Improvement in Thermal Stability of Sucralose by γ-Cyclodextrin Metal-Organic Frameworks

Pharm Res. 2017 Feb;34(2):269-278. doi: 10.1007/s11095-016-2059-1. Epub 2016 Nov 28.

Abstract

Purpose: To explain thermal stability enhancement of an organic compound, sucralose, with cyclodextrin based metal organic frameworks.

Methods: Micron and nanometer sized basic CD-MOFs were successfully synthesized by a modified vapor diffusion method and further neutralized with glacial acetic acid. Sucralose was loaded into CD-MOFs by incubating CD-MOFs with sucralose ethanol solutions. Thermal stabilities of sucralose-loaded basic CD-MOFs and neutralized CD-MOFs were investigated using thermogravimetric analysis (TGA), differential scanning calorimetry (DSC) and high performance liquid chromatography with evaporative light-scattering detection (HPLC-ELSD).

Results: Scanning electron microscopy (SEM) and powder X-ray diffraction (PXRD) results showed that basic CD-MOFs were cubic crystals with smooth surface and uniform sizes. The basic CD-MOFs maintained their crystalline structure after neutralization. HPLC-ELSD analysis indicated that the CD-MOF crystal size had significant influence on sucralose loading (SL). The maximal SL of micron CD-MOFs (CD-MOF-Micro) was 17.5 ± 0.9% (w/w). In contrast, 27.9 ± 1.4% of sucralose could be loaded in nanometer-sized basic CD-MOFs (CD-MOF-Nano). Molecular docking modeling showed that sucralose molecules preferentially located inside the cavities of γ-CDs pairs in CD-MOFs. Raw sucralose decomposed fast at 90°C, with 86.2 ± 0.2% of the compound degraded within only 1 h. Remarkably, sucralose stability was dramatically improved after loading in neutralized CD-MOFs, with only 13.7 ± 0.7% degradation at 90°C within 24 h.

Conclusions: CD-MOFs efficiently incorporated sucralose and maintained its integrity upon heating at elevated temperatures.

Keywords: cyclodextrin metal-organic frameworks; sucralose; thermal stability.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetic Acid / chemistry
  • Calorimetry, Differential Scanning / methods
  • Metal-Organic Frameworks / chemistry*
  • Microscopy, Electron, Scanning / methods
  • Molecular Docking Simulation / methods
  • Nanoparticles / chemistry
  • Organic Chemicals / chemistry*
  • Particle Size
  • Powders / chemistry
  • Sucrose / analogs & derivatives*
  • Sucrose / chemistry
  • Thermogravimetry
  • X-Ray Diffraction / methods
  • gamma-Cyclodextrins / chemistry*

Substances

  • Metal-Organic Frameworks
  • Organic Chemicals
  • Powders
  • gamma-Cyclodextrins
  • Sucrose
  • trichlorosucrose
  • gamma-cyclodextrin
  • Acetic Acid