芘基探针1-(芘-1-基)-N,N-双(吡啶-2-基甲基)乙胺的合成及在焦磷酸作用下对Zn2+的高效识别

doi:10.6023/cjoc201601018

有机化学 ›› 2016, Vol. 36 ›› Issue (9): 2204-2211.DOI: 10.6023/cjoc201601018 上一篇下一篇

研究简报

芘基探针1-(芘-1-基)-N,N-双(吡啶-2-基甲基)乙胺的合成及在焦磷酸作用下对Zn²⁺的高效识别

沈薇^a, 王林^b, 陈敏^a, 吴旻^c, 包晓峰^d

a 南京农业大学理学院江苏省农药重点实验室南京 210095;
b 江苏科技大学环境与化工学院镇江 212003;
c 中国药科大学生科院南京 210009;
d 南京理工大学环境与生物工程学院南京 210094

收稿日期:2016-01-14 修回日期:2016-04-27 发布日期:2016-06-01
通讯作者: 沈薇, 包晓峰 E-mail:swgdj@njau.edu.cn
基金资助:
国家自然科学基金（No.21302098）、中央高校基金（No.KJQN201415）资助项目.

A Highly Selective and Sensitive Pyrene Derivative 1-(Pyren-1-yl)-N,N-bis(pyridin-2-ylmethyl)methanamine Chemosensor for Zinc(Ⅱ) in the Presence of Pyrophosphatic Acid

Shen Wei^a, Wang Lin^b, Chen Min^a, Wu Min^c, Bao Xiaofeng^d

a Jiangsu Key Laboratory of Pesticide Science, Department of Science, Nanjing Agricultural university, Nanjing 210095;
b School of Biology and Chemical Engineering, Jiangsu University of Science and Technology, Zhenjiang 212003;
c School of Life Science & Technology, China Pharmacutical University, Nanjing 210009;
d Department of Biochemical Engineering, Nanjing University of Science & Technology, Nanjing 210094

Received:2016-01-14 Revised:2016-04-27 Published:2016-06-01
Supported by:
Project supported by the National Natural Science Foundation of China (No.21302098), and the Fundamental Research Funds for the Central Universities (No.KJQN201415).

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1. 芘基探针1-(芘-1-基)-N,N-双(吡啶-2-基甲基)乙胺的合成及在焦磷酸作用下对Zn²⁺的高效识别.PDF(637KB)

摘要/Abstract

将二吡啶基乙基胺（DPA）与芘缩合还原后得到1-（芘-1-基）-N，N-双（吡啶-2-基甲基）乙胺（PYPA）可用作Zn²⁺探针.在焦磷酸（PPi）存在下MeOH/H₂O（3∶2，V/V，pH 7.20，HEPES 1.0 mmol/L）缓冲液中PYPA对Zn²⁺显示出高度专一性，加Zn²⁺后20 s在383 nm处荧光发射可达最大值，且检测不受各种阳离子或阴离子的干扰，其检测极限可低至30 nmol/L.活细胞成像研究表明PYPA可用于人肝细胞L-02中Zn²⁺荧光标记.

关键词: 芘衍生物, Zn²⁺荧光探针, 活细胞成像

A pyrene derivative PYPA, namely, 1-(pyren-1-yl)-N,N-bis(pyridin-2-ylmethyl)methanamine (PYPA), was synthesized to develop a chemosensor. The studies show that PYPA exhibits high sensitivity and selectivity toward Zn²⁺ over many other metal cations in the presence of pyrophosphatic acid (PPi). It has a low detection limit of 0.030 nmol/L. Detection of Zn²⁺ was not interfered by various cations or anions. In the presence of PPi, over a 8-fold fluorescence enhancement at 383 nm was observed within 20 s. Cell studies further demonstrated that PYPA can be a potential probe to detect Zn²⁺ in human liver cells (L-02).

Key words: pyrene derivative, Zn²⁺ fluorenscent probe, living cell image

引用此文

沈薇, 王林, 陈敏, 吴旻, 包晓峰. 芘基探针1-(芘-1-基)-N,N-双(吡啶-2-基甲基)乙胺的合成及在焦磷酸作用下对Zn²⁺的高效识别[J]. 有机化学, 2016, 36(9): 2204-2211.

Shen Wei, Wang Lin, Chen Min, Wu Min, Bao Xiaofeng. A Highly Selective and Sensitive Pyrene Derivative 1-(Pyren-1-yl)-N,N-bis(pyridin-2-ylmethyl)methanamine Chemosensor for Zinc(Ⅱ) in the Presence of Pyrophosphatic Acid[J]. Chin. J. Org. Chem., 2016, 36(9): 2204-2211.

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芘基探针1-(芘-1-基)-N,N-双(吡啶-2-基甲基)乙胺的合成及在焦磷酸作用下对Zn²⁺的高效识别

A Highly Selective and Sensitive Pyrene Derivative 1-(Pyren-1-yl)-N,N-bis(pyridin-2-ylmethyl)methanamine Chemosensor for Zinc(Ⅱ) in the Presence of Pyrophosphatic Acid

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