For drug delivery purposes, the ability to conveniently attach a targeting moiety that will deliver drugs to cells and then enable controlled release of the active molecule after localization is desirable. Towards this end, we describe a clickable and photocleavable lipid analog to maximize the efficiency of bioconjugation and triggered release. This compound contains a dibenzocyclooctyne group for biorthogonal derivatization linked via a photocleavable 2-nitrobenzyl at the headgroup of a synthetic lipid backbone. To assess delivery and release using this system, we report fluorescence-based assays for liposomal modification and photocleavage in solution and immobilized on surfaces to demonstrate successful liposome functionalization and photoinduced release. In addition, delivery to and release from live cells was further confirmed and characterized using fluorescence microscopy and flow cytometry analysis in which the lipid probe is delivered to cells, derivatized and photocleaved.<br/>

Clickable and photocleavable lipid analog for cell membrane delivery and release

251st National Meeting (2016)

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.