Abstract
Hydrazine (N2H4) is one of the most widely used industrial chemicals that can be utilized as a precursor of pesticides, pharmaceutics, and rocket propellant. Due to its biological and environmental toxicity with potential health risks, various sensing tools have been developed. Among them, fluorescence-based molecular sensing systems have been highlighted due to its simple-operation, high selectivity and sensitivity, and biocompatibility. In our recent report, we disclosed a ratiometric type fluorescent probe, called HyP-1, for the detection of hydrazine, which is based on ortho-methoxy-methyl-ether (o-MOM) moiety assisted hydrazone-formation of the donor (D)-acceptor (A) type naphthaldehyde backbone. As our follow-up research, we disclose a turn-on type fluorescent probe, named HyP-2, as the next-generation hydrazine probe. The sensing rational of HyP-2 is based on the o-MOM assisted retro-aza-Henry type reaction. The dicyanovinyl moiety, commonly known as a molecular rotor, causes significant emission quenching of a fluorescent platform in aqueous media, and its cleavage with hydrazone-formation, which induces a significant fluorescence enhancement. The high selectivity and sensitivity of HyP-2 shows practical explicabilities, including real-time paper strip assay, vapor test, soil analysis, and real water assay. We believe its successful demonstrations suggest further applications into a wide variety of fields.
Highlights
We have highlighted the development of new fluorometric platforms, for the detection of toxic chemical species, due to its close relationship with many biological and environmental processes [1,2,3].Hydrazine (N2 H4 ) is a well-known industrial pnictogen hydride chemical, which is widely used in pharmaceutical products such as catalysts, as a propellant and agriculture pesticide [4,5,6,7]
We found a fast hydrazone-formation between D-A type naphthaldehyde and hydrazine by o-MOM assistant, and we utilized this property in developing a fluorescent probe, HyP-1 [18]
As a follow-up research of HyP-1, we designed a new turn-on type of fluorescent probe, named HyP-2, which consisted of o-MOM and dicyanovinyl molecular rotor moiety that can be cleavaged by hydrazine (Figure 1)
Summary
We have highlighted the development of new fluorometric platforms, for the detection of toxic chemical species, due to its close relationship with many biological and environmental processes [1,2,3].Hydrazine (N2 H4 ) is a well-known industrial pnictogen hydride chemical, which is widely used in pharmaceutical products such as catalysts, as a propellant and agriculture pesticide [4,5,6,7]. It can cause crucial damage to the human central nervous system (CNS), liver, lungs, and kidneys. Recognizing the importance of sensing hydrazine, many analytical methods have been introduced, mainly. Recognizing the importance of sensing hydrazine, many analytical methods have been introduced, instrument-dependent tools, such as mass spectrometric analysis, electrochemical approach, and mainly instrument-dependent tools, such as mass spectrometric analysis, electrochemical approach, chromatography [11,12,13]. Fluorescent techniques have been developed using chemistry-based and chromatography [11,12,13]. Fluorescent techniques have been developed using chemistrytools, owing to their operation, selectivity responsiveness, and high compatibility based tools, owingsimple to their simple high operation, high and selectivity and responsiveness, and high toward biological and environmental analytes [14,15].
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