Acta Chim. Sinica ›› 2015, Vol. 73 ›› Issue (10): 1047-1054.DOI: 10.6023/A15060405 Previous Articles     Next Articles



冉茂双, 施冬健, 董罕星, 陈明清, 赵增亮   

  1. 江南大学食品胶体与生物技术教育部重点实验室 江南大学化学与材料工程学院 无锡 214122
  • 投稿日期:2015-06-11 发布日期:2015-07-23
  • 通讯作者: 施冬健, 陈明清,
  • 基金资助:


Glucose Responsive Bio-based Polyelectrolyte Capsules by Layer-by-Layer Assembly: Synthesis and Properties

Ran Maoshuang, Shi Dongjian, Dong Hanxing, Chen Mingqing, Zhao Zengliang   

  1. The Key Laboratory of Food Colloids and Biotechnology, Ministry of Education, School of Chemical and Material Engineering, Jiangnan University, Wuxi 214122
  • Received:2015-06-11 Published:2015-07-23
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 51173072) and the Fundamental Research Funds for the Central Universities (JUSRP51408B).

Phenylboronic acid and derivatives that conjugate with diol units to form a reversible ester bond could be used for preparation glucose responsive materials. Glucose responsive materials, such as films, hydrogels, and nanoparticles based on phenylboronic acid have been reported to have well glucose-regulated release insulin. However, in these examples, employed polymers were not full degradability or low biocompatibility. Therefore, this study aims to prepare the bio-based capsules with multi-layers structure to response glucose through the layer-by-layer self-assembly of two natural polymers. Poly(γ-glutamic acid-g-3-aminophenylboronic acid) (γ-PGA-g-APBA) and galactosed chitosan oligosaccharide (GC) were synthesized by grafting 3-aminophenylboronic acid (APBA) and lactobionic acid (LA) to poly-γ-glutamic acid (γ-PGA) and chitosan oligosaccharide (CS), respectively, in the presence of N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide (EDC) and N-hydroxysuccinimide (NHS) as catalysts. Chemical structures of γ-PGA-g-APBA and GC were determined by proton nuclear magnetic resonance (1H NMR) and Fourier transform infrared (FT-IR) spectra. Then, polyelectrolyte microspheres (γ-PGA-g-APBA/GC)5@SiO2 were prepared with particle sizes of 240±10 nm, using functionalized silica microspheres as templates by layer-by-layer processes of γ-PGA-g-APBA and GC. Capsules ((γ-PGA-g-APBA/GC)5) with multi-layer structures were obtained by removing SiO2 templates in NH4F/HF (8 mol/L)/(2 mol/L) buffer solution. Sizes and morphologies of polyelectrolyte capsules were characterized by zeta potential, scanning electron micrographs (SEM), transmission electron microscope (TEM) and dynamic light scattering (DLS). The results showed that ((γ-PGA-g-APBA/GC)5) capsules presented unique hollow structures and had a good stability when capsules were incubated at different temperatures, salt concentrations and pH values. Moreover, ((γ-PGA-g-APBA/GC)5) capsules showed a good glucose-responsive property. The capsules were swollen and intact at low glucose concentration, while were destroyed at high glucose concentration. These ((γ-PGA-g-APBA/GC)5) capsules with good stability and glucose-response are expected to be used to the fields of the diagnosis and treatment of diabetes.

Key words: glucose-response, bio-based capsules, layer-by-layer self-assembly, chitosan oligosaccharide, poly(γ-glutamic acid)