A simple amide fluorescent sensor based on quinoline for selective and sensitive recognition of zinc(II) ions and bioimaging in living cells

Haiyang Liu; Ying Tan; Qiuzi Dai; Hongda Liang; Jun Song; Junle Qu; Wai Yeung Wong

doi:10.1016/j.dyepig.2018.05.026

A simple amide fluorescent sensor based on quinoline for selective and sensitive recognition of zinc(II) ions and bioimaging in living cells

Haiyang Liu, Ying Tan, Qiuzi Dai, Hongda Liang, Jun Song, Junle Qu, Wai Yeung Wong

Research output: Journal article publication › Journal article › Academic research › peer-review

43 Citations (Scopus)

Abstract

A simple quinoline-based derivative (AQDPA) was developed as a highly efficient fluorescent sensor for sensing Zn ²⁺ and sequential recognition of pyrophosphate and sulfur ions. This chemosensor was synthesized from diisopropylamine and 2-chloro-N-(quinolin-8-yl)acetamide. The non-fluorescence sensor displayed significant and specific fluorescence enhancement after binding to Zn ²⁺ with high selectivity. The fluorescence titration analysis shows a detection limit for Zn ²⁺ at 4.1 × 10 ⁻⁸ M. The sensing mechanisms of AQDPA binding to Zn ²⁺ were supported by ¹ H NMR, HR-MS analysis, and density functional theory (DFT) study. Moreover, the fluorescence imaging in HeLa cells suggested that this simple sensor had great potential in the application of biological imaging.

Original language	English
Pages (from-to)	312-318
Number of pages	7
Journal	Dyes and Pigments
Volume	158
DOIs	https://doi.org/10.1016/j.dyepig.2018.05.026
Publication status	Published - 1 Nov 2018

Keywords

DFT
Fluorescence imaging
Fluorescent sensor
Quinoline
Zinc ion

ASJC Scopus subject areas

General Chemical Engineering
Process Chemistry and Technology

More information

10.1016/j.dyepig.2018.05.026

Cite this

@article{b2cf6d568a9b472fbfe23415b3efd84c,

title = "A simple amide fluorescent sensor based on quinoline for selective and sensitive recognition of zinc(II) ions and bioimaging in living cells",

abstract = " A simple quinoline-based derivative (AQDPA) was developed as a highly efficient fluorescent sensor for sensing Zn 2+ and sequential recognition of pyrophosphate and sulfur ions. This chemosensor was synthesized from diisopropylamine and 2-chloro-N-(quinolin-8-yl)acetamide. The non-fluorescence sensor displayed significant and specific fluorescence enhancement after binding to Zn 2+ with high selectivity. The fluorescence titration analysis shows a detection limit for Zn 2+ at 4.1 × 10 −8 M. The sensing mechanisms of AQDPA binding to Zn 2+ were supported by 1 H NMR, HR-MS analysis, and density functional theory (DFT) study. Moreover, the fluorescence imaging in HeLa cells suggested that this simple sensor had great potential in the application of biological imaging. ",

keywords = "DFT, Fluorescence imaging, Fluorescent sensor, Quinoline, Zinc ion",

author = "Haiyang Liu and Ying Tan and Qiuzi Dai and Hongda Liang and Jun Song and Junle Qu and Wong, {Wai Yeung}",

year = "2018",

month = nov,

day = "1",

doi = "10.1016/j.dyepig.2018.05.026",

language = "English",

volume = "158",

pages = "312--318",

journal = "Dyes and Pigments",

issn = "0143-7208",

publisher = "Elsevier BV",

}

TY - JOUR

T1 - A simple amide fluorescent sensor based on quinoline for selective and sensitive recognition of zinc(II) ions and bioimaging in living cells

AU - Liu, Haiyang

AU - Tan, Ying

AU - Dai, Qiuzi

AU - Liang, Hongda

AU - Song, Jun

AU - Qu, Junle

AU - Wong, Wai Yeung

PY - 2018/11/1

Y1 - 2018/11/1

N2 - A simple quinoline-based derivative (AQDPA) was developed as a highly efficient fluorescent sensor for sensing Zn 2+ and sequential recognition of pyrophosphate and sulfur ions. This chemosensor was synthesized from diisopropylamine and 2-chloro-N-(quinolin-8-yl)acetamide. The non-fluorescence sensor displayed significant and specific fluorescence enhancement after binding to Zn 2+ with high selectivity. The fluorescence titration analysis shows a detection limit for Zn 2+ at 4.1 × 10 −8 M. The sensing mechanisms of AQDPA binding to Zn 2+ were supported by 1 H NMR, HR-MS analysis, and density functional theory (DFT) study. Moreover, the fluorescence imaging in HeLa cells suggested that this simple sensor had great potential in the application of biological imaging.

AB - A simple quinoline-based derivative (AQDPA) was developed as a highly efficient fluorescent sensor for sensing Zn 2+ and sequential recognition of pyrophosphate and sulfur ions. This chemosensor was synthesized from diisopropylamine and 2-chloro-N-(quinolin-8-yl)acetamide. The non-fluorescence sensor displayed significant and specific fluorescence enhancement after binding to Zn 2+ with high selectivity. The fluorescence titration analysis shows a detection limit for Zn 2+ at 4.1 × 10 −8 M. The sensing mechanisms of AQDPA binding to Zn 2+ were supported by 1 H NMR, HR-MS analysis, and density functional theory (DFT) study. Moreover, the fluorescence imaging in HeLa cells suggested that this simple sensor had great potential in the application of biological imaging.

KW - DFT

KW - Fluorescence imaging

KW - Fluorescent sensor

KW - Quinoline

KW - Zinc ion

UR - http://www.scopus.com/inward/record.url?scp=85048490861&partnerID=8YFLogxK

U2 - 10.1016/j.dyepig.2018.05.026

DO - 10.1016/j.dyepig.2018.05.026

M3 - Journal article

AN - SCOPUS:85048490861

SN - 0143-7208

VL - 158

SP - 312

EP - 318

JO - Dyes and Pigments

JF - Dyes and Pigments

ER -

A simple amide fluorescent sensor based on quinoline for selective and sensitive recognition of zinc(II) ions and bioimaging in living cells

Abstract

Keywords

ASJC Scopus subject areas

More information

Other files and links

Fingerprint

Cite this