30752-19-3Relevant articles and documents
Alkyloxy modified pyrene fluorophores with tunable photophysical and crystalline properties
Kapf, Andreas,Eslahi, Hassan,Blanke, Meik,Saccone, Marco,Giese, Michael,Albrecht, Marcel
supporting information, p. 6361 - 6371 (2019/04/25)
Novel alkyloxy modified 2,7-di-tert-butyl-4,5,9,10-tetra(arylethynyl)pyrenes were prepared through a straightforward Sonogashira coupling approach. Optical properties such as quantum yields and absorption/emission spectra of the fluorophores were investigated by UV/Vis and fluorescence measurements. Aggregation induced excimer formation of the chromophores in polar solvents and in the solid state was proved by the presence of a characteristic bathochromically shifted emission band and a decrease of the emission capability. These results strongly indicate the unexpected observation that the excimer formation of adjacent pyrene rings is not prevented by the introduction of bulky tert-butyl substituents. Single-crystal X-ray and computational analyses reveal the co-planar alignment of adjacent molecules and the presence of π-π-stacking in the molecular packing of the pyrene polyaromatics. Furthermore, fluorescence, DSC and POM measurements indicate that the aggregation behaviour, the thermal characteristics and the crystalline properties are significantly influenced by changing structural features of the attached functional groups at the periphery of the pyrene core.
Derivative based on 1,3,5-triazine and fluorene unit and application thereof
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Paragraph 0037; 0039, (2018/09/12)
The invention relates to a derivative based on a 1,3,5-triazine structure and a fluorene unit and application thereof. The 1,3,5-triazine derivative and the fluorenyl derivative are fixed into a single molecule through sp3 hybrid carbon atoms by means of a Pd(dba)2 catalytic C-H coupled reaction, and a bipolar body material is prepared. The synthesis method is simple, raw materials are easy to obtain, and industrial development is facilitated. The bipolar body material has the balanced carrier transport capability, the high triplet energy level, the wide energy gap and the high quantum efficiency. According to the bipolar body material, under the film state, due to the interplanar pi-pi effect of the 1,3,5-triazine, excimer fluorescence spectrum red shifting is formed. The body material has the good solubility in a common organic solvent and can be applied to preparing a solution machined electroluminescent device. The body material is applied to the electroluminescent device, the device efficiency is improved, driving voltage and efficiency roll-off are lowered, and the service life of the device is prolonged.
Probing the Hydrophobic Binding Pocket of G-Protein-Coupled Lysophosphatidylserine Receptor GPR34/LPS1 by Docking-Aided Structure-Activity Analysis
Sayama, Misa,Inoue, Asuka,Nakamura, Sho,Jung, Sejin,Ikubo, Masaya,Otani, Yuko,Uwamizu, Akiharu,Kishi, Takayuki,Makide, Kumiko,Aoki, Junken,Hirokawa, Takatsugu,Ohwada, Tomohiko
supporting information, p. 6384 - 6399 (2017/08/02)
The ligands of certain G-protein-coupled receptors (GPCRs) have been identified as endogenous lipids, such as lysophosphatidylserine (LysoPS). Here, we analyzed the molecular basis of the structure-activity relationship of ligands of GPR34, one of the LysoPS receptor subtypes, focusing on recognition of the long-chain fatty acid moiety by the hydrophobic pocket. By introducing benzene ring(s) into the fatty acid moiety of 2-deoxy-LysoPS, we explored the binding site's preference for the hydrophobic shape. A tribenzene-containing fatty acid surrogate with modifications of the terminal aromatic moiety showed potent agonistic activity toward GPR34. Computational docking of these derivatives with a homology modeling/molecular dynamics-based virtual binding site of GPR34 indicated that a kink in the benzene-based lipid surrogates matches the L-shaped hydrophobic pocket of GPR34. A tetrabenzene-based lipid analogue bearing a bulky tert-butyl group at the 4-position of the terminal benzene ring exhibited potent GPR34 agonistic activity, validating the present hydrophobic binding pocket model.
