A red fluorescent BODIPY probe for iridium (III) ion and its application in living cells.

Xingyu Qu,Yufeng Pan,Yongjun Bian,Yang Bai,Jianqing Li

doi:10.1098/rsos.181090

Abstract

A new red fluorescent probe 1 based on BODIPY skeleton has been successfully synthesized through introduction of 2-(thiophen-2-yl) quinoline moiety at meso- and 3-position, which exhibits excellent optical performance, including high fluorescence quantum yield, large pseudo Stokes' shift as well as high selectivity and sensitivity towards iridium (III) ion in aqueous solution and in living cells.

Highlights

Fluorescence imaging microscopy is an essential and potent tool for monitoring the analytes inside living systems based on sensitive optical response of probes to the analytes [1–5]
Many BODIPY probes based on photoinduced electron transfer (PET) are often built as fluorophore–spacer–chelator constructs, in which appending the chelator at the meso-position of the BODIPY
We reported a BODIPY probe with a 2-(thiophen-2-yl)quinoline group as a chelator can selectively and sensitively detect the Fe3þ ion [55,56]

Summary

Introduction

Fluorescence imaging microscopy is an essential and potent tool for monitoring the analytes inside living systems based on sensitive optical response of probes to the analytes [1–5]. Intensity used to create images can reflect the localization and concentration of the probe [6–10]. Many fluorescence probes have been synthesized to increase photo-stability and tune the emission into red or nearinfrared region (NIR) (600–900 nm) to avoid photobleaching of emissive dyes and deepen penetration depths during fluorescence imaging [11–17]. The red or NIR BODIPY probe can be obtained, by the introduction of aromatic or heteroaromatic rings as substituents at the 3, 5 and/or 1, 7 positions on the pyrrole moieties [23–25]. The widely used mechanisms for BODIPY probes are photoinduced electron transfer (PET), photoinduced intramolecular charge transfer (ICT) and resonance energy transfer (RET). Many BODIPY probes based on PET are often built as fluorophore–spacer–chelator constructs, in which appending the chelator at the meso-position of the BODIPY

Methods

Results

Conclusion