Effect of chain length on binding of fatty acids to Pluronics in microemulsions

Colloids Surf B Biointerfaces. 2008 Mar 15;62(1):5-10. doi: 10.1016/j.colsurfb.2007.08.015. Epub 2007 Sep 8.

Abstract

We investigated the effect of fatty acid chain length on the binding capacity of drug and fatty acid to Pluronic F127-based microemulsions. This was accomplished by using turbidity experiments. Pluronic-based oil-in-water microemulsions of various compositions were synthesized and titrated to turbidity with concentrated Amitriptyline, an antidepressant drug. Sodium salts of C(8), C(10), or C(12) fatty acid were used in preparation of the microemulsion and the corresponding binding capacities were observed. It has been previously determined that, for microemulsions prepared with sodium caprylate (C(8) fatty acid soap), a maximum of 11 fatty acid molecules bind to the microemulsion per 1 molecule of Pluronic F127 and a maximum of 12 molecules of Amitriptyline bind per molecule of F127. We have found that with increasing the chain length of the fatty acid salt component of the microemulsion, the binding capacity of both the fatty acid and the Amitriptyline to the microemulsion decreases. For sodium salts of C(8), C(10) and C(12) fatty acids, respectively, a maximum of approximately 11, 8.4 and 8.3 molecules of fatty acid molecules bind to 1 Pluronic F127 molecule. We propose that this is due to the decreasing number of free monomers with increasing chain length. As chain length increases, the critical micelle concentration (cmc) decreases, thus leading to fewer monomers. Pluronics are symmetric tri-block copolymers consisting of propylene oxide (PO) and ethylene oxide (EO). The polypropylene oxide block, PPO is sandwiched between two polyethylene oxide (PEO) blocks. The PEO blocks are hydrophilic while PPO is hydrophobic portion in the Pluronic molecule. Due to this structure, we propose that the fatty acid molecules that are in monomeric form most effectively diffuse between the PEO "tails" and bind to the hydrophobic PPO groups.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amitriptyline / metabolism
  • Caprylates / metabolism
  • Decanoic Acids / metabolism
  • Emulsions / metabolism*
  • Fatty Acids / metabolism*
  • Lauric Acids / metabolism
  • Nephelometry and Turbidimetry
  • Poloxamer / metabolism*
  • Structure-Activity Relationship
  • Surface-Active Agents / metabolism*

Substances

  • Caprylates
  • Decanoic Acids
  • Emulsions
  • Fatty Acids
  • Lauric Acids
  • Surface-Active Agents
  • Poloxamer
  • lauric acid
  • Amitriptyline
  • decanoic acid
  • octanoic acid