- New trick for an old ligand. The sensing of Zn(II) using a lanthanide based ternary Yb(III)-cyclen-8-hydroxyquinoline system as a dual emissive probe for displacement assay
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A novel near-infrared (NIR) emissive lanthanide-based zinc sensor was designed, based on the self-assembly in aqueous solution between the nonemissive coordinatively unsaturated Yb(III) cyclen complex 2?Yb and the sulfonated 8-hydroxyquinoline (8-HQS) chromophore, which was employed as a sensitizing antenna. The resulting ternary complex, 2?Yb?8-HQS, displayed metal-centered emission in the NIR range upon excitation of the antenna with high quantum yield of Q = 0.23 ± 0.03% in pH 7.4 buffered aqueous solution; demonstrating efficient sensitization from 8-HQS. The addition of zinc led to quenching of the NIR emission as a result of the dissociation of the luminescent ternary 2?Yb?8-HQS complex, where the 8-HQS antenna was displaced from the Yb(III) center in favor of the formation of more stable chelates with Zn(II). These newly formed Zn(II) complexes were shown to exhibit strong green fluorescence; allowing for the simultaneous sensing of Zn(II) both within the visible and the NIR regions at physiological pH in competitive media. Furthermore, 2?Yb?8-HQS was shown to be able to detect Zn(II) with good selectivity and in a reversible manner, even in the presence of competitive group (I) and (II) metal ions as well as in the presence of several biologically important d-metal ions.
- Comby, Steve,Tuck, Sarah A.,Truman, Laura K.,Kotova, Oxana,Gunnlaugsson, Thorfinnur
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p. 10158 - 10168,11
(2012)
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Read Online
- Study on Relationship Between Fluorescence Properties and Structure of Substituted 8-Hydroxyquinoline Zinc Complexes
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Organic light-emitting diodes (OLEDs) produced from 8-hydroxyquinoline metal complexes play a vital role in modern electroluminescent devices. In this manuscript, a series of 8-hydroxyquinoline derivatives were synthesized by different methods and their corresponding zinc metal complexes were prepared. The UV and fluorescence properties of the complexes were measured aiming to understand the effect of substituents at the quinoline ring on the fluorescence properties of the complexes. When the C-5 of 8-hydroxyquinoline was replaced by halogen group, the fluorescence emission wavelengths had been red-shifted, at the same time, blue-shifted of fluorescence emission wavelength was observed when the C-5 position of 8-hydroxyquinoline was substituted by electron-withdrawing group. When the C-4 position of 8-hydroxyquinolie was substituted by methyl or the C-5 position was substituted by sulfonic acid group, the corresponding zinc complexes had higher fluorescence intensity than 8-hydroxyquinolie zinc.
- Jianbo, He,Tingting, Zhou,Yongjing, Cao,Yuanyuan, Zhang,Weiqing, Yang,Menglin, Ma
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p. 1121 - 1126
(2018/08/17)
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- Development of new cathepsin b inhibitors: Combining bioisosteric replacements and structure-based design to explore the structure-activity relationships of nitroxoline derivatives
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Human cathepsin B has many house-keeping functions, such as protein turnover in lysosomes. However, dysregulation of its activity is associated with numerous diseases, including cancers. We present here the structure-based design and synthesis of new cathepsin B inhibitors using the cocrystal structure of 5-nitro-8-hydroxyquinoline in the cathepsin B active site. A focused library of over 50 compounds was prepared by modifying positions 5, 7, and 8 of the parent compound nitroxoline. The kinetic parameters and modes of inhibition were characterized, and the selectivities of the most promising inhibitors were determined. The best performing inhibitor 17 was effective in cell-based in vitro models of tumor invasion, where it significantly abrogated invasion of MCF-10A neoT cells. These data show that we have successfully explored the structure-activity relationships of nitroxoline derivatives to provide new inhibitors that could eventually lead to compounds with clinical usefulness against the deleterious effects of cathepsin B in cancer progression.
- Sosi?, Izidor,Mirkovi?, Bojana,Arenz, Katharina,?tefane, Bogdan,Kos, Janko,Gobec, Stanislav
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supporting information
p. 521 - 533
(2013/04/24)
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- New trick for an old ligand! The sensing of Zn(II) using a lanthanide based ternary Yb(III)-cyclen-8-hydroxyquinoline system as a dual emissive probe for displacement assay
-
A novel near-infrared (NIR) emissive lanthanide-based zinc sensor was designed, based on the self-assembly in aqueous solution between the nonemissive coordinatively unsaturated Yb(III) cyclen complex 2?Yb and the sulfonated 8-hydroxyquinoline (8-HQS) chromophore, which was employed as a sensitizing antenna. The resulting ternary complex, 2?Yb?8-HQS, displayed metal-centered emission in the NIR range upon excitation of the antenna with high quantum yield of Q = 0.23 ± 0.03% in pH 7.4 buffered aqueous solution; demonstrating efficient sensitization from 8-HQS. The addition of zinc led to quenching of the NIR emission as a result of the dissociation of the luminescent ternary 2?Yb?8-HQS complex, where the 8-HQS antenna was displaced from the Yb(III) center in favor of the formation of more stable chelates with Zn(II). These newly formed Zn(II) complexes were shown to exhibit strong green fluorescence; allowing for the simultaneous sensing of Zn(II) both within the visible and the NIR regions at physiological pH in competitive media. Furthermore, 2?Yb?8-HQS was shown to be able to detect Zn(II) with good selectivity and in a reversible manner, even in the presence of competitive group (I) and (II) metal ions as well as in the presence of several biologically important d-metal ions.
- Comby, Steve,Tuck, Sarah A.,Truman, Laura K.,Kotova, Oxana,Gunnlaugsson, Thorfinnur
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p. 10158 - 10168
(2013/01/15)
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- Compositions of matter having bioactive properties
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Particles of coordinated complex comprising a basic, hydrous polymer and a capacitance adding compound, as well as methods for their production, are described. These complexes exhibit a high degree of bioactivity making them suitable for a broad range of applications through their incorporation into conventional vehicles benefiting from antimicrobial and similar properties.
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- Hydroformylation of olefins using azoxy-dentated ligands
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At a temperature in the range 100° C to 225° C the destructive dissociation of cobalt carbonyl compounds to cobalt metal and residue is inhibited by the action of one or more azoxy-dentated chelation ligands.
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