Citation: Fang Ru, Ding Xu, Luo Wen, Hong Chen. An "Off-On" Near-Infrared Fluorescent Probe for Cu²⁺ Detection in Living Cells[J]. Chinese Journal of Organic Chemistry, ;2020, 40(9): 2949-2955. doi: 10.6023/cjoc202004007 shu

An "Off-On" Near-Infrared Fluorescent Probe for Cu²⁺ Detection in Living Cells

Fang Ru ^a ,
Ding Xu ^a ,
Luo Wen ^a,, ,
Hong Chen ^b,,

a.
Key Laboratory of Natural Medicine and Immuno-Engineering of Henan Province, Henan University, Kaifeng, Henan 475004
b.
Huaihe Hospital, Henan University, Kaifeng, Henan 475000

Corresponding author: Luo Wen, luowen83@163.com Hong Chen, hongchenbest@163.com
Received Date: 3 April 2020
Revised Date: 27 May 2020
Available Online: 24 June 2020
Fund Project: the Young Talents Program of Medical School of Henan University 2019005the Science and Technology Administration of Kaifeng City 1903004National Natural Science Foundation of China U1704176Project supported by the National Natural Science Foundation of China (No. U1704176), the Science and Technology Planning Project of Henan Province (No. 182102310504), the Science and Technology Administration of Kaifeng City (No. 1903004) and the Young Talents Program of Medical School of Henan University (No. 2019005)the Science and Technology Planning Project of Henan Province 182102310504

Figures(11)

A near-infrared fluorescent probe (6) was designed and synthesized by using 2-(6-(dimethylamino)naphthalen-2-yl)-7-hydroxy-4H-chromen-4-one as report group and 2-picolinate as recognition group. The probe was identified by ¹H NMR, ¹³C NMR, MS and elemental analysis. The probe could react specifically with Cu²⁺ and its fluorescence intensity increased obviously at 655 nm, at the meantime, the color change of the solution can be seen by naked eyes. A linear relationship was obtained between the fluorescence intensity and concentration of Cu²⁺ in the range of 0~2.0×10^-5 mol/L, and the detection limit was 3.2×10^-8 mol/L. The mechanism study showed that Cu²⁺ catalyzed the cleavage of the ester bond and strongly fluorescent 2-[6-(N, N-dimethylamino)naphthyl]-7-hydroxy-4H-chromen-4-one (5) was generated. In addition, the probe 6 could be used for fluorescence imaging of Cu²⁺ in living cells.
- flavone,
- copper ion,
- near-infrared,
- fluorescent probe
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通讯作者: 陈斌, bchen63@163.com

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沈阳化工大学材料科学与工程学院沈阳 110142

An "Off-On" Near-Infrared Fluorescent Probe for Cu2+ Detection in Living Cells

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通讯作者: 陈斌, bchen63@163.com

An "Off-On" Near-Infrared Fluorescent Probe for Cu²⁺ Detection in Living Cells