Synthesis and fluorescent properties of boroisoquinolines, a new family of fluorophores

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-dihydroiso...

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Veröffentlicht in:RSC advances 2018-11, Vol.8 (67), p.38598-3865
Hauptverfasser: Sóvári, Dénes, Kormos, Attila, Demeter, Orsolya, Dancsó, András, Keser, György Miklós, Milen, Mátyás, Ábrányi-Balogh, Péter
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container_end_page 3865
container_issue 67
container_start_page 38598
container_title RSC advances
container_volume 8
creator Sóvári, Dénes
Kormos, Attila
Demeter, Orsolya
Dancsó, András
Keser, György Miklós
Milen, Mátyás
Ábrányi-Balogh, Péter
description 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(2 H )-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 CB 2 . First representatives of a new family of isoquinolines, so called boroisoquinolines, were synthesized and characterized.
doi_str_mv 10.1039/c8ra08241c
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subjects Chemical compounds
Chemistry
Crystallography
Fluorescence
Proteins
Synthesis
title Synthesis and fluorescent properties of boroisoquinolines, a new family of fluorophores
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