A multifunctional logic gate by means of a triple-chromophore fluorescent biothiol probe with diverse fluorescence signal patterns

Abstract

A novel multifunctional logic gate based on a triple-chromophore (coumarin-NBD-flavylium, CNF) fluorescent biothiol probe with diverse fluorescence signal patterns was rationally designed and synthetized. On the new triad CNF, diverse logic operations such as OR, TRANSFER, INH, NOT, and YES logic gates were achieved by using biothiols and fluorescence signal patterns as the multiple inputs and outputs, respectively.

Nitrobenzoxadiazole Ether-Based Near-Infrared Fluorescent Probe with Unexpected High Selectivity for H2S Imaging in Living Cells and Mice

“…This probe is based on a near-infrared (NIR) fluorophore DC–OH and uses nitrobenzoxadiazole (NBD) ether as a reaction site. Although various NBD ether-based probes have been reported recently, they are used for simultaneous detection of biothiols (cysteine (Cys), glutathione (GSH), and homocysteine (Hcy)) or H 2 S/biothiols, − rather than selective detection of H 2 S without interference (Table S2). Differently, DC-NBD was unexpectedly found to show high selectivity for H 2 S over biothiols, making it suitable to specifically detect H 2 S. Moreover, DC-NBD shows rapid response to H 2 S and releases NIR fluorescent turn-on signal at 744 nm within 3 min with significant enhancement (up to 40-fold), high sensitivity (26 nM detection limit), and remarkable large Stokes shift (166 nm), which are all desirable.…”

Mitochondria-Immobilized Unimolecular Fluorescent Probe for Multiplexing Imaging of Living Cancer Cells

“…Although Cys/Hcy and GSH consumes ZED competitively, the green fluorescence can still be partly turned on in the presence of excess amounts of GSH through a reversible S N Ar substitution, showing that NBD is capable of detecting Cys/Hcy in cells. To date, there are many reports about sensing Cys/Hcy in cells using the NBD moiety, − and the sensing mechanisms have been well discussed in literature. , Apart for the response toward thiols, ZED and its derivate, ZED-1, also reacted with HOCl generating a red fluorescence F 543 from Rhodamine B (Figure S3). F 543 also had great selectivity to HOCl over other biological relevant analytes in cuvettes (Figure S4).…”

“…To date, there are many reports about sensing Cys/Hcy in cells using the NBD moiety, 52−56 and the sensing mechanisms have been well discussed in literature. 57,58 Apart for the response toward thiols, ZED and its derivate, ZED-1, also reacted with HOCl generating a red fluorescence F 543 from Rhodamine B (Figure S3). F 543 also had great selectivity to HOCl over other biological relevant analytes in cuvettes (Figure S4).…”

AND-Logic Based Fluorescent Probe for Selective Detection of Lysosomal Bisulfite in Living Cells

“…The development of smart probes and imaging instruments provide great opportunities for both environmental and bioimaging applications. − But it is still a challenge to distinguish the coexistence biomarkers, such as ions, neutral species, pH, temperature, and viscosity. Since the prominent work by de Silva and co-workers in 1980s, many multistimulus-responsive fluorescent probes based on molecular logic gates have been developed. − In these systems, the analytes and corresponding signal changes could be served as the inputs and outputs, respectively. It would be very valuable when they correlated with Boolean logic ideas. − Inspired by these, we hypothesize that the fluorescence response of the developed probe could be combined with the concentrations of bisulfite and acidity in lysosomes, then produces specific output signal, which is in fact very consistent with the concept of an AND logic gate.…”