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化学进展 2021, Vol. 33 Issue (6): 942-957 DOI: 10.7536/PC200869 前一篇   后一篇

• 综述 •

反应型次氯酸荧光探针

任春平, 聂雯, 冷俊强, 刘振波*()   

  1. 烟台大学化学化工学院 烟台 264005
  • 收稿日期:2020-08-27 修回日期:2020-09-27 出版日期:2021-06-20 发布日期:2020-12-28
  • 通讯作者: 刘振波
  • 基金资助:
    山东省自然科学(ZR2019QB017); 烟台大学2020年研究生科技创新(YDYB2010)
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Reactive Fluorescent Probe for Hypochlorite

Chunping Ren, Wen Nie, Junqiang Leng, Zhenbo Liu*()   

  1. College of Chemistry and Chemical Engineering, Yantai University,Yantai 264005, China
  • Received:2020-08-27 Revised:2020-09-27 Online:2021-06-20 Published:2020-12-28
  • Contact: Zhenbo Liu
  • About author:
    * Corresponding author e-mail:
  • Supported by:
    Natural Science Foundation of Shandong Province(ZR2019QB017); Scientific and Technological Innovation Fund for Postgraduates of Yantai University in 2020(YDYB2010)

生物体内的次氯酸是氯离子和过氧化氢(H2O2)由髓过氧化物酶(MPO)催化生成的,是生物体内最重要的活性氧(ROS)之一,在生理过程中发挥了至关重要的作用。但是,过量的次氯酸会导致一系列生理疾病,因此有效的识别和检测次氯酸备受研究者们的青睐。与传统检测方法相比,荧光探针具有选择性好、灵敏度高、可实时监测等诸多优势,因此在近年来得到了快速发展。本文主要基于不同的荧光团,综述了近三年次氯酸荧光探针的研究进展及生物应用。

关键词： 次氯酸, 荧光探针, 识别, 检测

Hypochlorous acid in organisms is produced from the reaction between chloride ions and hydrogen peroxide(H2O2) catalyzed by myeloperoxidase(MPO). It is one of the most important reactive oxygen species(ROS) in organisms and plays a vital role in physiological processes. However, excessive hypochlorite can lead to a series of physiological diseases, so the effective identification and detection of hypochlorite is favored by researchers. Compared with traditional detection methods, fluorescent probes have many advantages, such as good selectivity, high sensitivity and real-time monitoring, so they have been developed rapidly in recent years. In this paper, based on different fluorophores, the research progress and biological application of hypochlorite fluorescent probes in the last three years are reviewed.

Contents

1 Introduction

2 Hypochlorite fluorescent probes based on different fluorophores

2.1 BODIPY based HClO fluorescent probes

2.2 Fluorescein based HClO fluorescent probes

2.3 Rhodamine based HClO fluorescent probes

2.4 Coumarin based HClO fluorescent probes

2.5 Cyanine based HClO fluorescent probes

2.6 Benzothiazole based HClO fluorescent probes

2.7 Naphthalene dimethylimide based HClO fluorescent probes

2.8 Other HClO fluorescent probe

3 Conclusions and outlook

Key words: hypochlorous acid, fluorescent probe, recognition, detection
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图1 BODIPY的结构
Fig.1 Structure of BODIPY
图2 探针1与HClO反应机理和细胞成像[35]
Fig.2 Reaction mechanism of probe 1 for HClO and cell imaging[35]
图3 探针2与ClO-反应机理[36]
Fig.3 Reaction mechanism of probe 2 for ClO- [36]
图4 探针3与HClO反应机理[37]
Fig.4 Reaction mechanism of probe 3 for HClO[37]
图5 探针4与HClO反应机理[38]
Fig.5 Reaction mechanism of probe 4 for HClO[38]
图6 探针5与HClO反应机理[39]
Fig.6 Reaction mechanism of probe 5 for HClO[39]
图7 探针6、7、8与HClO反应机理[40]
Fig.7 Reaction mechanism of probes 6,7,8 for HClO[40]
图8 探针9与HClO反应机理[41]
Fig.8 Reaction mechanism of probe 9 for HClO[41]
图9 探针10与ClO-反应机理[42]
Fig.9 Reaction mechanism of probe 10 for ClO-[42]
图10 荧光素分子的结构
Fig.10 Structure of fluorescein
图11 探针11与HClO反应机理[43]
Fig.11 Reaction mechanism of probe 11 for HClO[43]
图12 探针12与ClO-反应机理[44]
Fig.12 Reaction mechanism of probe 12 for ClO-[44]
图13 罗丹明B(左)和罗丹明6G(右)的结构
Fig.13 Structure of Rhodamine B(left) and Rhodamine 6G(right)
图14 探针13与HClO反应机理[45]
Fig.14 Reaction mechanism of probe 13 for HClO[45]
图15 探针14与HClO反应机理[46]
Fig.15 Reaction mechanism of probe 14 for HClO[46]
图16 探针15与HClO反应机理[47]
Fig.16 Reaction mechanism of probe 15 for HClO[47]
图17 探针16与HClO反应机理和细胞成像[48]
Fig.17 Reaction mechanism of probe 16 for HClO and cell imaging[48]
图18 探针17与HClO反应机理和细胞成像[49]
Fig.18 Reaction mechanism of probe 17 for HClO and cell imaging[49]
图19 探针18与HClO反应机理[50]
Fig.19 Reaction mechanism of probe 18 for HClO[50]
图20 香豆素的结构
Fig.20 Structure of coumarin
图21 探针19与HClO反应机理[51]
Fig.21 Reaction mechanism of probe 19 for HClO[51]
图22 探针20与HClO/ClO-反应机理[52]
Fig.22 Reaction mechanism of probe 20 for HClO/ClO-[52]
图23 探针21与HClO/ClO-反应机理[53]
Fig.23 Reaction mechanism of probe 21 for HClO/ClO-[53]
图24 探针22与HClO反应机理和细胞成像[54]
Fig.24 Reaction mechanism of probe 22 for HClO and cell imaging[54]
图25 探针23与HClO反应机理[55]
Fig.25 Reaction mechanism of probe 23 for HClO[55]
图26 花菁染料的结构
Fig.26 Structure of cyanine dye
图27 探针24与NaClO反应机理[56]
Fig.27 Reaction mechanism of probe 24 for NaClO[56]
图28 探针25与NaClO反应机理[21]
Fig.28 Reaction mechanism of probe 25 for NaClO[21]
图29 探针26与HClO反应机理[57]
Fig.29 Reaction mechanism of probe 26 for HClO[57]
图30 苯并噻唑的结构
Fig.30 Structure of benzothiazole
图31 探针27与ClO-反应机理[62]
Fig.31 Reaction mechanism of probe 27 for ClO-[62]
图32 探针28与HClO反应机理[63]
Fig.32 Reaction mechanism of probe 28 for HClO[63]
图33 探针29与HClO反应机理[64]
Fig.33 Reaction mechanism of probe 29 for HClO[64]
图34 探针30与HClO/ClO-反应机理[18]
Fig.34 Reaction mechanism of probe 30 for HClO/ClO-[18]
图35 探针31与HClO/ClO-反应机理[65]
Fig.35 Reaction mechanism of probe 31 for HClO/ClO-[65]
图36 萘-1,8-二甲酰亚胺衍生物的结构
Fig.36 Structure of 1,8-naphthalimide derivatives
图37 探针32与HClO 反应机理[66]
Fig.37 Reaction mechanism of probe 32 for HClO[66]
图38 探针33与HClO反应机理和细胞成像[67]
Fig.38 Reaction mechanism of probe 33 for HClO and cell imaging[67]
图39 探针34与HClO 反应机理和斑马鱼成像[68]
Fig.39 Reaction mechanism of probe 34 for HClO and zebrafish imaging[68]
图40 探针35与NaClO反应机理[69]
Fig.40 Reaction mechanism of probe 35 for NaClO[69]
图41 探针36与HClO 反应机理和斑马鱼成像[70]
Fig.41 Reaction mechanism of probe 36 for HClO and zebrafish imaging[70]
图42 探针37与HClO反应机理和细胞成像[71]
Fig.42 Reaction mechanism of probe 37 for HClO and cell imaging[71]
图43 探针38、39与HClO 反应机理[72]
Fig.43 Reaction mechanism of probes 38 and 39 for HClO[72]
图44 探针40与HClO反应机理和斑马鱼成像[73]
Fig.44 Reaction mechanism of probe 40 for HClO and zebrafish imaging[73]
图45 探针41与HClO/ClO-反应机理[74]
Fig.45 Reaction mechanism of probe 41 for HClO/ClO- [74]
图46 探针42与HClO反应机理和小鼠成像[75]
Fig.46 Reaction mechanism of probe 42 for HClO and mice imaging[75]
图47 探针43、44与ClO-反应机理[76]
Fig.47 Reaction mechanism of probe 43 and 44 for ClO-[76]
图48 探针45与HClO 反应机理[77]
Fig.48 Reaction mechanism of probe 45 for HClO[77]
图49 探针46与ClO-反应机理[78]
Fig.49 Reaction mechanism of probe 46 for ClO-[78]
图50 探针47与HClO反应机理和斑马鱼成像[79]
Fig.50 Reaction mechanism of probe 47 for HClO and zebrafish imaging[79]
图51 探针48与HClO 反应机理[33]
Fig.51 Reaction mechanism of probe 48 for HClO[33]
图52 探针49与 ClO-反应机理[80]
Fig.52 Reaction mechanism of probe 49 for ClO-[80]
图53 探针50与HClO 反应机理[81]
Fig.53 Reaction mechanism of probe 50 for HClO[81]
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摘要

反应型次氯酸荧光探针