since it is observed at relatively low concentrations of bile salts (<CMC2), the aggregation probably occurs on monomeric molecules of bile salts and their small associates and primary micelles. Decomposition of the aggregates formed begins at concentrations of bile salts above CMC2 (that is, upon the interaction with secondary micelles).

Keywords: Aggregation; Bile salts; Cis–trans conversion; Micelles; Noncovalent binding; Polymethine dyes.

MeSH terms

  • Betaine / analogs & derivatives
  • Betaine / metabolism
  • Carbocyanines / chemistry
  • Carbocyanines / metabolism*
  • Deoxycholic Acid / chemistry
  • Deoxycholic Acid / metabolism*
  • Dimerization
  • Indoles / chemistry
  • Indoles / metabolism*
  • Micelles
  • Sodium Cholate / chemistry
  • Sodium Cholate / metabolism*
  • Sodium Dodecyl Sulfate / chemistry
  • Sodium Dodecyl Sulfate / metabolism
  • Spectrometry, Fluorescence
  • Surface-Active Agents / chemistry
  • Surface-Active Agents / metabolism*
  • Taurocholic Acid / chemistry
  • Taurocholic Acid / metabolism*

Substances

  • Carbocyanines
  • Indoles
  • Micelles
  • Surface-Active Agents
  • cyan 2
  • Deoxycholic Acid
  • Sodium Dodecyl Sulfate
  • Betaine
  • Taurocholic Acid
  • VPM chloride
  • Sodium Cholate