- Ratiometric fluorescence sensing and cellular imaging of Cu2+ by a new water soluble trehalose-naphthalimide based chemosensor
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A new turn-on Cu2+ fluorescent sensor (CST) having a trehalose moiety, which confers a relatively large solubility in water, has been synthesized. The chemosensor is therefore suitable for studies in aqueous solution. Full potentiometric and UV-vis characterization evidence that at physiological pH CST forms with Cu2+ a species with a 1 : 1 stoichiometry allowing for a straightforward correlation between CST response and copper(ii) concentration. The presence of the trehalose unit does not negatively affect the selectivity of CST for Cu2+ over a series of metal ions of interest as proven by fluorescence measurements. The novel chemosensor, tested in differentiated neuroblastoma SH-SY5Y cells, is able to detect Cu2+ in the extracellular region, as well as to track copper transfer processes upon cell stimulation induced by cellular depolarization.
- Grasso, Giuseppa Ida,Gentile, Salvatore,Giuffrida, Maria Laura,Satriano, Cristina,Sgarlata, Carmelo,Sgarzi, Massimo,Tomaselli, Gaetano,Arena, Giuseppe,Prodi, Luca
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- Preparation method 4 - bromo -5 - nitro -1, 8 - naphthalene anhydride (by machine translation)
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The invention belongs to the technical field of fine chemical engineering, and concretely relates to 4 - bromo -5 - nitro -1, 8 - naphthalene anhydride preparation method. 5 - Bromoacenaphthylene is added dropwise to obtain 5 - bromo 4 - nitroacenaphthylene;5 - bromo 4 - nitroacenaphthylene and a catalyst are added into glacial acetic acid to react to obtain -5 - bromo 4 - nitro -5 - and -1 8 - naphthalene anhydride. The method for preparing the target product has the advantages of cheap and easily available raw materials, low preparation cost, high product yield, mild preparation process conditions, good atomic economy and industrial mass production. (by machine translation)
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- Fluorescent dye based on naphthalimide and preparation method, and application thereof
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The invention relates to a fluorescent dye based on naphthalimide, and a preparation method and an application thereof. Specifically, the invention provides a naphthalimide fluorophore which has a structure as shown in a general formula I which is described in the speicification, wherein groups in the formula I are described in the specification. The compound provided by the invention has good water solubility and high fluorescent quantum yield in an aqueous solution, and can be used for two-photon imaging and co-localization imaging to living cells.
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- Expanding the Breadth of 4-Amino-1,8-naphthalimide Photophysical Properties through Substitution of the Naphthalimide Core
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Fluorescent sensors that illuminate specific molecules and chemical events allow the selective and sensitive study of the cellular environment. At the centre of this technology lies the fluorescent reporter molecule, and it is therefore crucial to provide a breadth of fluorophores with varying photophysical and biological behaviour. 4-Amino-1,8-naphthalimides are commonly employed in fluorescent sensors, but the narrow range of structural derivatives limits versatility of application. Here we report the synthesis and investigation of a set of twelve 4-amino-1,8-naphthalimides bearing an additional substituent on the aromatic core. Photophysical characterisation and time-dependent density functional theory studies provided insights into the structure–photophysical property relationships of these derivatives, which show an expanded range of emission wavelengths and other photophysical properties. These compounds could all be visualised within cells by confocal microscopy, showing cytoplasmic or lipid droplet localisation. Our studies have demonstrated that simple structural modification of 4-amino-1,8-naphthalimides provides derivatives with considerable breadth of behaviour that lend valuable versatility to the design of fluorescent sensors.
- Leslie, Kathryn G.,Jacquemin, Denis,New, Elizabeth J.,Jolliffe, Katrina A.
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supporting information
p. 5569 - 5573
(2018/03/21)
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- The effect of the regioisomeric naphthalimide acetylide ligands on the photophysical properties of N^N Pt(ii) bisacetylide complexes
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Two N^N Pt(ii) bis(acetylide) complexes Pt-1 and Pt-2 with regioisomeric amino NI acetylide ligands (L-1 and L-2, L-1 = 5-amino-4-ethylnaphthaleneimide; L-2 = 3-amino-4-ethylnaphthaleneimide) were prepared. The photophysical properties of the complexes were studied by steady state and time-resolved spectroscopy. The two complexes with regioisomeric ligands (Pt-1 and Pt-2) show different photophysical properties such as maximal absorption wavelength (485 nm vs. 465 nm), triplet excited state lifetimes (23.7 μs vs. 0.9 μs), and different solvent-polarity dependences of the emission properties. The absorption of the complexes is red-shifted as compared with the previously reported Pt(ii) complex containing the 4-ethylnaphthaleneimide ligand. The two complexes with regioisomeric NI ligands were used as triplet photosensitizers for triplet-triplet annihilation (TTA) upconversion; drastically different upconversion quantum yields (15.0% vs. 1.1%) were observed. Our results are useful for designing new visible light-harvesting Pt(ii) bisacetylide complexes as triplet photosensitizers which can be used in areas such as photocatalysis, photodynamic therapy and TTA upconversion.
- Liu, Lianlian,Zhang, Caishun,Zhao, Jianzhang
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p. 13434 - 13444
(2014/11/07)
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