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Multiple grafting to enzymatically synthesized polyesters.

Muhammad Humayun Bilal1, Razan Alaneed2, Jonas Steiner3

  • 1Department of Chemistry, Martin Luther University Halle-Wittenberg, Halle (Saale), Germany.

Methods in Enzymology
|October 22, 2019
PubMed
Summary

Enzymatic polymerization using Candida Antarctica lipase B (CAL-B) creates functional polyesters from renewable glycerol. Grafting controls hydrophilicity, enabling applications like steric stabilizers for cubosomes.

Keywords:
CAL-BEnzymatic synthesisGrafted polyestersSteric stabilizers

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Area of Science:

  • Polymer Chemistry
  • Biotechnology
  • Materials Science

Background:

  • Enzymatic polymerization offers a green route to biodegradable and biocompatible polymers.
  • Candida Antarctica lipase B (CAL-B) enables regioselective synthesis of linear functional polyesters, avoiding protection-deprotection steps.

Purpose of the Study:

  • To outline two methods for enzymatic synthesis of functional polyesters from renewable resources like glycerol using CAL-B.
  • To investigate the grafting of poly(glycerol adipate) with hydrophobic and hydrophilic side chains to control polymer properties.
  • To explore the self-assembly and application of these graft copolymers as steric stabilizers for cubosomes.

Main Methods:

  • Enzymatic transesterification of glycerol with divinyl adipate or dimethyl adipate to synthesize poly(glycerol adipate).
  • Grafting of poly(glycerol adipate) with various hydrophobic (lauric, stearic, behenic, oleic acids) and hydrophilic (poly(ethylene glycol)) side chains.
  • Characterization using NMR spectroscopy, differential scanning calorimetry, gel permeation chromatography, X-ray diffraction, dynamic light scattering, and small-angle X-ray scattering.

Main Results:

  • Successful synthesis of poly(glycerol adipate) via enzymatic transesterification.
  • Controlled hydrophilicity/lipophilicity of grafted polyesters by adjusting the degree of grafting.
  • Demonstration of self-assembly in water and utility as steric stabilizers for cubosomes.

Conclusions:

  • Enzymatic synthesis provides a versatile platform for creating functional polyesters from renewable resources.
  • Grafting allows fine-tuning of polyester properties for specific applications.
  • Developed graft copolymers show promise as steric stabilizers in nanotechnology, particularly for cubosomes.