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Competition between transglycosylation and hydrolysis in almond beta-glucosidase-catalyzed conversion of p-nitrophenyl-beta-D-glucoside in monophasic water/alcohol mixtures

Mladenoska, Irina LU ; Grey, Carl LU ; Winkelhausen, Eleonora; Kuzmanova, Slobodanka and Adlercreutz, Patrick LU (2007) In Biocatalysis and Biotransformation 25(5). p.382-385
Abstract
Almond beta-glucosidase was used to catalyze the transglycosylation of p-nitrophenyl-beta-D-glucoside to alkyl glucosides, with hydrolysis to glucose as a side reaction. The conversions were carried out in alcohols with varying water contents below water saturation. Both the total reaction rate and the ratio between the transglycosylation and hydrolysis increased with increasing water activity, and at a fixed water activity in the different alcohols, rate and transglycosylation/hydrolysis ratio increased in the following order: 1-octanol < 1-hexanol < 1-butanol. Synthesis of alkyl glucosides by transglycosylation in monophasic alcohol media is thus most favorable for short chain alcohols, and should be carried out at high water... (More)
Almond beta-glucosidase was used to catalyze the transglycosylation of p-nitrophenyl-beta-D-glucoside to alkyl glucosides, with hydrolysis to glucose as a side reaction. The conversions were carried out in alcohols with varying water contents below water saturation. Both the total reaction rate and the ratio between the transglycosylation and hydrolysis increased with increasing water activity, and at a fixed water activity in the different alcohols, rate and transglycosylation/hydrolysis ratio increased in the following order: 1-octanol < 1-hexanol < 1-butanol. Synthesis of alkyl glucosides by transglycosylation in monophasic alcohol media is thus most favorable for short chain alcohols, and should be carried out at high water content. (Less)
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author
organization
publishing date
type
Contribution to journal
publication status
published
subject
keywords
almond beta-glucosidase, alkyl, monophasic alcohol media, glucosides, hydrolysis, transglycosylation
in
Biocatalysis and Biotransformation
volume
25
issue
5
pages
382 - 385
publisher
Taylor & Francis
external identifiers
  • wos:000249922800003
  • scopus:35148886797
ISSN
1024-2422
DOI
10.1080/10242420701510494
language
English
LU publication?
yes
id
a65cfb1e-1e07-4404-b741-94fdd762a055 (old id 655799)
date added to LUP
2007-12-18 11:12:24
date last changed
2017-02-05 03:27:22
@article{a65cfb1e-1e07-4404-b741-94fdd762a055,
  abstract     = {Almond beta-glucosidase was used to catalyze the transglycosylation of p-nitrophenyl-beta-D-glucoside to alkyl glucosides, with hydrolysis to glucose as a side reaction. The conversions were carried out in alcohols with varying water contents below water saturation. Both the total reaction rate and the ratio between the transglycosylation and hydrolysis increased with increasing water activity, and at a fixed water activity in the different alcohols, rate and transglycosylation/hydrolysis ratio increased in the following order: 1-octanol &lt; 1-hexanol &lt; 1-butanol. Synthesis of alkyl glucosides by transglycosylation in monophasic alcohol media is thus most favorable for short chain alcohols, and should be carried out at high water content.},
  author       = {Mladenoska, Irina and Grey, Carl and Winkelhausen, Eleonora and Kuzmanova, Slobodanka and Adlercreutz, Patrick},
  issn         = {1024-2422},
  keyword      = {almond beta-glucosidase,alkyl,monophasic alcohol media,glucosides,hydrolysis,transglycosylation},
  language     = {eng},
  number       = {5},
  pages        = {382--385},
  publisher    = {Taylor & Francis},
  series       = {Biocatalysis and Biotransformation},
  title        = {Competition between transglycosylation and hydrolysis in almond beta-glucosidase-catalyzed conversion of p-nitrophenyl-beta-D-glucoside in monophasic water/alcohol mixtures},
  url          = {http://dx.doi.org/10.1080/10242420701510494},
  volume       = {25},
  year         = {2007},
}