Mono-allyloxylated Cucurbituril Acts as an Unconventional Amphiphile To Form Light-ResponsiveVesicles
- Mono-allyloxylated Cucurbituril Acts as an Unconventional Amphiphile To Form Light-ResponsiveVesicles
- 이준석; 박경민; 백강균; 고용호; Annadka Shrinidhi; James Murray; 장원혁; 김기현; 유제중; 김성환; 김기문
- amphiphiles; cucurbiturils; drug delivery
- Issue Date
- Angewandte Chemie international edition
- VOL 57, NO 12-3136
- Serendipitously, mono-allyloxylated cucurbituril (AO1CB) was discovered to act as an unconventional amphiphile which self-assembles into light-responsive vesicles (AO1CBVC) in water. Although the mono-allyloxy group, directly tethered on the periphery of CB, is much shorter (C4) than the hydrophobic tails of conventional amphiphiles, it played an important role in vesicle formation. Light-activated transformation of the allyloxy group by conjugation with glutathione was exploited as a remote tool to disrupt the vesicle. The vesicle showed on-demand release of cargo upon irradiation by a laser, after they were internalized into cancer cells. This result demonstrated the potential of AO1CBVC as a new type of light-responsive intracellular delivery vehicle for the release of therapeutic cargo, within cells, on demand.
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