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A novel variant of Thermotoga neapolitana beta-glucosidase B is an efficient catalyst for the synthesis of alkyl glucosides by transglycosylation

Turner, Pernilla LU ; Svensson, David LU ; Adlercreutz, Patrick LU and Nordberg Karlsson, Eva LU (2007) In Journal of Biotechnology 130(1). p.67-74
Abstract
Alkyl glycosides are surfactants with good biodegradability and low toxicity, attractive to produce by an enzymatic method to get a well-defined product. In this paper, we report a novel thermostable variant of a family 3 β-glucosidase to be an efficient catalyst in alkyl-glucoside forming reactions using transglycosylation with hexanol or octanol as the acceptor molecule. The enzyme has an apparent optimum for hydrolysis at 90 °C, which coincides with its unfolding temperature. The total activity is lower at lower temperature (60 °C), but the ratio of alcoholysis/hydrolysis is slightly more favourable. This ratio is however more heavily influenced by the water content and the pH. Optimal reaction conditions for hexyl glucoside synthesis... (More)
Alkyl glycosides are surfactants with good biodegradability and low toxicity, attractive to produce by an enzymatic method to get a well-defined product. In this paper, we report a novel thermostable variant of a family 3 β-glucosidase to be an efficient catalyst in alkyl-glucoside forming reactions using transglycosylation with hexanol or octanol as the acceptor molecule. The enzyme has an apparent optimum for hydrolysis at 90 °C, which coincides with its unfolding temperature. The total activity is lower at lower temperature (60 °C), but the ratio of alcoholysis/hydrolysis is slightly more favourable. This ratio is however more heavily influenced by the water content and the pH. Optimal reaction conditions for hexyl glucoside synthesis from p-nitrophenyl-β-glucopyranoside were a water/hexanol two-phase system containing 16% (v/v) water, pH 5.8, and a temperature of 60 °C. Under these conditions, the total initial reaction rate was 153 μmol min−1 mg−1 and the alcoholysis/hydrolysis ratio was 5.1. Comparing with alcoholysis/hydrolysis ratios of other β-glycosidases, TnBgl3B can be considered to be a very promising catalyst for alkyl glucoside production. (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
β-Glucosidase, Alkyl glycosides, Glycoside hydrolase family 3, Thermostable enzyme, Biosynthesis
in
Journal of Biotechnology
volume
130
issue
1
pages
67 - 74
publisher
Elsevier
external identifiers
  • scopus:34247375264
  • wos:000246937700008
ISSN
1873-4863
DOI
10.1016/j.jbiotec.2007.02.016
language
English
LU publication?
yes
id
dccf3070-9d91-4dfa-8a5b-8caba7b7c9dd (old id 745487)
date added to LUP
2008-01-09 10:36:07
date last changed
2017-08-13 03:31:13
@article{dccf3070-9d91-4dfa-8a5b-8caba7b7c9dd,
  abstract     = {Alkyl glycosides are surfactants with good biodegradability and low toxicity, attractive to produce by an enzymatic method to get a well-defined product. In this paper, we report a novel thermostable variant of a family 3 β-glucosidase to be an efficient catalyst in alkyl-glucoside forming reactions using transglycosylation with hexanol or octanol as the acceptor molecule. The enzyme has an apparent optimum for hydrolysis at 90 °C, which coincides with its unfolding temperature. The total activity is lower at lower temperature (60 °C), but the ratio of alcoholysis/hydrolysis is slightly more favourable. This ratio is however more heavily influenced by the water content and the pH. Optimal reaction conditions for hexyl glucoside synthesis from p-nitrophenyl-β-glucopyranoside were a water/hexanol two-phase system containing 16% (v/v) water, pH 5.8, and a temperature of 60 °C. Under these conditions, the total initial reaction rate was 153 μmol min−1 mg−1 and the alcoholysis/hydrolysis ratio was 5.1. Comparing with alcoholysis/hydrolysis ratios of other β-glycosidases, TnBgl3B can be considered to be a very promising catalyst for alkyl glucoside production.},
  author       = {Turner, Pernilla and Svensson, David and Adlercreutz, Patrick and Nordberg Karlsson, Eva},
  issn         = {1873-4863},
  keyword      = {β-Glucosidase,Alkyl glycosides,Glycoside hydrolase family 3,Thermostable enzyme,Biosynthesis},
  language     = {eng},
  number       = {1},
  pages        = {67--74},
  publisher    = {Elsevier},
  series       = {Journal of Biotechnology},
  title        = {A novel variant of Thermotoga neapolitana beta-glucosidase B is an efficient catalyst for the synthesis of alkyl glucosides by transglycosylation},
  url          = {http://dx.doi.org/10.1016/j.jbiotec.2007.02.016},
  volume       = {130},
  year         = {2007},
}