Abstract
Serendipitously, mono-allyloxylated cucurbit[7]uril (AO1CB[7]) was discovered to act as an unconventional amphiphile which self-assembles into light-responsive vesicles (AO1CB[7]VC) in water. Although the mono-allyloxy group, directly tethered on the periphery of CB[7], 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 AO1CB[7]VC as a new type of light-responsive intracellular delivery vehicle for the release of therapeutic cargo, within cells, on demand.
Original language | English |
---|---|
Pages (from-to) | 3132-3136 |
Number of pages | 5 |
Journal | Angewandte Chemie - International Edition |
Volume | 57 |
Issue number | 12 |
DOIs | |
Publication status | Published - 2018 Mar 12 |
Externally published | Yes |
Bibliographical note
Funding Information:This work was supported by the Institute for Basic Science (IBS) ([IBS-R007-D1] and [IBS-R007-Y1]), intramural funding from KIST (2E28030/CAP-17-01-KISTEurope), and the National Research Foundation funded by the Korean Government (MEST; No. NRF-2017R1A2A1A18070960).
Publisher Copyright:
© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
Keywords
- amphiphiles
- cucurbiturils
- drug delivery
- supramolecular chemistry
- vesicles
ASJC Scopus subject areas
- Catalysis
- General Chemistry