Hydrazine induced toxicity causes serious harm to the health of humans. The detection of N2H4 in vitro and in vivo has attracted a great deal of attention, especially in the context of fluorescent probes. Although some fluorescent N2H4 probes have been reported, only a few operate in purely aqueous media and, as a result, require the use of organic cosolvents which hinders their use in analysis of real samples. In addition, most of the current N2H4 probes are either "off-on" or "on-off" types, in which it is difficult to eliminate interference from background fluorescence commonly occurring in in vitro and in vivo systems. Furthermore, some probes are unable to differentiate hydrazine from other organic amines. To address the above problems, we developed a novel oligo(ethylene glycol)-functionalized fluorescent probe for the detection of N2H4. The probe, which has a donor-π-acceptor (D-π-A)-type structure, is water-soluble, and it can be utilized to selectively detect N2H4 in both colorimetric and ratiometric mode. Furthermore, the probe is able to differentiate hydrazine from other organic amines and can be used to detect hydrazine vapor and for imaging A549 cells and zebrafish.

Oligo(ethylene glycol)-Functionalized Ratiometric Fluorescent Probe for the Detection of Hydrazine in Vitro and in Vivo.

Fluorescent sensors for the detection of hydrazine in environmental and biological systems: Recent advances and future prospects

An ICT-based fluorescent probe with a large Stokes shift for measuring hydrazine in biological and water samples

A new quinoline-derived highly-sensitive fluorescent probe for the detection of hydrazine with excellent large-emission-shift ratiometric response.

Synthesis of Polyaromatic Rings: Rh(III)-Catalyzed [5 + 1] Annulation of Enaminones with Vinyl Esters through C-H Bond Functionalization.

Restriction of intramolecular motion (RIM) of rigid aromatic cores is the most universal mechanism so far that can successfully explain almost all AIE/AIEEgenic systems. By designing two novel naphthalimide derivatives (NIB and NIBD), we experimentally demonstrated the effect of a single formyl group that can efficiently transform an aggregation caused quenching (ACQ) system (NIB) into an AIEEgenic system (NIBD) by strengthening the RIM process. Besides, the newly designed naphthalimide AIEEgen (NIBD) accomplished ultrasensitive detection of hydrazine at the parts per trillion level (LOD/81 ppt) in aqueous media with high selectivity and enormous improvement over the existing state of the art. An exceptional sensitivity is also achieved in the vapor phase (LOD/0.003%) using a Whatman paper strip based portable device for simple and cost-effective on-site detection. The detection mechanism involved a reaction-based spontaneous formation of a non-fluorescent hydrazone Schiff base derivative (NIBDH). The in vitro potentiality of the AIEEgenic probe was also demonstrated in two mammalian cell lines i.e. HeLa (human cervical cancer cell line) and HEK293T (Human embryonic kidney cell line that expresses a mutant version of the SV40 large T antigen). Owing to the highly selective formation of the hydrazone Schiff base complex with hydrazine, NIBD responds to the existence of hydrazine in both these cell lines without any interference from other biologically rich metal ions and amino acids. These outcomes could initiate a much wider use of formyl group induced condensed state emission and a key hypothesis that could generate newer avenues for ACQ to AIEE transformations for several practical applications including hydrazone Schiff base complexation for probing and manipulating hydrazine biology associated with several metabolic activities.

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Aldehyde group driven aggregation-induced enhanced emission in naphthalimides and its application for ultradetection of hydrazine on multiple platforms

Swagatika Panda

Papers

Aldehyde group driven aggregation-induced enhanced emission in naphthalimides and its application for ultradetection of hydrazine on multiple platforms