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Issue 3, 2016
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A dual-responsive nanocapsule via disulfide-induced self-assembly for therapeutic agent delivery

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Abstract

One-step synthesis of fluorescent molecules (SNBDP) containing one disulfide bond and two o-nitrobenzyl groups was demonstrated via multi-component Passerini reaction. This hydrophobic SNBDP could self-assemble into nanocapsules (SNBDP NCs) in aqueous solution via disulfide-induced assembly. The obtained nanocapsules were stable in aqueous solution for several weeks and exhibited enhanced fluorescence when nanocapsules were destroyed due to disaggregation-induced emission. The nanocapsules not only were reduction-sensitive and light-responsive, but also could be endocytosed by HeLa cells for cellular imaging. The enhanced fluorescence in the glutathione (GSH) pretreated HeLa cells showed that the compound was reduction-sensitive in living cells. In vitro WST-8 assays showed the nanocapsules were biocompatible and could further be used as drug delivery carriers. Indocyanine green (ICG), a clinically approved NIR dye, was loaded into the nanocapsules (ICG@SNBDP NCs). ICG@SNBDP NCs showed enhanced photothermal efficacy compared with same concentration of free ICG under 808-nm laser irradiation. Consequently, ICG@SNBDP NCs upon NIR irradiation can effectively kill cancer cells through local hyperthermia. These results highlight the potential of disulfide-induced nanocapsules as smart nanoparticles for cellular imaging and therapeutic agent delivery.

Graphical abstract: A dual-responsive nanocapsule via disulfide-induced self-assembly for therapeutic agent delivery

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Supplementary files

Article information


Submitted
30 Sep 2015
Accepted
23 Nov 2015
First published
25 Nov 2015

This article is Open Access
All publication charges for this article have been paid for by the Royal Society of Chemistry

Chem. Sci., 2016,7, 1846-1852
Article type
Edge Article
Author version available

A dual-responsive nanocapsule via disulfide-induced self-assembly for therapeutic agent delivery

W. Lin, T. Sun, Z. Xie, J. Gu and X. Jing, Chem. Sci., 2016, 7, 1846
DOI: 10.1039/C5SC03707G

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