A colorimetric and fluorescent turn-on chemosensor operative in aqueous media for Zn2+ based on a multifunctionalized spirobenzopyran derivative

Organic & Biomolecular Chemistry
Jian-Fa ZhuAlbert W M Lee

Abstract

By conjugating spiropyran chloride 8 with 2-amino-N-(quinolin-8-yl)acetamide (5), multifunctionalized spirobenzopyran derivative SPQN was designed and synthesized as a water soluble colorimetric and fluorescent turn-on chemosensor for Zn(2+). In 50% aqueous ethanol buffer solution, SPQN displayed a selective chelation fluorescence enhancement (16-fold) at 650 nm and visible color change (from colorless to red) with Zn(2+) among the metal ions examined. In addition, as the third channel to display the metal binding characteristics of SPQN, operating on an efficient FRET process between the quinoline and the merocyanine moiety of the sensor, ratiometric determination of Zn(2+) can be realized.

References

Apr 1, 2000·Current Opinion in Chemical Biology·A I Bush
Jul 18, 2001·Journal of the American Chemical Society·F M Raymo, S Giordani
Aug 9, 2001·Journal of the American Chemical Society·S C BurdetteS J Lippard
Oct 27, 2001·Organic Letters·F M Raymo, S Giordani
Aug 5, 1997·Chemical Reviews·A. Prasanna de SilvaTerence E. Rice
Jul 20, 2002·Chemical Communications : Chem Comm·Pengju JiangZijian Guo
Dec 31, 2002·Brain Research. Brain Research Reviews·Math P Cuajungco, Kyle Y Fagét
Sep 26, 2003·Organic Letters·Silvia Giordani, Françisco M Raymo
Nov 13, 2003·Chemical Reviews·Ramón Martínez-Máñez, Félix Sancenón
May 13, 2004·Chemical Reviews·Vladimir I Minkin
Mar 10, 2005·Journal of the American Chemical Society·Ramachandram BaduguChris D Geddes
Apr 2, 2005·Analytical Chemistry·Hidefumi SakamotoKeiichi Kimura
Jul 28, 2006·Organic Letters·Ki Cheol SongSuk-Kyu Chang
Oct 26, 2006·Journal of the American Chemical Society·Sung-Kyun KoInjae Shin
Sep 3, 2008·Journal of the American Chemical Society·Masayasu TakiYukio Yamamoto
Sep 17, 2008·Angewandte Chemie·Xiaolin ZhangXuhong Qian

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Citations

Jul 14, 2012·Chemical Communications : Chem Comm·Wen Shi, Huimin Ma
Mar 19, 2014·Chemical Communications : Chem Comm·Yoon-Seung NamChan Woo Lee
Aug 21, 2012·Dalton Transactions : an International Journal of Inorganic Chemistry·Yu ZhangXuhong Qian
Feb 12, 2011·Organic & Biomolecular Chemistry·Maliang ChenWei Guo
Jul 28, 2012·Dalton Transactions : an International Journal of Inorganic Chemistry·Ji-An ZhouDe-Cheng Bai
Mar 21, 2012·The Analyst·Yingying MaRui Yang
Jan 21, 2021·Sensors·Nur Syamimi MohamadNurul Izzaty Hassan
Jan 8, 2013·The Journal of Physical Chemistry. B·Zsombor Miskolczy, László Biczók
Feb 6, 2013·Langmuir : the ACS Journal of Surfaces and Colloids·Larisa FloreaFernando Benito-Lopez
Nov 2, 2018·Journal of the American Chemical Society·Shao-Ru WangXiang Zhou

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