A fluorescent "off-on-off" proton switch derived from natural products and further studies of first-generation fluorescent photoinduced electron transfer (PET) systems

Saliya A. De Silva, Kenny C. Loo, Benjamin Amorelli, Supun L. Pathirana, Magambo Nyakirang'ani, Mahesha Dharmasena, Shirley Demarais, Brenda Dorcley, Pavitra Pullay, Yousif A. Salih

Research output: Contribution to journalReview article

38 Citations (Scopus)

Abstract

Two new second generation fluorescent switches that are based on the chromophore-spacer-receptor architecture are reported in this paper. The fluorescence modulation of these switches is a result of quenching or initiating photoinduced electron transfer (PET) between the chromophore and the receptors due to cation binding. These two molecules utilize an alkaloid, anabasine, as the proton receptor, and function as fluorescent off-on-off switches with decreasing pH. One of these molecules also utilizes a coumarin as the chromophore, making it the first rationally designed fluorescent PET system based on natural products. Further studies of two well-known first generation fluorescent switches to achieve more complex fluorescence modulation are also reported in this paper.

Original languageEnglish
Pages (from-to)2791-2795
Number of pages5
JournalJournal of Materials Chemistry
Volume15
Issue number27-28
DOIs
StatePublished - 21 Jul 2005

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Biological Products
Protons
Chromophores
Switches
Electrons
Anabasine
Fluorescence
Modulation
Alkaloids
Molecules
Cations
Quenching
Positive ions

Cite this

De Silva, Saliya A. ; Loo, Kenny C. ; Amorelli, Benjamin ; Pathirana, Supun L. ; Nyakirang'ani, Magambo ; Dharmasena, Mahesha ; Demarais, Shirley ; Dorcley, Brenda ; Pullay, Pavitra ; Salih, Yousif A. / A fluorescent "off-on-off" proton switch derived from natural products and further studies of first-generation fluorescent photoinduced electron transfer (PET) systems. In: Journal of Materials Chemistry. 2005 ; Vol. 15, No. 27-28. pp. 2791-2795.
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abstract = "Two new second generation fluorescent switches that are based on the chromophore-spacer-receptor architecture are reported in this paper. The fluorescence modulation of these switches is a result of quenching or initiating photoinduced electron transfer (PET) between the chromophore and the receptors due to cation binding. These two molecules utilize an alkaloid, anabasine, as the proton receptor, and function as fluorescent off-on-off switches with decreasing pH. One of these molecules also utilizes a coumarin as the chromophore, making it the first rationally designed fluorescent PET system based on natural products. Further studies of two well-known first generation fluorescent switches to achieve more complex fluorescence modulation are also reported in this paper.",
author = "{De Silva}, {Saliya A.} and Loo, {Kenny C.} and Benjamin Amorelli and Pathirana, {Supun L.} and Magambo Nyakirang'ani and Mahesha Dharmasena and Shirley Demarais and Brenda Dorcley and Pavitra Pullay and Salih, {Yousif A.}",
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De Silva, SA, Loo, KC, Amorelli, B, Pathirana, SL, Nyakirang'ani, M, Dharmasena, M, Demarais, S, Dorcley, B, Pullay, P & Salih, YA 2005, 'A fluorescent "off-on-off" proton switch derived from natural products and further studies of first-generation fluorescent photoinduced electron transfer (PET) systems', Journal of Materials Chemistry, vol. 15, no. 27-28, pp. 2791-2795. https://doi.org/10.1039/b502865e

A fluorescent "off-on-off" proton switch derived from natural products and further studies of first-generation fluorescent photoinduced electron transfer (PET) systems. / De Silva, Saliya A.; Loo, Kenny C.; Amorelli, Benjamin; Pathirana, Supun L.; Nyakirang'ani, Magambo; Dharmasena, Mahesha; Demarais, Shirley; Dorcley, Brenda; Pullay, Pavitra; Salih, Yousif A.

In: Journal of Materials Chemistry, Vol. 15, No. 27-28, 21.07.2005, p. 2791-2795.

Research output: Contribution to journalReview article

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T1 - A fluorescent "off-on-off" proton switch derived from natural products and further studies of first-generation fluorescent photoinduced electron transfer (PET) systems

AU - De Silva, Saliya A.

AU - Loo, Kenny C.

AU - Amorelli, Benjamin

AU - Pathirana, Supun L.

AU - Nyakirang'ani, Magambo

AU - Dharmasena, Mahesha

AU - Demarais, Shirley

AU - Dorcley, Brenda

AU - Pullay, Pavitra

AU - Salih, Yousif A.

PY - 2005/7/21

Y1 - 2005/7/21

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