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Regioselective synthesis of dimeric (gemini) and trimeric sugar-based surfactants

Gao, Chunli ; Millqvist-Fureby, Anna LU ; Whitcombe, Michael J. and Vulfson, Evgeny N. (1999) In Journal of Surfactants and Detergents 2(3). p.293-302
Abstract

A simple and flexible chemoenzymatic route for the preparation of a wide range of dimeric (gemini) and trimeric mono- and disaccharide-based surfactants was developed. The synthesis relies on the use of enzymes for regioselective introduction of fatty acids into carbohydrate moieties. Several structures were prepared containing xylose, glucose, galactose, and lactose, connected via different hydroxyl groups in the sugar molecules or, alternatively, via the OH group of 2-hydroxytet-radecanoic acid used as a hydrophobic moiety for the surfactant.

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author
; ; and
publishing date
type
Contribution to journal
publication status
published
keywords
Enzyme, Gemini, Lipase, Regioselectivity, Sugar ester, Surfactant, Synthesis
in
Journal of Surfactants and Detergents
volume
2
issue
3
article number
JSD1096
pages
10 pages
publisher
John Wiley & Sons Inc.
external identifiers
  • scopus:0000140097
ISSN
1097-3958
DOI
10.1007/s11743-999-0080-9
language
English
LU publication?
no
id
bcb0969b-6fdc-413f-8d5d-febbd1043564
date added to LUP
2025-04-14 17:36:32
date last changed
2025-04-23 11:26:36
@article{bcb0969b-6fdc-413f-8d5d-febbd1043564,
  abstract     = {{<p>A simple and flexible chemoenzymatic route for the preparation of a wide range of dimeric (gemini) and trimeric mono- and disaccharide-based surfactants was developed. The synthesis relies on the use of enzymes for regioselective introduction of fatty acids into carbohydrate moieties. Several structures were prepared containing xylose, glucose, galactose, and lactose, connected via different hydroxyl groups in the sugar molecules or, alternatively, via the OH group of 2-hydroxytet-radecanoic acid used as a hydrophobic moiety for the surfactant.</p>}},
  author       = {{Gao, Chunli and Millqvist-Fureby, Anna and Whitcombe, Michael J. and Vulfson, Evgeny N.}},
  issn         = {{1097-3958}},
  keywords     = {{Enzyme; Gemini; Lipase; Regioselectivity; Sugar ester; Surfactant; Synthesis}},
  language     = {{eng}},
  number       = {{3}},
  pages        = {{293--302}},
  publisher    = {{John Wiley & Sons Inc.}},
  series       = {{Journal of Surfactants and Detergents}},
  title        = {{Regioselective synthesis of dimeric (gemini) and trimeric sugar-based surfactants}},
  url          = {{http://dx.doi.org/10.1007/s11743-999-0080-9}},
  doi          = {{10.1007/s11743-999-0080-9}},
  volume       = {{2}},
  year         = {{1999}},
}