A mitochondria-targeting ratiometric fluorescent probe for imaging hydrogen peroxide with long-wavelength emission and large Stokes shift

Boronate-Based Probes for Biological Oxidants: A Novel Class of Molecular Tools for Redox Biology

“…There are also examples of a probe synthesis in which the boronobenzyl moiety is introduced directly to an aromatic ring nitrogen in a pyridine (Xu et al, 2014 ; Li et al, 2019 ) or quinoline (He et al, 2018 ) system as well as onto aliphatic amine nitrogen ( Scheme 3D ) (Sun et al, 2014 ; Li K.-B. et al, 2017 ; Han et al, 2018 ).…”

“…Several other mitochondria-targeted boronate-based fluorogenic probes were reported for the detection of H 2 O 2 and ONOO − , including SHP-Mito ( 78 ) (Masanta et al, 2012 ; Kim and Cho, 2013 ), Mito-H 2 O 2 ( 79 ) (Xu J. et al, 2016 ), pep3-NP1 ( 86 ) (Wen et al, 2015 ), MI-H 2 O 2 ( 80 ) (Xiao et al, 2016 ), CBZ-H 2 O 2 ( 81 ) (Zhang K. et al, 2016 ), HKB ( 83 ) (He et al, 2018 ), HBTPB ( 84 ) (Tang et al, 2018 ), Mito-NP ( 88 ) (Liang et al, 2019 ), MBTBE ( 89 ) (Shu et al, 2020b ), and CM ( 90 ) (Weber et al, 2020 ) ( Figure 4C , Table 3 ).…”

Recent Advances in Organelle-Targeted Fluorescent Probes

“…He et al reported a ratiometric fluorescent H 2 O 2 -detection probe based on a 2-(2hydroxyphenyl) benzothiazole (HBT) scaffold equipped with a boronate ester group [55]. The boronate ester group was conjugated to the HBT core via a quinoline ring as a bridge, which also serves as a positively charged mitochondria-targeting group (22).…”

Research progress in the development of organic small molecule fluorescent probes for detecting H2O2

“…Xiangzhi Song and Wenqiang Chen 83 combined the ICT and ESIPT mechanisms to design a novel mitochondria-targeted uorescent probe 33 (Fig. 20) that showed a red uorescence ratio of I 594 nm /I 666 nm at a single excitation wavelength of 440 nm.…”