Enhancing photoinduced electron transfer efficiency of fluorescent pH-probes with halogenated phenols

D. Aigner, S.A. Freunberger, M. Wilkening, R. Saf, S.M. Borisov, I. Klimant, Analytical Chemistry 86 (2014) 9293–9300.

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Journal Article | Published | English
Author
Aigner, Daniel; Freunberger, Stefan AlexanderIST Austria ; Wilkening, Martin; Saf, Robert; Borisov, Sergey M.; Klimant, Ingo
Abstract
Photoinduced electron transfer (PET), which causes pH-dependent quenching of fluorescent dyes, is more effectively introduced by phenolic groups than by amino groups which have been much more commonly used so far. That is demonstrated by fluorescence measurements involving several classes of fluorophores. Electrochemical measurements show that PET in several amino-modified dyes is thermodynamically favorable, even though it was not experimentally found, underlining the importance of kinetic aspects to the process. Consequently, the attachment of phenolic groups allows for fast and simple preparation of a wide selection of fluorescent pH-probes with tailor-made spectral properties, sensitive ranges, and individual advantages, so that a large number of applications can be realized. Fluorophores carrying phenolic groups may also be used for sensing analytes other than pH or molecular switching and signaling.
Publishing Year
Date Published
2014-08-14
Journal Title
Analytical Chemistry
Volume
86
Issue
18
Page
9293-9300
IST-REx-ID

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Aigner D, Freunberger SA, Wilkening M, Saf R, Borisov SM, Klimant I. Enhancing photoinduced electron transfer efficiency of fluorescent pH-probes with halogenated phenols. Analytical Chemistry. 2014;86(18):9293-9300. doi:10.1021/ac502513g
Aigner, D., Freunberger, S. A., Wilkening, M., Saf, R., Borisov, S. M., & Klimant, I. (2014). Enhancing photoinduced electron transfer efficiency of fluorescent pH-probes with halogenated phenols. Analytical Chemistry, 86(18), 9293–9300. https://doi.org/10.1021/ac502513g
Aigner, Daniel, Stefan Alexander Freunberger, Martin Wilkening, Robert Saf, Sergey M. Borisov, and Ingo Klimant. “Enhancing Photoinduced Electron Transfer Efficiency of Fluorescent PH-Probes with Halogenated Phenols.” Analytical Chemistry 86, no. 18 (2014): 9293–9300. https://doi.org/10.1021/ac502513g.
D. Aigner, S. A. Freunberger, M. Wilkening, R. Saf, S. M. Borisov, and I. Klimant, “Enhancing photoinduced electron transfer efficiency of fluorescent pH-probes with halogenated phenols,” Analytical Chemistry, vol. 86, no. 18, pp. 9293–9300, 2014.
Aigner D, Freunberger SA, Wilkening M, Saf R, Borisov SM, Klimant I. 2014. Enhancing photoinduced electron transfer efficiency of fluorescent pH-probes with halogenated phenols. Analytical Chemistry. 86(18), 9293–9300.
Aigner, Daniel, et al. “Enhancing Photoinduced Electron Transfer Efficiency of Fluorescent PH-Probes with Halogenated Phenols.” Analytical Chemistry, vol. 86, no. 18, ACS, 2014, pp. 9293–300, doi:10.1021/ac502513g.

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