Biocatalytic synthesis of new copolymers from 3-hydroxybutyric acid and a carbohydrate lactone

Sándor Kakasi-Zsurka, Anamaria Todea, Andrada But, Cristina Paul, Carmen G. Boeriu, Corneliu Davidescu, Lajos Nagy, Ákos Kuki, Sándor Kéki, Francisc Péter

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16 Citations (Scopus)

Abstract

Lipase-catalyzed reaction of 3-hydroxybutyric acid with d-glucono-δ-lactone at 5:1 molar ratio and 80°C yielded a mixture of moderate molecular weight linear and cyclic oligomers. The most efficient biocatalyst, Candida antarctica B lipase (Novozyme 435), allowed the synthesis of new oligomeric compounds with ring-opened gluconolactone units included in the oligomeric chain, without previous derivatization of the sugar, or activation of the acid monomer. The reaction medium nature had an important influence on the product composition. Although the main copolymer amount was synthesized in tert-butanol/dimethylsulfoxide medium, the highest polymerization degrees, up to 9 for the copolymer, and 10 for the 3-hydroxybutyric acid homopolymer co-product, were achieved in solventless conditions.

Original languageEnglish
Pages (from-to)22-28
Number of pages7
JournalJournal of Molecular Catalysis B: Enzymatic
Volume71
Issue number1-2
DOIs
Publication statusPublished - Aug 1 2011

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Keywords

  • 3-Hydroxybutyric acid
  • Biocatalysis
  • Biopolymers
  • Gluconolactone
  • Lipase

ASJC Scopus subject areas

  • Catalysis
  • Bioengineering
  • Biochemistry
  • Process Chemistry and Technology

Cite this

Kakasi-Zsurka, S., Todea, A., But, A., Paul, C., Boeriu, C. G., Davidescu, C., Nagy, L., Kuki, Á., Kéki, S., & Péter, F. (2011). Biocatalytic synthesis of new copolymers from 3-hydroxybutyric acid and a carbohydrate lactone. Journal of Molecular Catalysis B: Enzymatic, 71(1-2), 22-28. https://doi.org/10.1016/j.molcatb.2011.03.004