Bolaamphiphiles Derived from Alkenyl L-rhamnosides and Alkenyl D-xylosides: Importance of the Hydrophilic Head

Gatard, Sylvain; Nasir, Mehmet Nail; Deleu, Magali; Legrand, Vincent; Bouquillon, Sandrine

doi:10.3390/molecules18056101

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Bolaamphiphiles Derived from Alkenyl L-rhamnosides and Alkenyl D-xylosides: Importance of the Hydrophilic Head

Gatard, Sylvain; Nasir, Mehmet Nail; Deleu, Magali et al.

2013 • In Molecules, 18 (5), p. 6101-6112

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https://hdl.handle.net/2268/147659

DOI
10.3390/molecules18056101

PubMed
23698057

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Keywords :

rhamnose; glycosylation; metathesis; surfactant; bolaform; interfacial properties

Abstract :

[en] The two step synthesis of a new bolaamphiphile derived from alkenyl L-rhamnosides was described. The general synthetic strategy of bolaamphiphiles derived from L-rhamnose was based on a previous work describing the synthesis of bolaamphiphiles derived from D-xylose. The conformational properties of this new compound were investigated by FTIR spectroscopy in an aqueous film in order to obtain a reference for further studies about the membrane-interacting properties. Moreover, the surface activity of this new bolaamphiphile was analyzed by Langmuir balance technology and was compared with that of the analogous bolaamphiphile derived from alkenyl D-xylosides. The findings indicate that the rhamnoside-based bolaform has an increased surface activity and a better ability to form aggregates than xyloside-based one.

Disciplines :

Biochemistry, biophysics & molecular biology

Author, co-author :

Gatard, Sylvain ^✱

Nasir, Mehmet Nail ^✱; Université de Liège - ULiège > Chimie et bio-industries > Chimie biologique industrielle

Deleu, Magali ; Université de Liège - ULiège > Chimie et bio-industries > Chimie biologique industrielle

Legrand, Vincent

Bouquillon, Sandrine

^✱ These authors have contributed equally to this work.

Language :

English

Title :

Bolaamphiphiles Derived from Alkenyl L-rhamnosides and Alkenyl D-xylosides: Importance of the Hydrophilic Head

Publication date :

2013

Journal title :

Molecules

eISSN :

1420-3049

Publisher :

MDPI, Basel, Switzerland

Volume :

Issue :

Pages :

6101-6112

Peer reviewed :

Peer Reviewed verified by ORBi

Available on ORBi :

since 29 April 2013

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