新型姜黄素衍生物荧光探针的合成及对半胱氨酸的选择性识别

罗凡; 郑东滨; 阳志强; 邓赟

doi:10.37188/CJL.20210211

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新型姜黄素衍生物荧光探针的合成及对半胱氨酸的选择性识别

发光学应用及交叉前沿 | 更新时间：2021-11-23

- 新型姜黄素衍生物荧光探针的合成及对半胱氨酸的选择性识别
  增强出版
- A Novel Curcumin Derivatives Fluorescent Probe for Selective Recognition of Cysteine
- 发光学报 2021年42卷第11期页码：1810-1817
- 作者机构：
  
  成都中医药大学药学院　西南特色中药资源国家重点实验室，四川　成都　611137
- 作者简介：
  
  [ "罗凡(1997-)，女，四川南充人，硕士研究生，2019年于成都中医药大学获得学士学位，主要从事荧光探针的设计合成及其性能的研究。E-mail: 1737630090@qq.com" ]
  [ "邓赟(1975-)，男，四川三台人，博士，研究员，博士研究生导师，2003年于中国科学院成都有机化学研究所获得博士学位，主要从事中药化学和天然产物化学的研究。E-mail: dengyun@cdutcm.edu.cn" ]
- 基金信息：
  
  国家自然科学基金(U19A2011);成都中医药大学一流学科建设项目(CZYJC1905)
- DOI：10.37188/CJL.20210211
  中图分类号： O482.31
- 收稿日期：2021-06-18，
  
  修回日期：2021-06-28，
  
  纸质出版日期：2021-11-01
- 稿件说明：
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罗凡, 郑东滨, 阳志强, 等. 新型姜黄素衍生物荧光探针的合成及对半胱氨酸的选择性识别[J]. 发光学报, 2021,42(11):1810-1817.

Fan LUO, Dong-bin ZHENG, Zhi-qiang YANG, et al. A Novel Curcumin Derivatives Fluorescent Probe for Selective Recognition of Cysteine[J]. Chinese journal of luminescence, 2021, 42(11): 1810-1817.
罗凡, 郑东滨, 阳志强, 等. 新型姜黄素衍生物荧光探针的合成及对半胱氨酸的选择性识别[J]. 发光学报, 2021,42(11):1810-1817. DOI： 10.37188/CJL.20210211.

Fan LUO, Dong-bin ZHENG, Zhi-qiang YANG, et al. A Novel Curcumin Derivatives Fluorescent Probe for Selective Recognition of Cysteine[J]. Chinese journal of luminescence, 2021, 42(11): 1810-1817. DOI： 10.37188/CJL.20210211.

摘要

半胱氨酸(Cysteine

Cys)作为生物体内一种重要的含巯基氨基酸，与细胞代谢、氧化还原稳态密切相关，然而过量的半胱氨酸可能会导致类风湿性关节炎、阿尔兹海默病等。因此，开发一种能选择性识别半胱氨酸的荧光探针具有重要的研究意义。本文设计合成了一种以姜黄素-二氟硼为基本骨架，2-氯-5-硝基苯甲酰基为识别位点的荧光探针分子1，并将其用于半胱氨酸的识别。结果表明，探针能高选择性识别Cys，荧光强度与Cys浓度在10~70 μmol·L

-1

范围内呈良好的线性关系，检出限为2.9 μmol·L

-1

。同时，Cys的加入会引起探针溶液颜色肉眼可见的显著变化，由黄色变为无色。此外，该探针能模拟检测水样中添加的半胱氨酸，在自来水、河水样品中的半胱氨酸的回收率为98%~109%。

Abstract

As an important sulfhydryl amino acid in organism

cysteine(Cys) is closely related to cell metabolism and redox homeostasis. However

excess amount of Cys is associated with diseases including rheumatoid arthritis

Alzheimer's disease. Thus

it is of great significance to develop a fluorescent probe for selective recognition of cysteine. In this paper

a fluorescence probe based on curcumin-difluoride and modified with 2-chloro-5-nitrobenzoyl was synthesized for the determination of cysteine. The results showed that the probe could selectively recognize Cys. A good linear relationship between the fluorescence intensity of the probe and Cys concentration in the range of 10-70 μmol·L

-1

was obtained

from which the detection limit was deduced to be 2.9 μmol·L

-1

. Meanwhile

the addition of Cys could lead to an obvious colour transition from yellow to colourless

permitting a rapid identification of Cys by the naked eye. Moreover

the probe can simulate the detection of Cys in water samples

and the recoveries of Cys in tap water and river samples ranged from 98%-109%.

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references

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