Fluorogenic probes for mitochondria and lysosomes via intramolecular photoclick reaction

Abstract

Probes based on the intramolecular tetrazole-ene photo-click reaction were developed for the in situ fluorescence imaging of mitochondria and lysosomes in living cells.

Photoclick Reaction Constructs Glutathione-Responsive Theranostic System for Anti-Tuberculosis

“…In this study, HA-Cys-MA and HA-Lys-Tet, which could first form nanocages via UV-induced click reaction, were mixed with rifampicin (RIF) to create a RIF-loaded carrier (RIF@HA-NG). Photo-inducible click chemistry has been widely applied to functionalize and investigate the dynamics and roles of biomolecules in living systems ( Le Droumaguet et al, 2010 ; Zhou et al, 2016 ; Nainar et al, 2017 ; Liu et al, 2021 ). The fluorescent imaging contrast Cy5.5 was then modified on the RIF@HA-NG through amidation in the existence of carbodiimide (EDC) and N-hydroxysuccinimide (NHS) to obtain the aimed nanosystem, which combined the diagnosis and therapy of tuberculosis ( Scheme 1 ).…”

“…Moreover, the cysteine (Cys) containing disulfide bond ( Yang et al, 2015 ; Wang et al, 2020 ) was reasonably chosen to possess the GSH-responsive peculiarity. On the other hand, a polymer pre-monomer containing the photo-click functional groups, including methacryloyl (MA) ( Maiti et al, 2020 ) and tetrazolium (Tet) ( Wu et al, 2019 ; Liu et al, 2021 ), was designed and synthesized to obtain a controllable nano-delivery system.…”

Small-molecule fluorogenic probes for mitochondrial nanoscale imaging

“…Furthermore, Liu et al developed the fluorogenic probe Mt-Tet , targeting mitochondria by TPP + . 196 Its photoactivation is based on the tetrazole-ene photo click reaction. Upon UV light irradiation, a pyrazoline cycloadduct is created when the five-membered heterocyclic ring spontaneously cyclizes with an alkene unit to release nitrogen.…”

Photoclick Reaction Programming Glutathione-Responsive System for Granuloma-Tracking and Anti-Tuberculosis

“…Photo-inducible click chemistry has been widely applied to functionalize and investigate the dynamics and roles of biomolecules in living systems. [34][35][36][37] The uorescent imaging contrast Cy5.5, was then modi ed on the RIF@HA-NG through amidation in the existence of carbodiimide (EDC) and N-hydroxysuccinimide (NHS) to obtain the aimed nanosystem which combined the diagnosis and therapy of tuberculosis (Scheme 1). Among them, the synthetic routes of HA-Cys-MA and HA-Lys-Tet are summarized in Figure S1 and S2, respectively.…”

“…And the cysteine (Cys) containing disul de bond [40][41] was reasonably chosen to possess the GSH-responsive peculiarity. On the other hand, a polymer pre-monomer containing the photoclick functional groups including methacryloyl (MA) 42 and tetrazolium (Tet) 35,43 was designed and synthesized to obtain a controllable nano-delivery system.…”