Synthesis of redox sensitive dyes based on a combination of long wavelength emitting fluorophores and nitroxides

Bognár, Balázs and Jekő, József and Kálai, Tamás and Hideg, Kálmán (2010) Synthesis of redox sensitive dyes based on a combination of long wavelength emitting fluorophores and nitroxides. Dye and pigments, 87 (3). pp. 218-224. ISSN 0143-7208

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Abstract

New, nitroxide-fluorophore acceptor-donor compounds were synthesized based on long wavelength (570e790 nm) emitting 9-diethylamino-5H-benzo[a]phenoxazin-5-one, 4,4-difluoro-4-bora-3a,4adiaza- s-indacene and metal-ligand complex fluorophores. The fluorophores and nitroxides were linked via a robust C]C bond. The steady-state spectral properties of the new donor-acceptor compounds and their diamagnetic (sterically hindered amine) derivatives were studied. Titration of nitroxides with ascorbic acid sodium salt to diamagnetic N-hydroxy compounds resulted in fluorescence enhancement. The Ru-complex modified with nitroxide exhibited fluorescence increase and electron paramagnetic resonance band broadening upon B-deoxyribonucleic acid addition providing evidence of binding with B-deoxyribonucleic acid.

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