Thioredoxin reductase-triggered fluorogenic donor of hydrogen sulfide: a model study with a symmetrical organopolysulfide probe with turn-on near-infrared fluorescent emission

Abstract

We describe herein the rational development of organopolysulfide-based fluorogenic donor of hydrogen sulfide (H2S) DCI-PS, which can be activated by the antioxidant selenoenzyme thioredoxin reductase (TrxR) with concomitant release of...

Stimuli-responsive prodrug of non-steroidal anti-inflammatory drug diclofenac: self-immolative drug release with turn-on near-infrared fluorescence

“…Before starting the emission from DCI-ROS , the emission profile of DCI-OH at the NIR region was validated upon adding 50% DMSO in PBS. 15 Subsequently, the emission spectrum of the reaction of DCI-ROS (10 μM) in the presence of H 2 O 2 (200 μM) was measured ( λ ex = 550 nm), and interestingly, the emission pattern ( λ em (max) = 670 nm) resembled that of pure DCI-OH , indicating the turn-on fluorescence from DCI-ROS (Fig. 2B).…”

An Expanded Palette of Fluorescent COS/H2S-Releasing Donors for H2S Delivery, Detection, and In Vivo Application

“…Fluorogenic H2S donors with direct H2S-releasing scaffolds, such as trisulfides and activated thioethers, or indirect COS/H2Sreleasing scaffolds, such as thioesters, thiocarbamates, thiocarbonates, and sulfenyl thiocarbonates, have been reported previously (Figure 1a). [19,[22][23][24][25][26][27][28][29][30][31][32][33][34][35][36][37] Indirect COS/H2S donors function by the intermediate release of COS, which is rapidly converted to H2S in cellular environments by the enzyme carbonic anhydrase (CA). These COS/H2S donor scaffolds enable easy modification via addition of an alcohol or amine-modified fluorescent dye.…”

An Expanded Palette of Fluorescent COS/H2S‐Releasing Donors for H2S Delivery, Detection, and In Vivo Application

“…Fluorogenic H 2 S donors with direct H 2 S-releasing scaffolds, such as trisulfides and activated thioethers, or indirect COS/H 2 S-releasing scaffolds, such as thioesters, thiocarbamates, thiocarbonates, and sulfenyl thiocarbonates, have been reported previously (Figure 1a). [20,[23][24][25][26][27][28][29][30][31][32][33][34][35][36][37][38] Indirect COS/ H 2 S donors function by the intermediate release of COS, which is rapidly converted to H 2 S in cellular environments by the enzyme carbonic anhydrase (CA). These COS/H 2 S donor scaffolds enable easy modification via addition of an alcohol or amine-modified fluorescent dye.…”