Equilibrium yield of n-alkyl-β-d-glucoside through condensation of glucose and n-alcohol by β-glucosidase in a biphasic system

Chaiya Panintrarux, Shuji Adachi, Yoichi Araki, Yukitaka Kimura, Ryuichi Matsuno

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77 Citations (Scopus)

Abstract

The β-glucosidase-catalyzed synthesis of n-alkyl-β-d-glucosides through the condensation of glucose and n-alcohols with alkyl chain lengths of 6 to 12 was carried out in a biphasic system, where the organic phase consisted only of an alcohol substrate. All the alcohols tested were condensed with glucose to give the corresponding n-alkyl-β-d-glucosides. An equation was formulated to predict the equilibrium yields of n-alkyl-β-d-glucosides under various conditions, and its validity was experimentally verified. The equilibrium constant for the formation of n-alkyl-β-d-glucosides was independent of the alkyl chain length and was 1.90 at 60°C. The volume ratio of the organic to the aqueous phase was a factor significantly affecting the equilibrium yield. It was also shown that the synthesis at lower initial glucose concentrations effectively yielded alkylglucosides with less β-glucobiose formation.

Original languageEnglish
Pages (from-to)32-40
Number of pages9
JournalEnzyme and Microbial Technology
Volume17
Issue number1
DOIs
Publication statusPublished - Jan 1995

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Keywords

  • Alkylglucosides
  • biphasic system
  • surfactant
  • β-glucosidase

ASJC Scopus subject areas

  • Biotechnology
  • Bioengineering
  • Biochemistry
  • Applied Microbiology and Biotechnology

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