Alginate@polydopamine@SiO2 microcapsules with controlled porosity for whole-cell based enantioselective biosynthesis of (S)-1-phenylethanol

Colloids Surf B Biointerfaces. 2022 Jun:214:112454. doi: 10.1016/j.colsurfb.2022.112454. Epub 2022 Mar 10.

Abstract

Whole-cell biocatalysis, owing to its high enantioselectivity, environment friendly and mild reaction condition, show a great prospect in chemical, pharmaceutical and fuel industry. However, several problems still limit its wide applications, mainly concerning the low productivity and poor stability. Although the biocatalyst encapsulated in the most-commonly-used alginate hydrogels demonstrate enhanced stability, it still suffers from low biocatalytic productivity, long-term reusability and poor mass diffusion control. In this work, hybrid alginate@polydopamine@SiO2 microcapsules with controlled porosity are designed to encapsulate yeast cells for the asymmetric biosynthesis of (S)- 1-phenylethonal from acetophenone. The hybrid microcapsules are formed by the ionic cross-linking of alginate, the polymerization of dopamine monomers and the protamine-assisted colloidal packing of uniform-sized silica nanoparticles. Alginate provides the encapsulated cells with highly biocompatible environment. Polydopamine enables to stimulate the biocatalytic productivity of the encapsulated yeast cells. Silica shells can not only regulate the mass diffusion in biocatalysis but also enhance the long-term mechanical and chemical stability of the microcapsules. The morphology, structure, chemical composition, stability and molecular accessibility of the hybrid microcapsules are investigated in detail. The viability and asymmetric bioreduction performance of the cells encapsulated in microcapsules are evaluated. The 24 h product yield of the cells encapsulated in the hybrid microcapsules shows 1.75 times higher than that of the cells encapsulated in pure alginate microcapsules. After 6 batches, the 24 h product yield of the cells encapsulated in the hybrid microcapsules is well maintained and 2 times higher than that of the cells encapsulated in pure alginate microcapsules. Therefore, the hybrid microcapsules designed in this study enable to enhance the asymmetric biocatalytic activity, stability and reusability of the encapsulated cells, thus contributing to a significant progress in cell-encapsulating materials to be applied in biocatalytic asymmetric synthesis industry.

Keywords: Asymmetric bioreduction; Cell encapsulation; Colloidal packing; Hybrid hydrogel; Ordered porosity; Surface coating.

MeSH terms

  • Alginates* / chemistry
  • Benzyl Alcohols
  • Capsules / chemistry
  • Glucuronic Acid / chemistry
  • Hexuronic Acids / chemistry
  • Indoles
  • Phenylethyl Alcohol*
  • Polymers
  • Porosity
  • Saccharomyces cerevisiae
  • Silicon Dioxide
  • Stereoisomerism

Substances

  • Alginates
  • Benzyl Alcohols
  • Capsules
  • Hexuronic Acids
  • Indoles
  • Polymers
  • polydopamine
  • Silicon Dioxide
  • Glucuronic Acid
  • methylphenyl carbinol
  • Phenylethyl Alcohol