A phthalimide-functionalized UiO-66 metal-organic framework for the fluorogenic detection of hydrazine in live cells. 2019

Mostakim Sk, and Mohammed Rafi Uz Zama Khan, and Aniruddha Das, and Soutick Nandi, and Vishal Trivedi, and Shyam Biswas
Department of Chemistry, Indian Institute of Technology Guwahati, 781039 Assam, India. sbiswas@iitg.ernet.in.

Here, we demonstrated the synthesis, characterization and application of a phthalimide-functionalized UiO-66 metal-organic framework, which showed an intrinsic detection capability for hydrazine. The MOF material (1) was solvothermally prepared by the reaction between ZrCl4 and 2-(1,3-dioxoisoindolin-2-yl)benzene-1,4-dioic acid (H2L) ligand in DMF solvent in the presence of benzoic acid for 48 h at 120 °C. The guest molecule free material (1') was used as a turn-on fluorescent sensor for the selective detection of hydrazine under biological conditions. The phthalimide group anchored in the structure of 1' is converted to the amine group by reaction with hydrazine and this free amine is accountable for the turn-on fluorescence behavior. The probe exhibited an extraordinary detection limit towards hydrazine (0.87 μM). The cellular imaging ability of the MOF probe for hydrazine was also demonstrated with MDAMB-231 breast cancer cells. The probe-loaded cells didn't show considerable cellular cytotoxicity and morphological deformities. They responded towards hydrazine solution by giving an intense blue fluorescent signal. Hence, 1' is capable of monitoring hydrazine in both the aqueous phase and living cells.

UI MeSH Term Description Entries
D008968 Molecular Conformation The characteristic three-dimensional shape of a molecule. Molecular Configuration,3D Molecular Structure,Configuration, Molecular,Molecular Structure, Three Dimensional,Three Dimensional Molecular Structure,3D Molecular Structures,Configurations, Molecular,Conformation, Molecular,Conformations, Molecular,Molecular Configurations,Molecular Conformations,Molecular Structure, 3D,Molecular Structures, 3D,Structure, 3D Molecular,Structures, 3D Molecular
D010797 Phthalimides The imide of phthalic acids.
D005456 Fluorescent Dyes Chemicals that emit light after excitation by light. The wave length of the emitted light is usually longer than that of the incident light. Fluorochromes are substances that cause fluorescence in other substances, i.e., dyes used to mark or label other compounds with fluorescent tags. Flourescent Agent,Fluorescent Dye,Fluorescent Probe,Fluorescent Probes,Fluorochrome,Fluorochromes,Fluorogenic Substrates,Fluorescence Agents,Fluorescent Agents,Fluorogenic Substrate,Agents, Fluorescence,Agents, Fluorescent,Dyes, Fluorescent,Probes, Fluorescent,Substrates, Fluorogenic
D006801 Humans Members of the species Homo sapiens. Homo sapiens,Man (Taxonomy),Human,Man, Modern,Modern Man
D006834 Hydrazines Substituted derivatives of hydrazine (formula H2N-NH2). Hydrazide
D000073396 Metal-Organic Frameworks Supramolecular networks that consist of ordered arrangements of organic electron donor linkers (usually ditopic or polytopic organic carboxylates) and metal cations. They can have an extremely high surface area and adjustable pore size that allows for the insertion of other molecules capable of various functions such as catalysis, capture of carbon dioxide, and drug delivery. Metal Organic Framework,Metal-Organic Framework,Porous Coordination Polymer,Covalent Organic Framework,Porous Coordination Networks,Porous Coordination Polymers,Coordination Networks, Porous,Coordination Polymer, Porous,Coordination Polymers, Porous,Framework, Covalent Organic,Framework, Metal Organic,Framework, Metal-Organic,Frameworks, Metal-Organic,Metal Organic Frameworks,Networks, Porous Coordination,Organic Framework, Covalent,Organic Framework, Metal,Polymer, Porous Coordination,Polymers, Porous Coordination
D013050 Spectrometry, Fluorescence Measurement of the intensity and quality of fluorescence. Fluorescence Spectrophotometry,Fluorescence Spectroscopy,Spectrofluorometry,Fluorescence Spectrometry,Spectrophotometry, Fluorescence,Spectroscopy, Fluorescence
D045744 Cell Line, Tumor A cell line derived from cultured tumor cells. Tumor Cell Line,Cell Lines, Tumor,Line, Tumor Cell,Lines, Tumor Cell,Tumor Cell Lines
D061848 Optical Imaging The use of light interaction (scattering, absorption, and fluorescence) with biological tissue to obtain morphologically based information. It includes measuring inherent tissue optical properties such as scattering, absorption, and autofluorescence; or optical properties of exogenous targeted fluorescent molecular probes such as those used in optical MOLECULAR IMAGING, or nontargeted optical CONTRAST AGENTS. Fundus Autofluorescence Imaging,Autofluorescence Imaging,Fluorescence Imaging,Autofluorescence Imaging, Fundus,Fundus Autofluorescence Imagings,Imaging, Autofluorescence,Imaging, Fluorescence,Imaging, Fundus Autofluorescence,Imaging, Optical

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