Liposomes formed from photo-cleavable phospholipids: in situ formation and photo-induced enhancement in permeability

Photocleavable liposomes were formed through the coupling of an -nitrobenzyl-containing azide tail precursor and an alkyne-functionalized lysolipid by the copper-catalyzed azide-alkyne cycloaddition (CuAAC) reaction. Inclusion of the photolabile -nitrobenzyl-structure enables control over the permea...

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Bibliographic Details
Published in:RSC advances 2018-01, Vol.8 (26), p.14669-14675
Main Authors: Zhang, Dawei, Liu, Zhenzhen, Konetski, Danielle, Wang, Chen, Worrell, Brady T, Bowman, Christopher N
Format: Article
Language:English
Subjects:
Alkynes
Chemistry
Coupling (molecular)
Cycloaddition
Liposomes
Molecular structure
Permeability
Phase transitions
Phospholipids
Photolysis
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Summary:Photocleavable liposomes were formed through the coupling of an -nitrobenzyl-containing azide tail precursor and an alkyne-functionalized lysolipid by the copper-catalyzed azide-alkyne cycloaddition (CuAAC) reaction. Inclusion of the photolabile -nitrobenzyl-structure enables control over the permeability and morphology of the liposomes. Photolysis of the -nitrobenzyl group changes the molecular structure of the photolabile phospholipids, inducing phase transitions and permeability increases in the bilayer membrane, ultimately disrupting the liposome entity.
ISSN:2046-2069
2046-2069
DOI:10.1039/c8ra00247a