Issue 30, 2019

A molecular design strategy toward enzyme-activated probes with near-infrared I and II fluorescence for targeted cancer imaging

Abstract

The advance of cancer imaging requires innovations to establish novel fluorescent scaffolds that are excitable and emit in the near-infrared region with favorable Stokes shifts. Nevertheless, the lack of probes with these optimized optical properties presents a major bottleneck in targeted cancer imaging. By coupling of boron dipyrromethene platforms to enzymic substrates via a self-immolative benzyl thioether linker, we here report a strategy toward enzyme-activated fluorescent probes to satisfy these requirements. This strategy is applicable to generate various BODIPY-based probes across the NIR spectrum via introducing diverse electron-withdrawing substituents at the 3-position of the BODIPY core through a vinylene unit. As expected, such designed probes show advantages of two-channel ratiometric fluorescence and light-up NIR (I and II) emission with large Stokes shifts upon enzyme activation, enabling targeted cancer cell imaging and accurate tumor location by real-time monitoring of enzyme activities. This strategy is promising in engineering activatable molecular probes suitable for precision medicine.

Graphical abstract: A molecular design strategy toward enzyme-activated probes with near-infrared I and II fluorescence for targeted cancer imaging

Supplementary files

Article information

Article type
Edge Article
Submitted
28 Apr. 2019
Accepted
12 Jūn. 2019
First published
14 Jūn. 2019
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY-NC license

Chem. Sci., 2019,10, 7222-7227

A molecular design strategy toward enzyme-activated probes with near-infrared I and II fluorescence for targeted cancer imaging

R. Wang, J. Chen, J. Gao, J. Chen, G. Xu, T. Zhu, X. Gu, Z. Guo, W. Zhu and C. Zhao, Chem. Sci., 2019, 10, 7222 DOI: 10.1039/C9SC02093D

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