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Synthesis and fluorescent properties of boroisoquinolines,a new family of fluorophores
Authors:Dnes Svri  Attila Kormos  Orsolya Demeter  Andrs Dancs  Gyrgy Mikls Keser&#x;  Mtys Milen  Pter brnyi-Balogh
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
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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