Issue 67, 2018

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

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.

Graphical abstract: Synthesis and fluorescent properties of boroisoquinolines, a new family of fluorophores

Supplementary files

Article information

Article type
Paper
Submitted
05 Oct 2018
Accepted
08 Nov 2018
First published
15 Nov 2018
This article is Open Access
Creative Commons BY license

RSC Adv., 2018,8, 38598-38605

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

D. Sóvári, A. Kormos, O. Demeter, A. Dancsó, G. M. Keserű, M. Milen and P. Ábrányi-Balogh, RSC Adv., 2018, 8, 38598 DOI: 10.1039/C8RA08241C

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