Chapter title |
Coupling of Ligands to the Liposome Surface by Click Chemistry
|
---|---|
Chapter number | 8 |
Book title |
Liposomes
|
Published in |
Methods in molecular biology, January 2017
|
DOI | 10.1007/978-1-4939-6591-5_8 |
Pubmed ID | |
Book ISBNs |
978-1-4939-6589-2, 978-1-4939-6591-5
|
Authors |
Maria Vittoria Spanedda, Marcella De Giorgi, Fatouma Saïd Hassane, Francis Schuber, Line Bourel-Bonnet, Benoît Frisch, Spanedda, Maria Vittoria, Giorgi, Marcella De, Hassane, Fatouma Saïd, Schuber, Francis, Bourel-Bonnet, Line, Frisch, Benoît |
Abstract |
Click chemistry represents a new bioconjugation strategy that can be used to conveniently attach various ligands to the surface of preformed liposomes. This efficient and chemoselective reaction involves a Cu(I)-catalyzed azide-alkyne cycloaddition which can be performed under mild experimental conditions in aqueous media. Here we describe the application of a model click reaction to the conjugation, in a single step, of unprotected α-1-thiomannosyl ligands, functionalized with an azide group, to liposomes containing a terminal alkyne-functionalized lipid anchor. Excellent coupling yields have been obtained in the presence of bathophenanthroline disulfonate, a water soluble copper-ion chelator, acting as a catalyst. No vesicle leakage is triggered by this conjugation reaction and the coupled mannose ligands are exposed at the surface of the liposomes. The major limitation of Cu(I)-catalyzed click reactions is that this conjugation is restricted to liposomes made of saturated (phospho)lipids. To circumvent that constraint, an example of alternative copper-free azide-alkyne click reaction has been developed. Molecular tools and results are presented here. |
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