光笼分子与材料研究进展

doi:10.6023/A20080361

化学学报 ›› 2021, Vol. 79 ›› Issue (1): 58-70.DOI: 10.6023/A20080361 上一篇下一篇

所属专题：分子探针、纳米生物学与生命分析化学

综述

光笼分子与材料研究进展

魏廷文^a, 江龙^a, 陈亚辉^a, 陈小强^a^,^*()

a 南京工业大学化工学院材料化学工程国家重点实验室南京 211816

投稿日期:2020-08-13 发布日期:2020-09-27
通讯作者: 陈小强

作者简介:

魏廷文, 博士, 1990年出生于江苏, 2019年12月于南京工业大学获得工学博士学位, 随后进入南京工业大学材料化学工程国家重点实验室从事博士后研究工作. 主要从事荧光染料、光控活性物质释放和荧光成像的研究.

江龙, 男, 1989年出生于湖北, 2016年毕业于湖北民族大学, 2018年加入南京工业大学陈小强课题组攻读博士学位, 研究方向为化学发光探针的设计及应用.

陈亚辉, 男, 1990年出生于河南, 2015年本科毕业于重庆理工大学, 随后加入南京工业大学陈小强课题组攻读硕士和博士学位, 研究方向为聚集诱导荧光发射(Aggregation-Induced emission, AIE)材料的设计、制备与应用.

陈小强, 博士, 现为南京工业大学教授, 博导. 2008年1月于大连理工大学获得工学博士学位; 2008年1月至2010年2月于韩国梨花女子大学从事博士后工作; 2010年3月进入南京工业大学材料化学工程国家重点实验室工作至今. 主要研究方向: 荧光染料、化学与生物传感器、酶活性荧光探针. 国家自然科学基金优秀青年基金获得者、江苏省杰出青年基金获得者、江苏省“六大人才高峰高层次人才(B类)、江苏省“青蓝工程中青年学术带头人、江苏省“333工程培养对象. 承担国家自然科学基金、江苏省杰出青年基金、省教育厅重点基金等多个项目. 以一作或通讯作者在Chem. Rev.,Chem. Soc. Rev.,Acc. Chem. Res.,Nature Protocols,J. Am. Chem. Soc.,Angew. Chem. Int. Ed.,Biomaterials,Biosensors and Bioelectronics,ACS Appl. Mater. Interfaces,Chem. Commun.,Org. Lett.,Ind. Eng. Chem. Res.等国际学术期刊发表SCI文章100余篇, 获授权专利9项. 论文被他人引用10000余次, 11篇论文入选ESI高被引论文.

* E-mail: chenxq@njtech.edu.cn; Fax: 025-83587856

基金资助:
国家自然科学基金(21722605); 国家自然科学基金(21978131); 中国博士后科学基金(2020M671462); 江苏省六人才高峰项目(XCL034)

Recent Progress of Photocage Molecules and Materials

Tingwen Wei^a, Long Jiang^a, Yahui Chen^a, Xiaoqiang Chen^a^,^*()

a State Key Laboratory of Materials-Oriented Chemical Engineering, College of Chemical Engineering, Nanjing Tech University, Nanjing 211816, China

Received:2020-08-13 Published:2020-09-27
Contact: Xiaoqiang Chen
Supported by:
the National Natural Science Foundation of China(21722605); the National Natural Science Foundation of China(21978131); China Postdoctoral Science Foundation(2020M671462); the Six Talent Peaks Project in Jiangsu Province(XCL034)

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摘要/Abstract

光笼(photocage)是一种用于光控释放的光敏物质, 是以物理和化学等方法将目标释放物与光敏基团及其他功能基团结合形成的对光敏感的物质, 在指定波段的光照射线下, 光笼能够实现目标物的可控释放. 因其具备时空调控、操作简单、易于控制、可修饰性强和对机体损伤小等优点, 使其广泛应用在化学、生物学、材料学和医学等领域. 本综述介绍并讨论了近10年光笼分子与材料在光控释放金属离子、气体、荧光物质、氨基酸、多肽、酶、蛋白质、药物等目标物的研究进展.

关键词: 分子光笼, 金属离子, 荧光成像, 药物释放, 光控释放, 生物应用

The photocage is a light sensitive substance for photo-controlled release, which is formed by combining the target substance with photosensitive group and other functional groups through physical and chemical methods. Under the irradiation of the specified band, the photocage releases the target substance. It is widely concerned because it can realize space-time control, which means that the time and place of release are controllable. The advantages of simple operation, easy control, strong modification ability and small body damage make it widely used in chemistry, biology, materials science and medicine. In this paper, we introduced and discussed the research progress of photocages in photo-controlled release of metal ions, gases, fluorescent substances, amino acids, peptides, enzymes, proteins, drugs and other target substances in recent 10 years.

Key words: molecular photocage, metal ion, fluorescence imaging, drug release, photo-release, biological application

引用此文

魏廷文, 江龙, 陈亚辉, 陈小强. 光笼分子与材料研究进展[J]. 化学学报, 2021, 79(1): 58-70.

Tingwen Wei, Long Jiang, Yahui Chen, Xiaoqiang Chen. Recent Progress of Photocage Molecules and Materials[J]. Acta Chimica Sinica, 2021, 79(1): 58-70.

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图/表 38

图1. 光笼1的结构及其光反应机理

Figure 1. Structure of the photocage 1 and its photoreaction mechanism

图2. (a) 光笼2~8的光反应机理和(b) 光笼2~8的结构

Figure 2. (a) The photoreaction mechanism of photocages 2~8 and (b) structure of the photocage 2~8

图3. (a) 光笼9~17的光反应机理和(b) 光笼9~17的结构

Figure 3. (a) The photoreaction mechanism of photocages9~17 and (b) Structures of the photocages9~17

图4. 光笼18、19和20的结构

Figure 4. Structures of photocages 18, 19 and 20

图5. 光笼21光控检测锌离子的机理

Figure 5. Mechanism of photo-activated detection of zinc ions by photocage 21

图6. 光笼22光控检测多硫化物的机理

Figure 6. Mechanism of photo-activated detection of H2Sn (n>1) by photocage 22

图7. 光笼23光控检测酪氨酸酶的机理

Figure 7. Mechanism of photo-activated detection of tyrosine enzyme by photocage23

图8. 光笼24的结构及其调控Fe3+的机理

Figure 8. Structure of the photocage 24 and its mechanism of regulating Fe3+

图9. 光笼25的结构及其调控Zn2+的机理

Figure 9. Structure of the photocage 25 and its mechanism of regulating Zn2+

图10. 光笼26与Zn2+的结合方式及其释放Zn2+的机理

Figure 10. The binding mode of photocage26 with Zn2+ and its mechanism of photo-controlled release Zn2+

图11. 光笼27与Zn2+的结合方式及其光控释放Zn2+的机理

Figure 11. The binding mode of photocage27 with Zn2+ and its mechanism of photo-controlled release Zn2+

图12. 光笼28和29与Zn2+的结合方式及其光控释放Zn2+的机理

Figure 12. The binding mode of photocages28and29 with Zn2+ and its mechanism of photo-controlled release Zn2+

图13. 光笼30和31光控释放Zn2+的机理及其调控NMDA受体的示意图

Figure 13. The mechanism of photo-controlled release Zn2+ by photocages 30 and 31, and illustration of the regulation of NMDA receptors by photocages 30 and 31

图14. 光笼32与Ca2+的结合方式及其光控释放Ca2+的机理

Figure 14. The binding mode of photocage 32 with Ca2+ and its mechanism of photo-controlled release Ca2+

图15. 光笼33与Ca2+的结合方式及其光控释放Ca2+的机理

Figure 15. The binding mode of photocage 33 with Ca2+ and its mechanism of photo-controlled release Ca2+

图16. 光笼34~37与Ca2+的结合方式及其光控释放Ca2+的机理

Figure 16. The binding mode of photocages34~37 with Ca2+ and its mechanism of photo-controlled release Ca2+

图17. 光笼38的结构及其光控释放NO的机理

Figure 17. Structure of photocage 38 and its mechanism of photo-controlled release NO

图18. 光笼39和40的结构及其光控释放NO的示意图

Figure 18. The schematic diagram of photocages 39 and 40 and the mechanism of their photo-controlled release NO

图19. 光笼41的结构及其光控释放NO的示意图

Figure 19. The schematic diagram of photocage41 and the mechanism of its photo-controlled release NO

图20. 光笼42的结构及其光控释放H2S的示意图

Figure 20. The schematic diagram of photocage42and the mechanism of its photo-controlled release H2S

图21. 光笼43的结构及其光控释放H2S的示意图

Figure 21. The schematic diagram of photocage 43 and the mechanism of its photo-controlled release H2S

图22. 光笼44的结构及其光控释放H2S的示意图

Figure 22. The schematic diagram of photocage 44 and the mechanism of its photo-controlled release H2S

图23. 光笼45的结构及荧光探针45P检测光笼45释放CO的示意图

Figure 23. The structure of photocage 45 and schematic illustration of fluorescent probe 45P detection of photo-release CO from 45

图24. (a) 光笼46的结构; (b) 光笼光控释放CO的示意图

Figure 24. (a) The structure of photocage46; (b) schematic illustration of photo-controlled release CO

图25. 光笼47的结构及其释放色氨酸的示意图

Figure 25. The structure of photocage 47 and schematic illustration of photo-controlled release tryptophan

图26. 光笼48的结构及其光控释放N-端多肽的示意图

Figure 26. The structure of photocage 48 and schematic illustration of photo-controlled release N-terminal peptide

图27. 光笼49的合成步骤以及光笼光控释放C-端多肽的示意图

Figure 27. The synthetic route of photocage 49 and schematic illustration of photo-controlled release of C-Terminal peptide

图28. 光笼50的结构及其释放G-四聚体的示意图

Figure 28. The structure of photocage50 and schematic illustration of photo-controlled release G-quadruplex

图29. (a) 腺苷酸激酶与ATP和AMP作用示意图; (b) HCK的结构; (c) 光笼51光调控ATP示意图

Figure 29. (a) Schematic diagram of adenylate kinase with ATP and AMP; (b) the structure of HCK; (c) schematic diagram of light regulation ATP by photocage51

图30. 光笼52的结构及其光控释放Pt(IV)前药和荧光的示意图

Figure 30. The structure of photocage 52 and schematic illustration of photo-controlled release Pt(IV) prodrug and fluorescence

图31. 光笼53的结构及其释放维罗非尼的示意图

Figure 31. Structure of photocage 53 and schematic illustration of photo-controlled release Vemurafenib

图32. 光笼54和55的结构及其靶向释放环丙沙星的示意图

Figure 32. The structures of photocages 54 and 55, and schematic illustration of targeted release ciprofloxacin

图33. 光笼56的合成步骤以及光笼光控释放柔红霉素的示意图

Figure 33. The synthetic route of photocage 56 and schematic illustration of photo-controlled release of the doxorubicin

图34. 光笼57的结构及其光控释放喜树碱的示意图

Figure 34. The structure of photocage 57 and schematic illustration of photo-controlled release comptothecin

图35. 光笼58的结构及其光控释放瘤可宁的示意图

Figure 35. The structure of photocage 58 and schematic illustration of photo-controlled release chlorambucil

图36. 光笼59的结构及其光控释放自由基化合物的示意图

Figure 36. The structure of photocage 59 and schematic illustration of its photo-controlled release of free radical compounds

图37. 光笼60的结构及其光控释放防晒物质的机理

Figure 37. The structure of photocage 60 and the mechanism of its photo-controlled release of sunscreen substance

图38. (a) 光笼61、62和63的结构; (b) 光笼光控释放甲醛的机理

Figure 38. (a) Structures of photocages 61, 62 and 63; (b) the mechanism of photo-controlled formaldehyde release from photocage

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光笼分子与材料研究进展

Recent Progress of Photocage Molecules and Materials

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