Selective fluorescent and colorimetric recognition of cyanide via altering hydrogen bonding interaction in aqueous solution and its application in bioimaging

Xin Zhou; Jaemee Kim; Zhixue Liu; Sunjung Jo; Yen Leng Pak; K. M.K. Swamy; Juyoung Yoon

doi:10.1016/j.dyepig.2016.02.007

Selective fluorescent and colorimetric recognition of cyanide via altering hydrogen bonding interaction in aqueous solution and its application in bioimaging

Xin Zhou, Jaemee Kim, Zhixue Liu, Sunjung Jo, Yen Leng Pak, K. M.K. Swamy, Juyoung Yoon

Department of Chemistry & Nanoscience

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

52 Scopus citations

Abstract

In this paper, we report a new pyrene imine derivative which bears a relatively rigid intramolecular hydrogen bonding pocket, for fluorescent and colorimetric sensing of cyanide. In CH₃CN solution, the chemosensor displayed distinct fluorescent and UV absorption changes towards CN^-, C_H3CO2-, F^-, and _H2PO4-. Notably, in an aqueous CH₃CN medium (10%, v/v), the selectivity towards cyanide over other various anions were observed with an obvious fluorescence enhancement and colorimetric change. Thus, we demonstrated that the selectivity of the pyrene based chemosensor towards anions can be optimized via controlling hydrogen bonding interactions in different solvent systems. Finally the application of the chemosensor in fluorescent imaging cellular cyanide variation was demonstrated with living HeLa cells.

Original language	English
Pages (from-to)	256-262
Number of pages	7
Journal	Dyes and Pigments
Volume	128
DOIs	https://doi.org/10.1016/j.dyepig.2016.02.007
State	Published - 1 May 2016

Bibliographical note

Funding Information:
This work was supported by the National Research Foundation of Korea (NRF) grant funded by the Korea government (MSIP) (No. 2012R1A3A2048814 ). Mass spectral data were obtained from the Korea Basic Science Institute (Daegu) on a Jeol JMS 700 high resolution mass spectrometer.

Publisher Copyright:
© 2016 Elsevier B.V. All rights reserved.

Keywords

Cell imaging
Colorimetric sensor
Cyanide sensor
Fluorescent sensor
Hydrogen bonding
Pyrene

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10.1016/j.dyepig.2016.02.007

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title = "Selective fluorescent and colorimetric recognition of cyanide via altering hydrogen bonding interaction in aqueous solution and its application in bioimaging",

abstract = "In this paper, we report a new pyrene imine derivative which bears a relatively rigid intramolecular hydrogen bonding pocket, for fluorescent and colorimetric sensing of cyanide. In CH3CN solution, the chemosensor displayed distinct fluorescent and UV absorption changes towards CN-, CH3CO2-, F-, and H2PO4-. Notably, in an aqueous CH3CN medium (10%, v/v), the selectivity towards cyanide over other various anions were observed with an obvious fluorescence enhancement and colorimetric change. Thus, we demonstrated that the selectivity of the pyrene based chemosensor towards anions can be optimized via controlling hydrogen bonding interactions in different solvent systems. Finally the application of the chemosensor in fluorescent imaging cellular cyanide variation was demonstrated with living HeLa cells.",

keywords = "Cell imaging, Colorimetric sensor, Cyanide sensor, Fluorescent sensor, Hydrogen bonding, Pyrene",

author = "Xin Zhou and Jaemee Kim and Zhixue Liu and Sunjung Jo and Pak, {Yen Leng} and Swamy, {K. M.K.} and Juyoung Yoon",

note = "Funding Information: This work was supported by the National Research Foundation of Korea (NRF) grant funded by the Korea government (MSIP) (No. 2012R1A3A2048814 ). Mass spectral data were obtained from the Korea Basic Science Institute (Daegu) on a Jeol JMS 700 high resolution mass spectrometer. Publisher Copyright: {\textcopyright} 2016 Elsevier B.V. All rights reserved.",

year = "2016",

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doi = "10.1016/j.dyepig.2016.02.007",

language = "English",

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AU - Zhou, Xin

AU - Kim, Jaemee

AU - Liu, Zhixue

AU - Jo, Sunjung

AU - Pak, Yen Leng

AU - Swamy, K. M.K.

AU - Yoon, Juyoung

N1 - Funding Information: This work was supported by the National Research Foundation of Korea (NRF) grant funded by the Korea government (MSIP) (No. 2012R1A3A2048814 ). Mass spectral data were obtained from the Korea Basic Science Institute (Daegu) on a Jeol JMS 700 high resolution mass spectrometer. Publisher Copyright: © 2016 Elsevier B.V. All rights reserved.

PY - 2016/5/1

Y1 - 2016/5/1

N2 - In this paper, we report a new pyrene imine derivative which bears a relatively rigid intramolecular hydrogen bonding pocket, for fluorescent and colorimetric sensing of cyanide. In CH3CN solution, the chemosensor displayed distinct fluorescent and UV absorption changes towards CN-, CH3CO2-, F-, and H2PO4-. Notably, in an aqueous CH3CN medium (10%, v/v), the selectivity towards cyanide over other various anions were observed with an obvious fluorescence enhancement and colorimetric change. Thus, we demonstrated that the selectivity of the pyrene based chemosensor towards anions can be optimized via controlling hydrogen bonding interactions in different solvent systems. Finally the application of the chemosensor in fluorescent imaging cellular cyanide variation was demonstrated with living HeLa cells.

AB - In this paper, we report a new pyrene imine derivative which bears a relatively rigid intramolecular hydrogen bonding pocket, for fluorescent and colorimetric sensing of cyanide. In CH3CN solution, the chemosensor displayed distinct fluorescent and UV absorption changes towards CN-, CH3CO2-, F-, and H2PO4-. Notably, in an aqueous CH3CN medium (10%, v/v), the selectivity towards cyanide over other various anions were observed with an obvious fluorescence enhancement and colorimetric change. Thus, we demonstrated that the selectivity of the pyrene based chemosensor towards anions can be optimized via controlling hydrogen bonding interactions in different solvent systems. Finally the application of the chemosensor in fluorescent imaging cellular cyanide variation was demonstrated with living HeLa cells.

KW - Cell imaging

KW - Colorimetric sensor

KW - Cyanide sensor

KW - Fluorescent sensor

KW - Hydrogen bonding

KW - Pyrene

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DO - 10.1016/j.dyepig.2016.02.007

M3 - Article

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SN - 0143-7208

VL - 128

SP - 256

EP - 262

JO - Dyes and Pigments

JF - Dyes and Pigments

ER -

Selective fluorescent and colorimetric recognition of cyanide via altering hydrogen bonding interaction in aqueous solution and its application in bioimaging

Abstract

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Keywords

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