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


ABSTRACT: Photocleavable liposomes were formed in situ through the coupling of an o-nitrobenzyl-containing azide tail precursor and an alkyne-functionalized lysolipid by the copper-catalyzed azide-alkyne cycloaddition (CuAAC) reaction. Inclusion of the photolabile o-nitrobenzyl-structure enables control over the permeability and morphology of the liposomes. Photolysis of the o-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.

SUBMITTER: Zhang D 

PROVIDER: S-EPMC9079980 | biostudies-literature | 2018 Apr

REPOSITORIES: biostudies-literature

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Liposomes formed from photo-cleavable phospholipids: <i>in situ</i> formation and photo-induced enhancement in permeability.

Zhang Dawei D   Liu Zhenzhen Z   Konetski Danielle D   Wang Chen C   Worrell Brady T BT   Bowman Christopher N CN  

RSC advances 20180418 26


Photocleavable liposomes were formed <i>in situ</i> through the coupling of an <i>o</i>-nitrobenzyl-containing azide tail precursor and an alkyne-functionalized lysolipid by the copper-catalyzed azide-alkyne cycloaddition (CuAAC) reaction. Inclusion of the photolabile <i>o</i>-nitrobenzyl-structure enables control over the permeability and morphology of the liposomes. Photolysis of the <i>o</i>-nitrobenzyl group changes the molecular structure of the photolabile phospholipids, inducing phase tra  ...[more]

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