A Phenanthrenequinone-Based Ratiometric Fluorescent Probe for Rapid Detection of Peroxynitrite with Imaging in Osteoblast Precursor Cells.

In the current situation, peroxynitrite (ONOO-) is drawing the increasing attention of researchers for its pivotal role in diverse pathological and physiological processes on grounds of robust oxidation and nitrification. Herein, we have successfully designed and synthesized a phenanthrenequinone benzyl borate-based chemosensor for fast and selective detection of ONOO-. The probe PTDP itself had an orange fluorescence, which was changed to strong blue fluorescence upon the addition of ONOO-, indicating the ratiometric response of the probe. This is so because of the cleavage of the benzyl boronate-protecting group of PTDP upon the addition of ONOO- with simultaneous releasing of pyridinyl-based chemosensor PPI. The PTDP showed outstanding performance in the various photophysical studies such as good selectivity, excellent sensitivity with a very low detection limit of 2.74 nM, and a very fast response time (<15 s). Furthermore, for practical applicability, it was successfully applied in the ratiometric detection of ONOO- in osteoblast precursor cells.

A turn-on fluorescent probe for selective detection of H2S in environmental samples and bio-imaging in human breast cancer cells.

A triphenylamine-benzothaizole-based turn-on fluorescent probe TPB-NO2 was designed and synthesized for tracking H2S in both environmental and biological samples depending upon the sensing strategy of thiolysis of 2,4-dinitrophenyl (DNP) ether. Due to PET (photoinduced electron transfer), occurring from donor triphenylamine moiety to acceptor DNP moiety, the probe TPB-NO2 itself is very weakly fluorescent and colorless in DMSO/H2O solution (1 : 1, v/v; 10 mM HEPES buffer, pH 7.4). But the addition of H2S leads to thiolysis of 2,4-dinitrophenyl ether to block the initial PET process and hence it exhibits naked eye detectable turn-on response with bright cyan fluorescence and intense brown color. Not only that, the probe exhibits excellent selectivity over other bio-thiols like Cysteine (Cys), homocysteine (Hcy), and glutathione (GSH), fast response time (<2 min), and high sensitivity with a detection limit of 9.81 nM. Moreover, to explore the practical applicability of our probe we employed it to monitor H2S successfully in environmental water samples, solid-state TLC strip study, Quantitative determination of H2S in eggs, and in the bioimaging of human breast cancer cells (MDA-MB 231).

Near-infrared fluorescent turn-on probe for hydrazine detection: environmental samples and live cell imaging.

An acetoxy naphthaldehyde conjugated benzophenoxazinium chloride chromophore-based-donor-π-acceptor (D-π-A) fluorescent probe BPN (benzophenoxazinium naphthoxy imine) displaying near-infrared (NIR) emission was reported for hydrazine detection. The chosen water-soluble benzophenoxazinium chloride chromophore has excellent photostability, a high molar extinction coefficient and fluorescence quantum yield (Φ = from 0.0075 to 0.6193), higher selectivity towards hydrazine and a longer fluorescence lifetime. In the presence of hydrazine, BPN exhibits near infrared fluorescence emission at 725 nm along with color change from light blue to red, as detected by the naked eye. Moreover, the BPN probe can selectively detect hydrazine (DL = 4.5 × 10-10 M) in a 90% aqueous DMSO solution without interfering with other analytes. As proof of real samples, the probe is successfully applied to sense hydrazine in thin layer chromatography (TLC) paper strips (both solution and vapor phases) and water and soil samples, suggesting its significant potential application. Also, due to its NIR emission and aqueous solubility, the BPN probe can be successfully used in live cell imaging with low cytotoxicity.

Recent Advancements in Colorimetric and Fluorescent pH Chemosensors: From Design Principles to Applications.

Due to the immense biological significance of pH in diverse living systems, the design, synthesis, and development of pH chemosensors for pH monitoring has been a very active research field in recent times. In this review, we summarize the designing strategies, sensing mechanisms, biological and environmental applications of fluorogenic and chromogenic pH chemosensors of the last three years (2018-2020). We categorized these pH probes into seven types based on their applications, including 1) Cancer cell discriminating pH probes; 2) Lysosome targetable pH probes; 3) Mitochondria targetable pH probes; 4) Golgi body targetable pH probes; 5) Endoplasmic reticulum targetable pH probes; 6) pH probes used in nonspecific cell imaging; and 7) pH probes without cell imaging. All these different categories exhibit diverse applications of pH probes in biological and environmental fields.

Switching to a 'turn-on' fluorescent probe for rapid detection of hydrazine in human breast cancer cells using a test-strip.

A fluorescent probe TPSBT was developed to monitor hydrazine detection with a "turn on" response, converting from a "non-responsive" probe by a simple structural modification. The probe shows very weak fluorescence due to the strong ICT process and upon treatment with hydrazine, green fluorescence appears due to the blocking of this ICT by the formation of a hydrazone. The probe TPSBT can detect hydrazine with a very low detection limit (1.22 × 10-7 M) and within a very short time period of 50 s. Additionally, the probe is able to give a response in live cell imaging (MDA-MB 231) and also in the solid phase.

A benzothiazole-based dual reaction site fluorescent probe for the selective detection of hydrazine in water and live cells.

As hydrazine is an environmental pollutant and highly toxic to living organisms, selective and rapid detection is highly needed for the benefit of living organisms as well as the environment. Here, we first introduced a novel benzothiazole conjugated methyldicyanovinyl coumarin probe BTC, with dual recognition sites for hydrazine detection. The incorporation of the methyldicyanovinyl group into the benzocoumarin fluorophore increased the electrophilicity of the lactone ring of the probe BTC facilitating the nucleophilic attack of hydrazine and rapid (within 1 min, low detection limit = 1.7 nM) turn-on sky blue fluorescence with 700-fold fluorescence intensity enhancement was observed via hydrazine-induced lactone ring-opening followed by selective cleavage of the dicyanovinyl group. According to the literature, dicyanovinyl group assisted lactone ring opening has revealed the possibility of hydrazine recognition with a large Stokes shift (140 nm) and a high fluorescence quantum yield (0.67). Here, the DFT study and practical applications of the probe BTC in different water samples have been presented. The probe BTC was also successfully applied for the detection of hydrazine in the vapor phase using paper strips and in live MDA-MB 231 cells.