Tb(III) complexes with nonyl-substituted calix[4]arenes as building blocks of hydrophilic luminescent mixed polydiacetylene-based aggregates

Elistratova, Julia; Akhmadeev, Bulat; Zairov, Rustem; Dovzhenko, Alexey P.; Podyachev, Sergey N.; Sudakova, Svetlana N.; Syakaev, Viktor V.; Jelinek, Raz; Kolusheva, Sofiya; Mustafina, Asiya R.

doi:10.1016/j.molliq.2018.07.075

Cited by 6 publications

(2 citation statements)

References 39 publications

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“…The nano-architecture of the mixed vesicles is schematically illustrated in Figure 17 . The proximity of 1,3-diketone to carboxy/carboxylate groups facilitates the diketone-to-1,3-diketonate transformation resulting in coordination of Tb 3+ ions which, in turn, is followed by the enhancement of the Tb 3+ -centered luminescence [ 117 ].…”

Section: Nanoparticulate Forms Of Cyclophanic 13-diketonate Complmentioning

confidence: 99%

1,3-Diketone Calix[4]arene Derivatives—A New Type of Versatile Ligands for Metal Complexes and Nanoparticles

2021

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The present review is aimed at highlighting outlooks for cyclophanic 1,3-diketones as a new type of versatile ligands and building blocks of the nanomaterial for sensing and bioimaging. Thus, the main synthetic routes for achieving the structural diversity of cyclophanic 1,3-diketones are discussed. The structural diversity is demonstrated by variation of both cyclophanic backbones (calix[4]arene, calix[4]resorcinarene and thiacalix[4]arene) and embedding of different substituents onto lower or upper macrocyclic rims. The structural features of the cyclophanic 1,3-diketones are correlated with their ability to form lanthanide complexes exhibiting both lanthanide-centered luminescence and magnetic relaxivity parameters convenient for contrast effect in magnetic resonance imaging (MRI). The revealed structure–property relationships and the applicability of facile one-pot transformation of the complexes to hydrophilic nanoparticles demonstrates the advantages of 1,3-diketone calix[4]arene ligands and their complexes in developing of nanomaterials for sensing and bioimaging.

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Section: Nanoparticulate Forms Of Cyclophanic 13-diketonate Complmentioning

confidence: 99%

1,3-Diketone Calix[4]arene Derivatives—A New Type of Versatile Ligands for Metal Complexes and Nanoparticles

2021

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“…The incorporation of the dye molecules into the phospholipid vesicles is the reason for the disturbing of the structural ordering in their hydrophobic layers, which can be followed by the enhanced aggregation of the mixed vesicles vs. their pure phospholipid counterparts [ 68 ]. The DLS data ( Figure 4 ) measured for the aqueous solutions of the mixed vesicles reveal the average size values, which are greater than the previously reported values of the PC and PDA vesicles [ 69 ] and those of the PS vesicles measured in similar conditions ( Figure S4 ).…”

Section: Resultsmentioning

confidence: 99%

Supramolecular Optimization of Sensory Function of a Hemicurcuminoid through Its Incorporation into Phospholipid and Polymeric Polydiacetylenic Vesicles: Experimental and Computational Insight

et al. 2023

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This work presents the synthesis of a new representative of hemicurcuminoids with a nonyloxy substituent (HCur) as a fluorescent amphiphilic structural element of vesicular aggregates based on phosphatidylcholine (PC), phosphatidylserine (PS), and 10,12-pentacosadiynoic acid (PCDA). Both X-ray diffraction analysis of the single crystal and 1H NMR spectra of HCur in organic solvents indicate the predominance of the enol-tautomer of HCur. DFT calculations show the predominance of the enol tautomer HCur in supramolecular assemblies with PC, PS, and PCDA molecules. The results of the molecular modeling show that HCur molecules are surrounded by PC and PS with a rather weak exposure to water molecules, while an exposure of HCur molecules to water is enhanced under its supramolecular assembly with PCDA molecules. This is in good agreement with the higher loading of HCur into PC(PS) vesicles compared to PCDA vesicles converted into polydiacetylene (PDA) ones by photopolymerization. HCur molecules incorporated into HCur-PDA vesicles exhibit greater planarity distortion and hydration effect in comparison with HCur-PC(PS) ones. HCur-PDA is presented as a dual fluorescence-chromatic nanosensor responsive to a change in pH within 7.5–9.5, heavy metal ions and polylysine, and the concentration-dependent fluorescent response is more sensitive than the chromatic one. Thus, the fluorescent response of HCur-PDA allows for the distinguishing between Cd2+ and Pb2+ ions in the concentration range 0–0.01 mM, while the chromatic response allows for the selective sensing of Pb2+ over Cd2+ ions at their concentrations above 0.03 mM.

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Substrate-induced luminescence response of terbium-containing polymeric vesicles doped with the tetra- and bis-1,3-diketone derivatives of calix[4]arenes bearing nonyl substituents at the lower rims

et al. 2019

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Tb(III) complexes with nonyl-substituted calix[4]arenes as building blocks of hydrophilic luminescent mixed polydiacetylene-based aggregates

Cited by 6 publications

References 39 publications

1,3-Diketone Calix[4]arene Derivatives—A New Type of Versatile Ligands for Metal Complexes and Nanoparticles

1,3-Diketone Calix[4]arene Derivatives—A New Type of Versatile Ligands for Metal Complexes and Nanoparticles

Supramolecular Optimization of Sensory Function of a Hemicurcuminoid through Its Incorporation into Phospholipid and Polymeric Polydiacetylenic Vesicles: Experimental and Computational Insight

Substrate-induced luminescence response of terbium-containing polymeric vesicles doped with the tetra- and bis-1,3-diketone derivatives of calix[4]arenes bearing nonyl substituents at the lower rims

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