pH- and sugar-sensitive multilayer films composed of phenylboronic acid (PBA)-modified poly(allylamine hydrochloride) (PBA-PAH) and poly(vinyl alcohol) (PVA): A significant effect of PBA content on the film stability

Mater Sci Eng C Mater Biol Appl. 2016 May:62:474-9. doi: 10.1016/j.msec.2016.02.005. Epub 2016 Feb 5.

Abstract

Multilayer thin films composed of phenylboronic acid (PBA)-modified poly(allylamine hydrochloride) (PAH), PBA-PAH, with different PBA contents were prepared to study the effect of PBA content on the stability of the films. An alternate deposition of PBA-PAH and poly(vinyl alcohol) (PVA) on the surface of a quartz slide afforded multilayer films through forming boronate ester bonds between PBA-PAH and PVA. The 10-layered (PBA-PAH/PVA)10 films constructed using PBA-PAHs containing 16% and 26% PBA residues were stable in aqueous solutions over the range of pH 4.0-10.0, whereas the multilayer films composed of PBA-PAHs with 5.9% and 8.3% PBA decomposed at pH 8.0 or lower. The pH-sensitive decomposition of the films was rationalized based on the destabilization of the boronate ester bonds in neutral and acidic solutions. In addition, the (PBA-PAH/PVA)10 films decomposed in glucose and fructose solutions as a result of competitive binding of sugars to PBA-PAH in the films. The sugar response of the films depended on the PBA content in PBA-PAH. The (PBA-PAH/PVA)10 films consisting of 16% and 26% PBA-substituted PBA-PAHs are sensitive to physiological relevant level of glucose at pH7.4 while stable in glucose-free solution, suggesting a potential use of the films in constructing glucose-induced delivery systems.

Keywords: Fructose; Glucose; Layer-by-layer film; Phenylboronic acid; Sugar-sensitivity; pH-sensitivity.

MeSH terms

  • Boronic Acids / chemistry*
  • Carbohydrates / chemistry*
  • Hydrogen-Ion Concentration
  • Membranes, Artificial*
  • Polyamines / chemistry*
  • Polyvinyl Alcohol / chemistry*

Substances

  • Boronic Acids
  • Carbohydrates
  • Membranes, Artificial
  • Polyamines
  • polyallylamine
  • Polyvinyl Alcohol
  • benzeneboronic acid