Physicochemical characterization of α-, β-, and γ-cyclodextrins bioesterified with decanoate chains used as building blocks of colloidal nanoparticles

Biomacromolecules. 2011 Aug 8;12(8):3031-8. doi: 10.1021/bm2006664. Epub 2011 Jul 7.

Abstract

Nanoparticles of amphiphilic α-, β-, and γ-cyclodextrins were obtained by formulation of cyclodextrins enzymatically transesterified with vinyl decanoate. The product of this synthesis is a mixture of bioesterified cyclodextrins with various degrees of substitution (DS) presenting for a same DS different regio-isomers. In a first step, the efficiency of a MALDI-TOF procedure to characterize the average molecular weight of the derivative bulk mixture was demonstrated by comparing the results with those obtained from complementary NMR and HPLC techniques. In a second step, the ultrastructure of nanoparticles prepared from three different batches of synthesis was investigated and correlated with the average molecular weight and DS of the parent derivative.

Publication types

  • Validation Study

MeSH terms

  • Chromatography, High Pressure Liquid
  • Colloids*
  • Cyclodextrins / chemistry*
  • Decanoic Acids / chemistry*
  • Esterification
  • Limit of Detection
  • Magnetic Resonance Spectroscopy
  • Microscopy, Electron, Transmission
  • Nanoparticles*
  • Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization

Substances

  • Colloids
  • Cyclodextrins
  • Decanoic Acids
  • decanoic acid