کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
5403952 | 1392770 | 2007 | 7 صفحه PDF | دانلود رایگان |
عنوان انگلیسی مقاله ISI
Effect of different electronic properties on 9-aryl-substituted BMVC derivatives for new fluorescence probes
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موضوعات مرتبط
مهندسی و علوم پایه
شیمی
شیمی تئوریک و عملی
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چکیده انگلیسی
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, co-localization 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.
ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Journal of Luminescence - Volume 127, Issue 1, November 2007, Pages 41-47
Journal: Journal of Luminescence - Volume 127, Issue 1, November 2007, Pages 41-47
نویسندگان
Yu-Lin Tsai, Cheng-Chung Chang, Chi-Chih Kang, Ta-Chau Chang,