Research progress of chemiluminescence probes based on adamantane-dioxetane

doi:10.11949/0438-1157.20201090

Abstract

Abstract:

Chemiluminescence is released by its chemical reaction instead of light energy excitation to generate optical signals, which has the advantages of low background, no autofluorescence interference and high sensitivity. In recent years, chemiluminescence imaging technology, especially dioxetane chemiluminescence probe in biological imaging, has been developed rapidly. Glow-type adamantane-dioxetane chemiluminescence have been widely used for ion detection (fluoride ions), specific identification of bioactive species (reactive oxygen species, active sulfur species), biomarker enzymes (β-galactosidase, nitroreductase, cathepsin B, etc.) and the development of chemiluminescence materials. This article summarizes the research progress of adamantane-dioxetane chemiluminescence in the above four aspects in recent years, and prospects the research direction in this field.

Key words: chemiluminescence, chemical analysis, fluoride ion, bioactive species, biomarker enzymes, chemiluminescence materials, molecular biology, selectivity

摘要：

化学发光是利用自身化学反应释放的能量代替光能激发产生光学信号，具有低背景、无自体荧光干扰、灵敏度高等优点。近几年来，化学发光成像技术，尤其是二氧杂环丁烷类化学发光探针在生物学成像领域得到了快速发展。辉光型的金刚烷-二氧杂环丁烷类化学发光被应用于离子检测（氟离子）、生物活性物种（活性氧、活性硫）、生物标志酶（β-半乳糖苷酶、硝基还原酶、组织蛋白酶B等）的特异性识别以及该类化学发光材料的开发。本文总结了近几年金刚烷-二氧杂环丁烷类化学发光在上述四个方面的研究进展，并对该领域的研究方向进行了展望。

关键词: 化学发光, 化学分析, 氟离子, 生物活性物种, 生物标志酶, 化学发光材料, 分子生物学, 选择性

CLC Number:

O 657.3

JIANG Long, WANG Kaijie, KONG Qing, LU Sheng, CHEN Xiaoqiang. Research progress of chemiluminescence probes based on adamantane-dioxetane[J]. CIESC Journal, 2021, 72(1): 229-246.

江龙, 王开杰, 孔晴, 陆晟, 陈小强. 基于金刚烷-二氧杂环丁烷化学发光探针的研究进展[J]. 化工学报, 2021, 72(1): 229-246.

Figures/Tables 23

Fig.1 Luminescence mechanism of adamantane-dioxane

Fig.2 Structure of probe 1

Fig.3 Structure of probe 2

Fig.4 Structures of probes 3, 4

Fig.5 Structures of probes 5—7

Fig.6 Chemiluminescence mechanism of probe 8 (a) and cell permeability confocal fluorescence imaging and cell imaging for detection of 1O2 of probe 9(b)

Fig.7 Structures of probes 10, 11

Fig.8 Structures and luminescence mechanism of probes 12—14

Fig.9 Structure of probe 15

Fig.10 Structures of probes 16—19 and in vivo tumor imaging of probe 19[55]

Fig.11 Structures of probes 20—24

Fig.12 Structure and luminescence mechanism of probe 25

Fig.13 Structure of probe 26

Fig.14 Structure of probe 27 and in vivo imaging under different oxygen conditions[59]

Fig.15 Structures of probes 28, 29 and in vivo imaging of probe 29[60]

Fig.16 Structures of probes 30—33

Fig.17 Luminescence mechanism and structures of probes 34, 35

Fig.18 Synthesis and luminescence mechanism of nanoparticle 36

Fig.19 Structure and luminescence mechanism of silica nanoparticles 37

Fig.20 Structure and luminescence mechanism of semiconducting polymer dots 38

Fig.21 Structures of chemiluminescence materials 39—41

Fig.22 Luminescence mechanism and structure of chemiluminescence material 42

Fig.23 Structures and detection mechanism of semiconductor nanoparticles 43—45

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