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Enzymatic synthesis of hexyl glycosides from lactose at low water activity and high temperature using hyperthermostable beta-glycosidases

Hansson, Therese LU and Adlercreutz, Patrick LU (2002) In Biocatalysis and Biotransformation 20(3). p.167-178
Abstract
Optimization of hexyl-beta-glycoside synthesis from lactose in hexanol at low water activity and high temperature was investigated using beta-glycosidases from hyperthermophilic organisms: Sulfolobus solfataricus (LacS) and Pyrococcus furiosus (CelB). The method for water activity adjustment by equilibration with saturated salt solutions was adapted for use at high temperature. The influence of enzyme immobilization (on XAD-4, XAD-16, or Celite), addition of surfactants (AOT or SDS), substrate concentration, water activity, and temperature (60-90degreesC) on enzymatic activity and hexyl-beta-glycoside yield were examined. Compared to other beta-glycosidases in lactose conversion into alkyl glycoside, these enzymes showed high activity in a... (More)
Optimization of hexyl-beta-glycoside synthesis from lactose in hexanol at low water activity and high temperature was investigated using beta-glycosidases from hyperthermophilic organisms: Sulfolobus solfataricus (LacS) and Pyrococcus furiosus (CelB). The method for water activity adjustment by equilibration with saturated salt solutions was adapted for use at high temperature. The influence of enzyme immobilization (on XAD-4, XAD-16, or Celite), addition of surfactants (AOT or SDS), substrate concentration, water activity, and temperature (60-90degreesC) on enzymatic activity and hexyl-beta-glycoside yield were examined. Compared to other beta-glycosidases in lactose conversion into alkyl glycoside, these enzymes showed high activity in a hexanol one-phase system and synthesized high yields of both hexyl-beta-galactoside and hexyl-beta-glucoside. Using 32 g/l lactose (93 mM), LacS synthesized yields of 41% galactoside (38.1 mM) and 29% glucoside (27.0 mM), and CelB synthesized yields of 63% galactoside (58.6 mM) and 28% glucoside (26.1 mM). With the addition of SDS to the reaction it was possible to increase the initial reaction rate of LacS and hexyl-beta-galactoside yield (from 41 to 51%). The activity of the lyophilized enzyme was more influenced by the water content in the reaction than the enzyme on solid support. In addition, it was concluded that for the lyophilized enzyme preparation the enzymatic activity was much more influenced by the temperature when the water activity was increased. A variety of different glycosides were prepared using different alcohols as acceptors. (Less)
Please use this url to cite or link to this publication:
author
organization
publishing date
type
Contribution to journal
publication status
published
subject
keywords
beta-glycosidase, hexanol, hexyl-beta-glycoside, lactose, transglycosylation, reversed hydrolysis
in
Biocatalysis and Biotransformation
volume
20
issue
3
pages
167 - 178
publisher
Taylor & Francis
external identifiers
  • wos:000176147900003
  • scopus:0036105886
ISSN
1024-2422
DOI
10.1080/10242420290020697
language
English
LU publication?
yes
id
b41029bc-b035-41ca-a67d-c87d61d9f120 (old id 335601)
date added to LUP
2007-08-24 14:14:50
date last changed
2017-07-02 03:29:47
@article{b41029bc-b035-41ca-a67d-c87d61d9f120,
  abstract     = {Optimization of hexyl-beta-glycoside synthesis from lactose in hexanol at low water activity and high temperature was investigated using beta-glycosidases from hyperthermophilic organisms: Sulfolobus solfataricus (LacS) and Pyrococcus furiosus (CelB). The method for water activity adjustment by equilibration with saturated salt solutions was adapted for use at high temperature. The influence of enzyme immobilization (on XAD-4, XAD-16, or Celite), addition of surfactants (AOT or SDS), substrate concentration, water activity, and temperature (60-90degreesC) on enzymatic activity and hexyl-beta-glycoside yield were examined. Compared to other beta-glycosidases in lactose conversion into alkyl glycoside, these enzymes showed high activity in a hexanol one-phase system and synthesized high yields of both hexyl-beta-galactoside and hexyl-beta-glucoside. Using 32 g/l lactose (93 mM), LacS synthesized yields of 41% galactoside (38.1 mM) and 29% glucoside (27.0 mM), and CelB synthesized yields of 63% galactoside (58.6 mM) and 28% glucoside (26.1 mM). With the addition of SDS to the reaction it was possible to increase the initial reaction rate of LacS and hexyl-beta-galactoside yield (from 41 to 51%). The activity of the lyophilized enzyme was more influenced by the water content in the reaction than the enzyme on solid support. In addition, it was concluded that for the lyophilized enzyme preparation the enzymatic activity was much more influenced by the temperature when the water activity was increased. A variety of different glycosides were prepared using different alcohols as acceptors.},
  author       = {Hansson, Therese and Adlercreutz, Patrick},
  issn         = {1024-2422},
  keyword      = {beta-glycosidase,hexanol,hexyl-beta-glycoside,lactose,transglycosylation,reversed hydrolysis},
  language     = {eng},
  number       = {3},
  pages        = {167--178},
  publisher    = {Taylor & Francis},
  series       = {Biocatalysis and Biotransformation},
  title        = {Enzymatic synthesis of hexyl glycosides from lactose at low water activity and high temperature using hyperthermostable beta-glycosidases},
  url          = {http://dx.doi.org/10.1080/10242420290020697},
  volume       = {20},
  year         = {2002},
}