Spectroscopic properties and proton accepting ability of N-alkyl derivatives of dibenzylidenecyclopentanone, prospective fluorescent probes for cell membrane investigation

A.O.Doroshenko, A.V.Grigorovich, E.A.Posokhov, V.G.Pivovarenko*, A.P.Demchenko**

V.Karazin Kharkiv National University, 4 Svobody Sq., 61077 Kharkiv, Ukraine * T. Shevchenko National University, 4 Volodymyrska St., 01033 Kyiv, Ukraine ** A. Palladin Institute of Biochemistry, 9 Leontovich St., 01030 Kyiv, Ukraine, Tubitak Marmara Research Center, 41470, Gebze-Kocabli, Turkey

Received February 22, 1999

The molecular structure, spectral and acid-base characteristics of some azacrown and alkylamino derivatives of dibenzylidenecyclopentanone, fluorescent probes of promise, sensitive to alkali and alkali-earth metal ions in biological objects, have been investigated. It has been shown that the molecule of bis-dimethylamino dibenzalacetone derivatives has bis-S-cis conformation in solutions similar to the "fixed" one of its cyclopentanone analogs. Dialkylamino groups were found to be protonated at close pH values due to the absence of electron effects transmittance through carbonyl group.

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