A simple Schiff base as dual-responsive fluorescent sensor for bioimaging recognition of Zn2+ and Al3+ in living cells

Haiyang Liu; Tianqi Liu; Jia Li; Youming Zhang; Jiahua Li; Jun Song; Junle Qu; Wai Yeung Wong

doi:10.1039/c8tb01743c

A simple Schiff base as dual-responsive fluorescent sensor for bioimaging recognition of Zn²⁺ and Al³⁺ in living cells

Haiyang Liu, Tianqi Liu, Jia Li, Youming Zhang, Jiahua Li, Jun Song^*, Junle Qu, Wai Yeung Wong

^*Corresponding author for this work

Department of Chemistry

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

96 Citations (Scopus)

Abstract

A simple Schiff base fluorescent sensor (BDNOL) was synthesized from the reaction of picolinohydrazide and 4-(diethylamino)salicylaldehyde, and developed for selective detection of Al³⁺ and Zn²⁺. This non-fluorescent sensor displayed obvious fluorescence enhancement after binding to Al³⁺/Zn²⁺ ions with high sensitivity and selectivity, accompanied by obvious fluorescence emission enhancement (504 nm for Al³⁺ and 575 nm for Zn²⁺). The detection limits were found to be 8.30 × 10^-8 M for Al³⁺ and 1.24 × 10^-7 M for Zn²⁺. The binding mechanisms between BDNOL and Al³⁺/Zn²⁺ ions were supported by ¹H NMR and HR-MS analysis, and a density functional theory (DFT) study. The sensing behavior was also studied with molecular logic functions of OR, AND, and NOT gates. Furthermore, the fluorescent sensor was successfully used to recognize Al³⁺ and Zn²⁺ in living cells, suggesting that this simple biosensor has great potential in biological imaging applications.

Original language	English
Pages (from-to)	5435-5442
Number of pages	8
Journal	Journal of Materials Chemistry B
Volume	6
Issue number	34
DOIs	https://doi.org/10.1039/c8tb01743c
Publication status	Published - 2018

Scopus Subject Areas

Chemistry(all)
Biomedical Engineering
Materials Science(all)

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@article{0d61e1006ba74072b19cfaf55ff6d8eb,

title = "A simple Schiff base as dual-responsive fluorescent sensor for bioimaging recognition of Zn2+ and Al3+ in living cells",

abstract = "A simple Schiff base fluorescent sensor (BDNOL) was synthesized from the reaction of picolinohydrazide and 4-(diethylamino)salicylaldehyde, and developed for selective detection of Al3+ and Zn2+. This non-fluorescent sensor displayed obvious fluorescence enhancement after binding to Al3+/Zn2+ ions with high sensitivity and selectivity, accompanied by obvious fluorescence emission enhancement (504 nm for Al3+ and 575 nm for Zn2+). The detection limits were found to be 8.30 × 10-8 M for Al3+ and 1.24 × 10-7 M for Zn2+. The binding mechanisms between BDNOL and Al3+/Zn2+ ions were supported by 1H NMR and HR-MS analysis, and a density functional theory (DFT) study. The sensing behavior was also studied with molecular logic functions of OR, AND, and NOT gates. Furthermore, the fluorescent sensor was successfully used to recognize Al3+ and Zn2+ in living cells, suggesting that this simple biosensor has great potential in biological imaging applications.",

author = "Haiyang Liu and Tianqi Liu and Jia Li and Youming Zhang and Jiahua Li and Jun Song and Junle Qu and Wong, {Wai Yeung}",

note = "Funding Information: This work was supported by the National Basic Research Program of China (2015CB352005); the National Natural Science Foundation of China (61775145, 61605124, 31771584, 61525503, 61620106016, 81727804, 61605130, 51602201); Guangdong Natural Science Foundation Innovation Team (2014A030312008); Shenzhen Basic Research Project (JCYJ20170412110212234, JCYJ20160308093035903, JCYJ20150930104948169, JCYJ20160 328144746940, GJHZ20160226202139185); and the Hong Kong Polytechnic University (1-ZE1C). T. L. was supported by the China Scholarship Council and W.-Y. W. was supported by Ms Clarea Au for the Endowed Professorship in Energy (847S).",

year = "2018",

doi = "10.1039/c8tb01743c",

language = "English",

volume = "6",

pages = "5435--5442",

journal = "Journal of Materials Chemistry B",

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publisher = "Royal Society of Chemistry",

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TY - JOUR

T1 - A simple Schiff base as dual-responsive fluorescent sensor for bioimaging recognition of Zn2+ and Al3+ in living cells

AU - Liu, Haiyang

AU - Liu, Tianqi

AU - Li, Jia

AU - Zhang, Youming

AU - Li, Jiahua

AU - Song, Jun

AU - Qu, Junle

AU - Wong, Wai Yeung

N1 - Funding Information: This work was supported by the National Basic Research Program of China (2015CB352005); the National Natural Science Foundation of China (61775145, 61605124, 31771584, 61525503, 61620106016, 81727804, 61605130, 51602201); Guangdong Natural Science Foundation Innovation Team (2014A030312008); Shenzhen Basic Research Project (JCYJ20170412110212234, JCYJ20160308093035903, JCYJ20150930104948169, JCYJ20160 328144746940, GJHZ20160226202139185); and the Hong Kong Polytechnic University (1-ZE1C). T. L. was supported by the China Scholarship Council and W.-Y. W. was supported by Ms Clarea Au for the Endowed Professorship in Energy (847S).

PY - 2018

Y1 - 2018

N2 - A simple Schiff base fluorescent sensor (BDNOL) was synthesized from the reaction of picolinohydrazide and 4-(diethylamino)salicylaldehyde, and developed for selective detection of Al3+ and Zn2+. This non-fluorescent sensor displayed obvious fluorescence enhancement after binding to Al3+/Zn2+ ions with high sensitivity and selectivity, accompanied by obvious fluorescence emission enhancement (504 nm for Al3+ and 575 nm for Zn2+). The detection limits were found to be 8.30 × 10-8 M for Al3+ and 1.24 × 10-7 M for Zn2+. The binding mechanisms between BDNOL and Al3+/Zn2+ ions were supported by 1H NMR and HR-MS analysis, and a density functional theory (DFT) study. The sensing behavior was also studied with molecular logic functions of OR, AND, and NOT gates. Furthermore, the fluorescent sensor was successfully used to recognize Al3+ and Zn2+ in living cells, suggesting that this simple biosensor has great potential in biological imaging applications.

AB - A simple Schiff base fluorescent sensor (BDNOL) was synthesized from the reaction of picolinohydrazide and 4-(diethylamino)salicylaldehyde, and developed for selective detection of Al3+ and Zn2+. This non-fluorescent sensor displayed obvious fluorescence enhancement after binding to Al3+/Zn2+ ions with high sensitivity and selectivity, accompanied by obvious fluorescence emission enhancement (504 nm for Al3+ and 575 nm for Zn2+). The detection limits were found to be 8.30 × 10-8 M for Al3+ and 1.24 × 10-7 M for Zn2+. The binding mechanisms between BDNOL and Al3+/Zn2+ ions were supported by 1H NMR and HR-MS analysis, and a density functional theory (DFT) study. The sensing behavior was also studied with molecular logic functions of OR, AND, and NOT gates. Furthermore, the fluorescent sensor was successfully used to recognize Al3+ and Zn2+ in living cells, suggesting that this simple biosensor has great potential in biological imaging applications.

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SN - 2050-750X

VL - 6

SP - 5435

EP - 5442

JO - Journal of Materials Chemistry B

JF - Journal of Materials Chemistry B

IS - 34

ER -

A simple Schiff base as dual-responsive fluorescent sensor for bioimaging recognition of Zn²⁺ and Al³⁺ in living cells

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