A Novel Fluorescence Sensor Towards Hydrazine in Living Cells

doi:10.1007/s40242-019-9109-2

高等学校化学研究 ›› 2019, Vol. 35 ›› Issue (4): 570-576.doi: 10.1007/s40242-019-9109-2

A Novel Fluorescence Sensor Towards Hydrazine in Living Cells

WANG Jinjin^1,3, GUO Jing¹, DOU Lili⁴, WANG Rui¹, SONG Yan³, YANG Qingbiao¹, DU Jianshi², LI Yaoxian¹

1. College of Chemistry, Jilin University, Changchun 130021, P. R. China;
2. Jilin Provincial Key Laboratory of Lymphatic Surgery, China-Japan Union Hospital of Jilin University, Changchun 130031, P. R. China;
3. College of Materials Science and Engineering, Jilin Institute of Chemical Technology, Jilin 132022, P. R. China;
4. Hospital Affiliated to Changchun University of Chinese Medicine, Changchun 130061, P. R. China

收稿日期:2019-04-15 修回日期:2019-05-11 出版日期:2019-08-01 发布日期:2019-08-01
通讯作者: YANG Qingbiao, DU Jianshi E-mail:yangqb@jlu.edu.cn;dujianshi3040@163.com
基金资助:
Supported by the National Natural Science Foundation of China(No.21174052) and the Natural Science Foundation of Jilin Province, China(No.20170101105JC).

A Novel Fluorescence Sensor Towards Hydrazine in Living Cells

WANG Jinjin^1,3, GUO Jing¹, DOU Lili⁴, WANG Rui¹, SONG Yan³, YANG Qingbiao¹, DU Jianshi², LI Yaoxian¹

1. College of Chemistry, Jilin University, Changchun 130021, P. R. China;
2. Jilin Provincial Key Laboratory of Lymphatic Surgery, China-Japan Union Hospital of Jilin University, Changchun 130031, P. R. China;
3. College of Materials Science and Engineering, Jilin Institute of Chemical Technology, Jilin 132022, P. R. China;
4. Hospital Affiliated to Changchun University of Chinese Medicine, Changchun 130061, P. R. China

Received:2019-04-15 Revised:2019-05-11 Online:2019-08-01 Published:2019-08-01
Contact: YANG Qingbiao, DU Jianshi E-mail:yangqb@jlu.edu.cn;dujianshi3040@163.com
Supported by:
Supported by the National Natural Science Foundation of China(No.21174052) and the Natural Science Foundation of Jilin Province, China(No.20170101105JC).

摘要/Abstract

摘要： By a simple one-step reaction, a new fluorescein-based probe, 3'-hydroxy-3-oxo-3H-spiro[isobenzofu-ran-1,9'-xanthen]-6'-yl-4-bromobutanoate(FLB), was designed and synthesized. Relative to other cations, anions or amines, the probe exhibited high sensitivity and specificity towards hydrazine with approximate 40-fold fluorescence enhancement at 515 nm. The detection limit(DL) was calculated to be 2.87×10^‒8 mol/L, which was about 10 times lower than maximum allowable level of hydrazine(3.12×10^‒7 mol/L) in drinking water permitted by the US Environment and Protection Association(EPA). Simultaneously, through mass spectroscopy and proton nuclear magnetic resonance titration, the detection mechanism was further confirmed. Eventually, due to the low cytotoxicity and excellent water solubility, FLB could be employed to detect hydrazine in living cells.

关键词: Fluorescence probe, Fluorescein, Hydrazine, Cell imaging

Abstract: By a simple one-step reaction, a new fluorescein-based probe, 3'-hydroxy-3-oxo-3H-spiro[isobenzofu-ran-1,9'-xanthen]-6'-yl-4-bromobutanoate(FLB), was designed and synthesized. Relative to other cations, anions or amines, the probe exhibited high sensitivity and specificity towards hydrazine with approximate 40-fold fluorescence enhancement at 515 nm. The detection limit(DL) was calculated to be 2.87×10^‒8 mol/L, which was about 10 times lower than maximum allowable level of hydrazine(3.12×10^‒7 mol/L) in drinking water permitted by the US Environment and Protection Association(EPA). Simultaneously, through mass spectroscopy and proton nuclear magnetic resonance titration, the detection mechanism was further confirmed. Eventually, due to the low cytotoxicity and excellent water solubility, FLB could be employed to detect hydrazine in living cells.

Key words: Fluorescence probe, Fluorescein, Hydrazine, Cell imaging

WANG Jinjin, GUO Jing, DOU Lili, WANG Rui, SONG Yan, YANG Qingbiao, DU Jianshi, LI Yaoxian. A Novel Fluorescence Sensor Towards Hydrazine in Living Cells[J]. 高等学校化学研究, 2019, 35(4): 570-576.

WANG Jinjin, GUO Jing, DOU Lili, WANG Rui, SONG Yan, YANG Qingbiao, DU Jianshi, LI Yaoxian. A Novel Fluorescence Sensor Towards Hydrazine in Living Cells[J]. Chemical Research in Chinese Universities, 2019, 35(4): 570-576.

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A Novel Fluorescence Sensor Towards Hydrazine in Living Cells

A Novel Fluorescence Sensor Towards Hydrazine in Living Cells

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