A turn-on fluorescent probe for selective detection of H 2 S in environmental samples and bio-imaging in human breast cancer cells.

Autor: Banik D; Molecular Sensor and Supramolecular Chemistry Laboratory, Department of Chemistry, Indian Institute of Engineering Science and Technology, Shibpur, Howrah-711103, West Bengal, India. akmahapatra@chem.iiests.ac.in., Karak A; Molecular Sensor and Supramolecular Chemistry Laboratory, Department of Chemistry, Indian Institute of Engineering Science and Technology, Shibpur, Howrah-711103, West Bengal, India. akmahapatra@chem.iiests.ac.in., Halder S; Division of Molecular Medicine, Bose Institute, P 1/12, CIT Scheme VIIM, Kolkata 700054, India., Banerjee S; Molecular Sensor and Supramolecular Chemistry Laboratory, Department of Chemistry, Indian Institute of Engineering Science and Technology, Shibpur, Howrah-711103, West Bengal, India. akmahapatra@chem.iiests.ac.in., Mandal M; Molecular Sensor and Supramolecular Chemistry Laboratory, Department of Chemistry, Indian Institute of Engineering Science and Technology, Shibpur, Howrah-711103, West Bengal, India. akmahapatra@chem.iiests.ac.in., Maiti A; Molecular Sensor and Supramolecular Chemistry Laboratory, Department of Chemistry, Indian Institute of Engineering Science and Technology, Shibpur, Howrah-711103, West Bengal, India. akmahapatra@chem.iiests.ac.in., Jana K; Division of Molecular Medicine, Bose Institute, P 1/12, CIT Scheme VIIM, Kolkata 700054, India., Mahapatra AK; Molecular Sensor and Supramolecular Chemistry Laboratory, Department of Chemistry, Indian Institute of Engineering Science and Technology, Shibpur, Howrah-711103, West Bengal, India. akmahapatra@chem.iiests.ac.in.
Jazyk: angličtina
Zdroj: Organic & biomolecular chemistry [Org Biomol Chem] 2023 Oct 11; Vol. 21 (39), pp. 8020-8030. Date of Electronic Publication: 2023 Oct 11.
DOI: 10.1039/d3ob01319g
Abstrakt: A triphenylamine-benzothaizole-based turn-on fluorescent probe TPB-NO2 was designed and synthesized for tracking H 2 S 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/H 2 O solution (1 : 1, v/v; 10 mM HEPES buffer, pH 7.4). But the addition of H 2 S 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 H 2 S successfully in environmental water samples, solid-state TLC strip study, Quantitative determination of H 2 S in eggs, and in the bioimaging of human breast cancer cells (MDA-MB 231).
Databáze: MEDLINE