@article {585,
	title = {Effect of different electronic properties on 9-aryl-substituted BMVC derivatives for new fluorescence probes},
	journal = {Journal of Luminescence},
	volume = {127},
	number = {1},
	year = {2007},
	note = {<p>180AKTimes Cited:8Cited References Count:22</p>
},
	month = {Nov},
	pages = {41-47},
	abstract = {<p>We have previously illustrated that the electron donor of carbazole moiety and the electron acceptor of methyl pyridinium cation in 3,6-bis(1-methyl-4-vinylpyridinium) carbazole diiodide (BMVC) molecule could form an intramolecular charge-transfer state. The intramolecular twist of the vinyl group in bridging the donor and acceptor plays an important role in the BMVC fluorescence. Here, we have synthesized three 9-aryl-substituted BMVC derivatives with different electronic properties for the design of the second generation of fluorescence probes. The steady-state solvatochromic studies show no appreciable change to the charge transfer of BMVC by substituting an anisole electron-donating group at 9-position of BMVC. However, substituting a 9-nitrobenzyl electron-withdrawing group in BMVC could restrict the charge transfer in the excited state. Moreover, the increase of the fluorescence yields of 9-anisole BMVC and 9-phenyl BMVC upon interaction with DNA is even higher than that in glycerol, while the fluorescence yield of 9-nitrobenzyl BMVC upon interaction with DNA is much lower than that in glycerol. Although 9-nitrobenzyl BMVC is a good G-quadruplex stabilizer, substituting an electron-withdrawing group at 9-position of BMVC is not recommended for the design of fluorescence probes. On the other hand, colocalization between 9-phenyl BMVC and MitoTracker Red in the merged image of cells indicates that the 9-phenyl BMVC is a potential fluorescent mitochondrial probe. (C) 2007 Elsevier B.V. All rights reserved.</p>
},
	keywords = {DNA, florescence probe, human telomeres, intramolecular charge transfer, laser-dyes, molecular rotor, molecular rotors, photophysical properties, quadruplex structure, sensitivity, SYSTEMS, torsional relaxation, viscosity dependence},
	isbn = {0022-2313},
	url = {<Go to ISI>://WOS:000247332000009},
	author = {Tsai, Y. L. and Chang, C. C. and Kang, C. C. and Chang, T. C.}
}
