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manuscript for Efficient Regioselective Photogeneration of a Five-Membered Azaheterocyclic AIEgen for Cancer Cell Differentiation with Unusual Photoamplification Effect.pdf (871.14 kB)
Efficient Regioselective Photogeneration of a Five-Membered Azaheterocyclic AIEgen for Cancer Cell Differentiation with Unusual Photoamplification Effect
Preprints are manuscripts made publicly available before they have been submitted for formal peer review and publication. They might contain new research findings or data. Preprints can be a draft or final version of an author's research but must not have been accepted for publication at the time of submission.
submitted on 11.06.2020 and posted on 12.06.2020by Qiyao Li, Junyi Gong, Ying Li, Ruoyao Zhang, Haoran Wang, Jacky W. Y. Lam, Herman H.-Y. Sung, Ian Duncan Williams, Ryan Tsz Kin Kwok, Jianguo Wang, Hui-min LI, Ben Zhong Tang
mostly suffered from various synthetic problems, hold a special status in pharmaceutical chemistry and life science. Here, based on green chemistry, a highly efficient
and remarkably regioselective photoreaction was developed under mild conditions
for constructing fused five-membered azaheterocycles with aggregation-induced emission
(AIE) characteristics. After
the photoreaction, one of the most noteworthy optical features is the abruptly increased
emission induced by UV irradiation. Making use of this, fluorescent photopatterns were readily
fabricated in solution and solid support with improved signal-to-background
ratio. Due to the excellent biocompatibility and unique chemical structure of
the azaheterocycles, selective mitochondria-targeted
cancer cell recognition was realized at an ultralow dye concentration. Notably,
an unusual photoamplification effect and an exceptional anti-photobleaching phenomenon
were observed thanks to the occurrence of the photoreaction. It is not
only the first time that fused five-membered azaheterocyclic AIE luminogen was synthesized
quantitatively via an unconventionally yet highly regioselective photoreaction, but also the first
attempt to combat photobleaching problem by the photoamplification effect.