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

doi: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

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

Chemistry and Biochemistry

Research output: Contribution to journal › Review article › peer-review

44 Scopus citations

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 language	English
Pages (from-to)	2791-2795
Number of pages	5
Journal	Journal of Materials Chemistry
Volume	15
Issue number	27-28
DOIs	https://doi.org/10.1039/b502865e
State	Published - 21 Jul 2005

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De Silva, S. A., Loo, K. C., Amorelli, B., Pathirana, S. L., Nyakirang'ani, M., Dharmasena, M., Demarais, S., Dorcley, B., Pullay, P., & Salih, Y. A. (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, 15(27-28), 2791-2795. https://doi.org/10.1039/b502865e

@article{f381dd9819c44cebad8a46324a59b549,

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

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.}",

year = "2005",

month = jul,

day = "21",

doi = "10.1039/b502865e",

language = "English",

volume = "15",

pages = "2791--2795",

journal = "Journal of Materials Chemistry",

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publisher = "Royal Society of Chemistry",

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

Research output: Contribution to journal › Review article › peer-review

TY - JOUR

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

N2 - 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.

AB - 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.

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AN - SCOPUS:22944488870

SN - 0959-9428

VL - 15

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EP - 2795

JO - Journal of Materials Chemistry

JF - Journal of Materials Chemistry

IS - 27-28

ER -

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

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