- Smart D-π-A Type Near-Infrared Aβ Probes: Effects of a Marked π Bridge on Optical and Biological Properties
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To expand the scope of D-π-A based near-infrared (NIR) probes for detecting β-amyloid (Aβ) plaques and to systematically explore the relationship among their structural characteristics, optical properties, and biological properties, three series of smart NIR probes with different aromatic rings and up to seven trans double bonds were synthesized and evaluated. Marked correlations between the conjugated π system and properties of these probes, such as optical data, binding ability, and brain uptake, were observed. One probe, PHC-4, displayed improved properties as a NIR probe for the in vivo detection of Aβ plaques.
- Zhou, Kaixiang,Bai, Hongcun,Feng, Liang,Dai, Jiapei,Cui, Mengchao
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- Spectroscopic Studies on Organic Carbonyl Compounds, IX: On Synthesis and Spectroscopy of 1-Phenyl-11-(4-dimethyl-amino-phenyl)-undeca-4,6,8,10-tetraene-1,3-dione
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For the first time 1-phenyl-11-(4-dimethylamino-phenyl)-undeca-4,6,8,10-tetraene-1,3-dione was synthesized by aldol condensation.UV-VIS-, fluorescence-, laser- and n.m.r.-data of the compound are presented and compared with those of diketo-compounds with shorter chain length. - Keywords. β-Diketone; Spectral behaviour; Laser efficiency.
- Gustav, Klaus,Bartsch, Ulrich
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- Synthesis, structure, linear and nonlinear properties of tricyanofuran–terminated merocyanine dyes
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Structural and spectroscopic characteristics of merocyanine dyes are important because of their potential applications in optoelectronics and sensors. Herein we report synthesis, X-ray diffraction characterization of crystal structure, spectroscopic and NMR studies of four merocyanine dyes which, according to their strong donor-acceptor structure, exhibit a second order polarizability (β). Crystallographic studies demonstrated an almost planar structure of all molecules and indicated the occurrence of conformational changes in π-conjugated bridge between donor and acceptor. For three homologues similar packing modes, defined mostly by week C[sbnd]H?N interactions, were found in crystals. Bond length alternation (BLA) values have been evaluated using crystallographic and NMR data and have shown a correlation to their nonlinear optical activity. Second order polarizabilities for all compounds were measured using hyper Rayleigh scattering (HRS) in solution. It was found that the merocyanines studied exhibit very large second order polarizabilities (up to 4.1 10?27 esu), making them potentially useful for materials for second harmonic generation (SHG). Unfortunately, they do not demonstrate acentric packing of chromophores, which is required for SHG in the crystalline state, but may show promise for other applications such as poled polymer blends or for SHG sensing in biological environments.
- Tillotson, John P.,Bogdanov, Georgii,Jucov, Evgheni V.,Khrustalev, Victor N.,Rigin, Sergei,Hales, Joel M.,Perry, Joseph W.,Timofeeva, Tatiana V.
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p. 146 - 154
(2019/04/26)
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- The synthesis and evaluation of near-infrared probes with barbituric acid acceptors for in vivo detection of amyloid plaques
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A new array of near-infrared probes containing barbituric acid acceptors has been developed as Aβ imaging agents. These probes displayed long-emission wavelengths and large Stokes shifts, as well as high affinities for Aβ aggregates. In vivo and ex vivo studies demonstrated that BBTOM-3 could intensely label Aβ plaques in the brains of transgenic mice.
- Zhou, Kaixiang,Fu, Hualong,Feng, Liang,Cui, Mengchao,Dai, Jiapei,Liu, Boli
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p. 11665 - 11668
(2015/07/15)
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- A convenient synthesis of conjugated ω-arylpolyenals via Wittig reaction with (1,3-dioxan-2-yl-methyl)triphenylphosphonium bromide/sodium hydride
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Commercially available reagent, (1,3-dioxan-2-yl-methyl)triphenylphosphonium bromide, sodium hydride and a catalytic amount of 18-crown-6 has proven efficient system for vinylic extension of ω-arylpolyenals.
- Plazuk, Damian,Janowska, Izabela,Klys, Arkadiusz,Hameed, Asia,Zakrzewski, Janusz
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p. 381 - 385
(2007/10/03)
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