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Open AccessArticle

Self-Assembled Triphenylphosphonium-Conjugated Dicyanostilbene Nanoparticles and Their Fluorescence Probes for Reactive Oxygen Species

1
Department of Chemistry and Research Institute of Natural Science, Gyeongsang National University, Jinju 52828, Korea
2
Composites Research Division, Korea Institute of Materials Science, Changwon 51508, Korea
*
Authors to whom correspondence should be addressed.
These authors contributed equally to this work.
Nanomaterials 2018, 8(12), 1034; https://doi.org/10.3390/nano8121034
Received: 23 November 2018 / Revised: 7 December 2018 / Accepted: 10 December 2018 / Published: 12 December 2018
We report self-assembled novel triphenylphosphonium-conjugated dicyanostilbene-based as selective fluorescence turn-on probes for 1O2 and ClO. Mono- or di-triphenylphosphonium-conjugated dicyanostilbene derivatives 1 and 2 formed spherical structures with diameters of ca. 27 and 56.5 nm, respectively, through π-π interaction between dicyanostilbene groups. Self-assembled 1 showed strong fluorescent emission upon the addition of 1O2 and ClO compared to other ROS (O2, OH, NO, TBHP, H2O2, GSH), metal ions (K+, Na+), and amino acids (cysteine and histidine). Upon addition of 1O2 and ClO, the spherical structure of 1 changed to a fiber structure (8-nm wide; 300-nm long). Upon addition of 1O2 and ClO, the chemical structural conversion of 1 was determined by FAB-Mass, NMR, IR and Zeta potential analysis, and the strong emission of the self-assembled 1 was due to an aggregation-induced emission enhancement. This self-assembled material was the first for selective ROS as a fluorescence turn-on probe. Thus, a nanostructure change-derived turn-on sensing strategy for 1O2 or ClO may offer a new approach to developing methods for specific guest molecules in biological and environmental subjects. View Full-Text
Keywords: dicyanostilbene; triphenylphosphonium; self-assembly; ROS detection dicyanostilbene; triphenylphosphonium; self-assembly; ROS detection
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MDPI and ACS Style

Choi, W.; Lim, N.Y.; Choi, H.; Seo, M.L.; Ahn, J.; Jung, J.H. Self-Assembled Triphenylphosphonium-Conjugated Dicyanostilbene Nanoparticles and Their Fluorescence Probes for Reactive Oxygen Species. Nanomaterials 2018, 8, 1034.

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