Exploring mild enzymatic sustainable routes for the synthesis of bio-degradable aromatic-aliphatic oligoesters

Biotechnol J. 2016 May;11(5):642-7. doi: 10.1002/biot.201500544. Epub 2016 Feb 11.

Abstract

The application of Candida antarctica lipase B in enzyme-catalyzed synthesis of aromatic-aliphatic oligoesters is here reported. The aim of the present study is to systematically investigate the most favorable conditions for the enzyme catalyzed synthesis of aromatic-aliphatic oligomers using commercially available monomers. Reaction conditions and enzyme selectivity for polymerization of various commercially available monomers were considered using different inactivated/activated aromatic monomers combined with linear polyols ranging from C2 to C12 . The effect of various reaction solvents in enzymatic polymerization was assessed and toluene allowed to achieve the highest conversions for the reaction of dimethyl isophthalate with 1,4-butanediol and with 1,10-decanediol (88 and 87% monomer conversion respectively). Mw as high as 1512 Da was obtained from the reaction of dimethyl isophthalate with 1,10-decanediol. The obtained oligomers have potential applications as raw materials in personal and home care formulations, for the production of aliphatic-aromatic block co-polymers or can be further functionalized with various moieties for a subsequent photo- or radical polymerization.

Keywords: Cell activation; Cell death; Extracellular vesicles (EV) concentration; Industrial bioprocess; Microenvironment.

MeSH terms

  • Alcohols / chemistry*
  • Biocatalysis
  • Butylene Glycols / chemistry
  • Enzymes, Immobilized / chemistry
  • Enzymes, Immobilized / metabolism
  • Fatty Alcohols / chemistry
  • Fungal Proteins / chemistry
  • Fungal Proteins / metabolism*
  • Lipase / chemistry
  • Lipase / metabolism*
  • Models, Molecular
  • Phthalic Acids / chemistry*
  • Polyesters / chemical synthesis*
  • Polyesters / chemistry
  • Polymerization
  • Polymers / chemistry
  • Toluene / chemistry

Substances

  • Alcohols
  • Butylene Glycols
  • Enzymes, Immobilized
  • Fatty Alcohols
  • Fungal Proteins
  • Phthalic Acids
  • Polyesters
  • Polymers
  • polyol
  • Toluene
  • 1,10-decanediol
  • 1,4-butanediol
  • Lipase
  • lipase B, Candida antarctica