Biotransformation of methyl-β-D-glucopyranoside to higher chain alkyl glucosides by cell bound β-glucosidase of Pichia etchellsii

Bioresour Technol. 2012 Mar:107:287-94. doi: 10.1016/j.biortech.2011.11.061. Epub 2011 Nov 25.

Abstract

In the present study, we have investigated the use of Pichia etchellsii whole cells for synthesis of long-chain alkyl glucosides. Methyl-β-d-glucopyranoside (MG) was used in reaction with fatty alcohols, n-hexanol, n-octanol, n-decanol and n-dodecanol to synthesize the respective alkyl glucosides. The initial reaction conditions were first optimized at 2.5 ml scale for synthesis of octyl glucoside (OG) and were 8% water content, 100mM MG and 6h of reaction time and this resulted in ≈ 53% yield. A maximum transglucosylation/hydrolysis ratio of 2.79 was obtained at 100mM MG favoring high product yield. Based on the optimized conditions, a reactor was operated at 50 ml level which resulted in ≈ 60% conversion of MG to OG. A simple high performance liquid chromatography method was developed for quantitation of higher chain glucosides using a refractive index detector. A maximum of 27% and 13% yield was obtained for decyl-, and dodecyl-β-d-glucopyranoside, respectively.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Biotransformation
  • Chromatography, High Pressure Liquid
  • Hydrolysis
  • Methylglucosides / metabolism*
  • Pichia / enzymology*
  • Substrate Specificity
  • beta-Glucosidase / metabolism*

Substances

  • Methylglucosides
  • methylglucoside
  • beta-Glucosidase