Enzymatic route to alkyl glycosides having oligomeric head groups
Svensson, David LU ; Ulvenlund, Stefan LU and Adlercreutz, Patrick LU
(2009)
In Green Chemistry
11(8).
p.1222-1226
- Abstract
- Cyclodextrin glycosyl transferase (CGTase) from Bacillus macerans was used to catalyse the coupling of alpha-cyclodextrin to alkyl beta-glycosides. The acceptor substrate dodecyl beta-maltoside was thus converted to dodecyl beta-D-maltooctaoside. Further coupling steps and disproportionation reactions occurred, but by optimisation of the reaction time, a yield of 50% of the primary coupling product was obtained. The method worked well for a range of acceptors with different length of the carbohydrate part (1-3 glucose residues) and the hydrocarbon chain (10-14 carbon atoms). With respect to the principles of green chemistry, the method is superior to previously used methods involving protection/deprotection reactions.
Please use this url to cite or link to this publication:
https://lup.lub.lu.se/record/1478309
- author
- Svensson, David
LU
; Ulvenlund, Stefan
LU
and Adlercreutz, Patrick
LU
- organization
- publishing date
- 2009
- type
- Contribution to journal
- publication status
- published
- subject
- in
- Green Chemistry
- volume
- 11
- issue
- 8
- pages
- 1222 - 1226
- publisher
- Royal Society of Chemistry
- external identifiers
-
- wos:000268747700021
- scopus:68949210467
- ISSN
- 1463-9270
- DOI
- 10.1039/b904849a
- language
- English
- LU publication?
- yes
- id
- 787e3daa-7b75-466e-98c1-796e4ff1cfe8 (old id 1478309)
- date added to LUP
- 2016-04-01 11:41:47
- date last changed
- 2022-04-05 03:30:21
@article{787e3daa-7b75-466e-98c1-796e4ff1cfe8,
abstract = {{Cyclodextrin glycosyl transferase (CGTase) from Bacillus macerans was used to catalyse the coupling of alpha-cyclodextrin to alkyl beta-glycosides. The acceptor substrate dodecyl beta-maltoside was thus converted to dodecyl beta-D-maltooctaoside. Further coupling steps and disproportionation reactions occurred, but by optimisation of the reaction time, a yield of 50% of the primary coupling product was obtained. The method worked well for a range of acceptors with different length of the carbohydrate part (1-3 glucose residues) and the hydrocarbon chain (10-14 carbon atoms). With respect to the principles of green chemistry, the method is superior to previously used methods involving protection/deprotection reactions.}},
author = {{Svensson, David and Ulvenlund, Stefan and Adlercreutz, Patrick}},
issn = {{1463-9270}},
language = {{eng}},
number = {{8}},
pages = {{1222--1226}},
publisher = {{Royal Society of Chemistry}},
series = {{Green Chemistry}},
title = {{Enzymatic route to alkyl glycosides having oligomeric head groups}},
url = {{http://dx.doi.org/10.1039/b904849a}},
doi = {{10.1039/b904849a}},
volume = {{11}},
year = {{2009}},
}