Synthesis and fluorescent properties of boroisoquinolines,a new family of fluorophores |
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Authors: | Dnes Svri Attila Kormos Orsolya Demeter Andrs Dancs Gyrgy Mikls Keser Mtys Milen Pter brnyi-Balogh |
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Institution: | Hungarian Academy of Sciences, Research Centre for Natural Sciences, Institute of Organic Chemistry, Medicinal Chemistry Research Group, 1519 Budapest POB 286, Hungary, +36 1 3826961 ; Hungarian Academy of Sciences, Research Centre for Natural Sciences, Institute of Organic Chemistry, Chemical Biology Research Group, 1519 Budapest POB 286, Hungary ; Egis Pharmaceuticals Plc., Directorate of Drug Substance Development, 1475 Budapest POB 100, Hungary |
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Abstract: | First representatives of a new family of isoquinolines, so called boroisoquinolines, were synthesized and characterized. The synthesis was based on the insertion of the difluoroboranyl group into the 1-methylidene-3,4-dihydroisoquinoline core. The optimization of the 2-difluoroboranyl-3,4-dihydroisoquinoline-1(2H)-ylidene core led to efficient fluorescence in a range of 400–600 nm with outstanding (>100 nm) Stokes shifts. The compounds might be suitable for reversible or irreversible labelling of proteins, particularly the cannabinoid receptor CB2.First representatives of a new family of isoquinolines, so called boroisoquinolines, were synthesized and characterized. |
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