Block copolypeptide nanoparticles for the delivery of ocular therapeutics

Macromol Biosci. 2015 Jan;15(1):138-45. doi: 10.1002/mabi.201400471. Epub 2014 Dec 17.

Abstract

Self-assembling block copolypeptides were prepared by sequential ring-opening polymerization of N-carboxyanhydride (NCA) derivatives of γ-benzyl-L-glutamic acid and ε-carbobenzyloxy-L-lysine, followed by selective deprotection of the benzyl glutamate block. The synthesized polymers had number average molecular weights close to theoretical values, and had low dispersities (ĐM = 1.15-1.28). Self-assembly of the amphiphilic block copolymers into nanoparticles was achieved using the "solvent-switch" method, whereby the polymer was dissolved in THF and water and the organic solvent removed by rotary evaporation. The type of nanostructures formed varied from spherical micelles to a mixture of spherical and worm-like micelles, depending on copolymer composition. The spherical micelles had an average diameter of 43 nm by dynamic light scattering, while the apparent diameter of the mixed phase system was around 200 nm. Reproducibility of nanoparticle preparation was demonstrated to be excellent; almost identical DLS traces were obtained over three repeats. Following qualitative dye-solubilization experiments, the nanoparticles were loaded with the ocular anti-inflammatory drug dexamethasone. Loading efficiency of the nanoparticles was 90% and the cumulative drug release was 94% over 16 d, with a 20% burst release in the first 24 h.

Keywords: block copolymers; drug delivery systems; nanoparticles; polypeptides; ring-opening polymerization.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anhydrides / chemical synthesis
  • Anhydrides / chemistry*
  • Dexamethasone
  • Drug Carriers / chemical synthesis*
  • Drug Design*
  • Eye Diseases / drug therapy*
  • Glutamates / chemical synthesis
  • Glutamates / chemistry*
  • Humans
  • Micelles
  • Molecular Structure
  • Nanomedicine / methods*
  • Nanomedicine / trends
  • Nanoparticles / chemistry*
  • Nanoparticles / therapeutic use
  • Oxazines
  • Peptides / chemistry*
  • Polyglutamic Acid / analogs & derivatives
  • Polyglutamic Acid / chemical synthesis
  • Polyglutamic Acid / chemistry

Substances

  • Anhydrides
  • Drug Carriers
  • Glutamates
  • Micelles
  • Oxazines
  • Peptides
  • gamma-benzylglutamyl-N-carboxy anhydride
  • poly-gamma-benzyl-L-glutamate
  • Polyglutamic Acid
  • Dexamethasone
  • nile red