Novel fluorescent pH sensor based on coumarin with piperazine and imidazole substituents

Na'il Saleh; Yaseen A. Al-Soud; Werner M. Nau

doi:10.1016/j.saa.2008.02.004

Novel fluorescent pH sensor based on coumarin with piperazine and imidazole substituents

Na'il Saleh, Yaseen A. Al-Soud, Werner M. Nau

Research output: Contribution to journal › Article › peer-review

49 Citations (Scopus)

Abstract

A new coumarin derivative containing piperazine and imidazole moieties is reported as a fluorophore for hydrogen ions sensing. The fluorescence enhancement of the studied sensor with an increase in hydrogen ions concentration is based on the hindering of photoinduced electron transfer from the piperazinyl amine and the imidazolyl amine to the coumarin fluorophore by protonation. The presented sensor has a novel design of fluorophore-spacer-receptor(1)-receptor(2) format, which is proposed to sense two ranges of pH (from 2.5 to 5.5) and (from 10 to 12) instead of sensing one pH range. A model compound, in which the piperazinyl ring is absent, was synthesized as well to confirm the novel pH sensing of the proposed sensor.

Original language	English
Pages (from-to)	818-822
Number of pages	5
Journal	Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy
Volume	71
Issue number	3
DOIs	https://doi.org/10.1016/j.saa.2008.02.004
Publication status	Published - Dec 1 2008
Externally published	Yes

Keywords

Coumarin
Fluorescent multiple pH sensor
Imidazole
Photoinduced electron transfer (PET)
Piperazine

ASJC Scopus subject areas

Analytical Chemistry
Atomic and Molecular Physics, and Optics
Instrumentation
Spectroscopy

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10.1016/j.saa.2008.02.004

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title = "Novel fluorescent pH sensor based on coumarin with piperazine and imidazole substituents",

abstract = "A new coumarin derivative containing piperazine and imidazole moieties is reported as a fluorophore for hydrogen ions sensing. The fluorescence enhancement of the studied sensor with an increase in hydrogen ions concentration is based on the hindering of photoinduced electron transfer from the piperazinyl amine and the imidazolyl amine to the coumarin fluorophore by protonation. The presented sensor has a novel design of fluorophore-spacer-receptor(1)-receptor(2) format, which is proposed to sense two ranges of pH (from 2.5 to 5.5) and (from 10 to 12) instead of sensing one pH range. A model compound, in which the piperazinyl ring is absent, was synthesized as well to confirm the novel pH sensing of the proposed sensor.",

keywords = "Coumarin, Fluorescent multiple pH sensor, Imidazole, Photoinduced electron transfer (PET), Piperazine",

author = "Na'il Saleh and Al-Soud, {Yaseen A.} and Nau, {Werner M.}",

note = "Funding Information: N. Saleh thanks Yarmouk University for their financial support (grant no. 2007/14). The financial support from the DAAD exchange programme (grant number A/06/11962) and the DFG (grant number NA 686/2-1) are also gratefully acknowledged. ",

year = "2008",

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doi = "10.1016/j.saa.2008.02.004",

language = "English",

volume = "71",

pages = "818--822",

journal = "Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy",

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T1 - Novel fluorescent pH sensor based on coumarin with piperazine and imidazole substituents

AU - Saleh, Na'il

AU - Al-Soud, Yaseen A.

AU - Nau, Werner M.

N1 - Funding Information: N. Saleh thanks Yarmouk University for their financial support (grant no. 2007/14). The financial support from the DAAD exchange programme (grant number A/06/11962) and the DFG (grant number NA 686/2-1) are also gratefully acknowledged.

PY - 2008/12/1

Y1 - 2008/12/1

N2 - A new coumarin derivative containing piperazine and imidazole moieties is reported as a fluorophore for hydrogen ions sensing. The fluorescence enhancement of the studied sensor with an increase in hydrogen ions concentration is based on the hindering of photoinduced electron transfer from the piperazinyl amine and the imidazolyl amine to the coumarin fluorophore by protonation. The presented sensor has a novel design of fluorophore-spacer-receptor(1)-receptor(2) format, which is proposed to sense two ranges of pH (from 2.5 to 5.5) and (from 10 to 12) instead of sensing one pH range. A model compound, in which the piperazinyl ring is absent, was synthesized as well to confirm the novel pH sensing of the proposed sensor.

AB - A new coumarin derivative containing piperazine and imidazole moieties is reported as a fluorophore for hydrogen ions sensing. The fluorescence enhancement of the studied sensor with an increase in hydrogen ions concentration is based on the hindering of photoinduced electron transfer from the piperazinyl amine and the imidazolyl amine to the coumarin fluorophore by protonation. The presented sensor has a novel design of fluorophore-spacer-receptor(1)-receptor(2) format, which is proposed to sense two ranges of pH (from 2.5 to 5.5) and (from 10 to 12) instead of sensing one pH range. A model compound, in which the piperazinyl ring is absent, was synthesized as well to confirm the novel pH sensing of the proposed sensor.

KW - Coumarin

KW - Fluorescent multiple pH sensor

KW - Imidazole

KW - Photoinduced electron transfer (PET)

KW - Piperazine

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JO - Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy

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IS - 3

ER -

Novel fluorescent pH sensor based on coumarin with piperazine and imidazole substituents

Abstract

Keywords

ASJC Scopus subject areas

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