A hydroxyphenylquinazolinone-based fluorescent probe for turn-on detection of cysteine with a large Stokes shift and its application in living cells

Huace Sheng; Yonghong Hu; Yi Zhou; Shimin Fan; Yang Cao; Xinxin Zhao; Wenge Yang

doi:10.1016/j.jphotochem.2018.07.014

A hydroxyphenylquinazolinone-based fluorescent probe for turn-on detection of cysteine with a large Stokes shift and its application in living cells

Huace Sheng, Yonghong Hu, Yi Zhou, Shimin Fan, Yang Cao, Xinxin Zhao, Wenge Yang

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

11 Scopus citations

Abstract

A hydroxyphenylquinazolinone-based fluorescent probe DAP-1 with a large Stokes shift (162 nm) was firstly developed for detection of cysteine. The probe DAP-1 with two acrylate as highly Cys-selective sites was designed based on the combination of excited state intramolecular proton transfer (ESIPT) and aggregation-induced emission (AIE) mechanism. Upon the treatment with cysteine, DAP-1 displayed a strong fluorescence enhancement (65-fold). The limit of detection obtained from fluorescent titration was as low as 0.03 μM. DAP-1 could detect cysteine with high selectivity and sensitivity. Significantly, DAP-1 could be used to detect cysteine in living cells.

Original language	English
Pages (from-to)	750-757
Number of pages	8
Journal	Journal of Photochemistry and Photobiology A: Chemistry
Volume	364
DOIs	https://doi.org/10.1016/j.jphotochem.2018.07.014
State	Published - 1 Sep 2018

Keywords

Aggregation-induced emission
Cell imaging
Conjugate addition
Cysteine
Fluorescent probe

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10.1016/j.jphotochem.2018.07.014

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title = "A hydroxyphenylquinazolinone-based fluorescent probe for turn-on detection of cysteine with a large Stokes shift and its application in living cells",

abstract = "A hydroxyphenylquinazolinone-based fluorescent probe DAP-1 with a large Stokes shift (162 nm) was firstly developed for detection of cysteine. The probe DAP-1 with two acrylate as highly Cys-selective sites was designed based on the combination of excited state intramolecular proton transfer (ESIPT) and aggregation-induced emission (AIE) mechanism. Upon the treatment with cysteine, DAP-1 displayed a strong fluorescence enhancement (65-fold). The limit of detection obtained from fluorescent titration was as low as 0.03 μM. DAP-1 could detect cysteine with high selectivity and sensitivity. Significantly, DAP-1 could be used to detect cysteine in living cells.",

keywords = "Aggregation-induced emission, Cell imaging, Conjugate addition, Cysteine, Fluorescent probe",

author = "Huace Sheng and Yonghong Hu and Yi Zhou and Shimin Fan and Yang Cao and Xinxin Zhao and Wenge Yang",

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T1 - A hydroxyphenylquinazolinone-based fluorescent probe for turn-on detection of cysteine with a large Stokes shift and its application in living cells

AU - Sheng, Huace

AU - Hu, Yonghong

AU - Zhou, Yi

AU - Fan, Shimin

AU - Cao, Yang

AU - Zhao, Xinxin

AU - Yang, Wenge

PY - 2018/9/1

Y1 - 2018/9/1

N2 - A hydroxyphenylquinazolinone-based fluorescent probe DAP-1 with a large Stokes shift (162 nm) was firstly developed for detection of cysteine. The probe DAP-1 with two acrylate as highly Cys-selective sites was designed based on the combination of excited state intramolecular proton transfer (ESIPT) and aggregation-induced emission (AIE) mechanism. Upon the treatment with cysteine, DAP-1 displayed a strong fluorescence enhancement (65-fold). The limit of detection obtained from fluorescent titration was as low as 0.03 μM. DAP-1 could detect cysteine with high selectivity and sensitivity. Significantly, DAP-1 could be used to detect cysteine in living cells.

AB - A hydroxyphenylquinazolinone-based fluorescent probe DAP-1 with a large Stokes shift (162 nm) was firstly developed for detection of cysteine. The probe DAP-1 with two acrylate as highly Cys-selective sites was designed based on the combination of excited state intramolecular proton transfer (ESIPT) and aggregation-induced emission (AIE) mechanism. Upon the treatment with cysteine, DAP-1 displayed a strong fluorescence enhancement (65-fold). The limit of detection obtained from fluorescent titration was as low as 0.03 μM. DAP-1 could detect cysteine with high selectivity and sensitivity. Significantly, DAP-1 could be used to detect cysteine in living cells.

KW - Aggregation-induced emission

KW - Cell imaging

KW - Conjugate addition

KW - Cysteine

KW - Fluorescent probe

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U2 - 10.1016/j.jphotochem.2018.07.014

DO - 10.1016/j.jphotochem.2018.07.014

M3 - 文章

AN - SCOPUS:85049868240

SN - 1010-6030

VL - 364

SP - 750

EP - 757

JO - Journal of Photochemistry and Photobiology A: Chemistry

JF - Journal of Photochemistry and Photobiology A: Chemistry

ER -

A hydroxyphenylquinazolinone-based fluorescent probe for turn-on detection of cysteine with a large Stokes shift and its application in living cells

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Keywords

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