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2020 , Vol. 40 >Issue 5: 1251 - 1256

DOI: https://doi.org/10.6023/cjoc201912026

研究论文

新型7-羟基四氢喹喔啉-6-甲醛酰腙衍生物的合成及其对Al3+的识别

  • 钟克利 ,
  • 周璐璐 ,
  • 邓隆隆 ,
  • 汤立军 ,
  • 高雪 ,
  • 刘秀英 ,
  • 燕小梅
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  • a 渤海大学化学化工学院 辽宁锦州 121013;
    b 渤海大学食品科学与工程学院 生鲜农产品贮藏加工及安全控制技术国家地方联合工程研究中心 辽宁锦州 121013;
    c 大连医科大学检验医学院 大连 116044

收稿日期: 2019-12-18

  修回日期: 2020-01-18

  网络出版日期: 2020-01-21

基金资助

国家自然科学基金（Nos.21878023，U1608222）、辽宁省自然科学基金（No.20180551195）、辽宁省教育厅科学研究基金（No.LJ2019005）、辽宁省高等学校基本科研项目（No.LQ2017048）、辽宁省特聘教授支持计划资助项目.

收起

Synthesis of Novel 7-Hydroxytetrahydroquinoxaline-6-formaldehyde Acylhydrazone Derivative and Its Recognition for Al3+

  • Zhong Keli ,
  • Zhou Lulu ,
  • Deng Longlong ,
  • Tang Lijun ,
  • Gao Xue ,
  • Liu Xiuying ,
  • Yan Xiaomei
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  • a College of Chemistry and Chemical Engineering, Bohai University, Jinzhou, Liaoning 121013;
    b National & Local Joint Engineering Research Center of Storage, Processing and Safety Control Technology for Fresh Agricultural and Aquatic Products, College of Food Science and Technology, Bohai University, Jinzhou, Liaoning 121013;
    c College of Laboratory Medicine, Dalian Medical University, Dalian 116044

Received date: 2019-12-18

  Revised date: 2020-01-18

  Online published: 2020-01-21

Supported by

Project supported by the National Natural Science Foundation of China (Nos. 21878023, U1608222), the Natural Science Foundation of Liaoning Province (No. 20180551195), the Scientific Research Fund of Liaoning Provincial Education Department (No. LJ2019005), the Basic Research Projects for Undergraduate College of Liaoning Province (No. LQ2017048), and the Program for Distinguished Professor of Liaoning Province.

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摘要

以7-羟基四氢喹喔啉-6-甲醛为基础，设计合成了一种新型酰腙类荧光探针L，探针在DMSO/Tris（V：V=7：3）溶液中能够高选择性识别Al3+.向该探针中加入Al3+后由无荧光变为紫红色荧光，最大发射波长为640 nm，达到近红外范围，并且具有较大的斯托克斯位移（170 nm），检测限为0.521 μmol/L，pH适用范围为5～9.此外，探针L可在实际水样中对Al3+进行检测，还可在MCF-7细胞中对Al3+进行荧光成像.

关键词： 7-羟基四氢喹喔啉-6-甲醛; 荧光探针; Al3+; 识别; 细胞成像

本文引用格式

钟克利 , 周璐璐 , 邓隆隆 , 汤立军 , 高雪 , 刘秀英 , 燕小梅 . 新型7-羟基四氢喹喔啉-6-甲醛酰腙衍生物的合成及其对Al3+的识别[J]. 有机化学, 2020 , 40(5) : 1251 -1256 . DOI: 10.6023/cjoc201912026

Abstract

A novel acylhydrazone derivative (i.e. fluorescence probe L) was designed and synthesized based on 7-hydroxy- tetrahydroquinoxaline-6-formaldehyde. Probe L can recognize for Al3+ with highly selectivity in DMSO/Tris (V:V=7:3) solution. When Al3+ is added into the solution of L, the fluorescence color of solution changes from non-fluorescence to purple red fluorescence, and the maximum emission wavelength of L is 640 nm within range of the near-infrared. Probe L possesses a large Stokes shift (170 nm) and the detection limit of L is 0.521 μmol/L. In addition, L can detect Al3+ in the real water samples and imaging for Al3+ in MCF-7 cells.

Key words： 7-hydroxytetrahydroquinoxaline-6-formaldehyde; fluorescent probe; Al3+; recognition; cell imaging

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