Supramolecular Secondary Assembly Based on Amphiphilic Calix[4]arenes and Its Biological Applications★

doi:10.6023/A23040171

Acta Chimica Sinica ›› 2023, Vol. 81 ›› Issue (8): 928-936.DOI: 10.6023/A23040171 Previous Articles Next Articles

Special Issue: 庆祝《化学学报》创刊90周年合辑

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基于两亲性杯[4]芳烃的超分子二级组装及其生物应用^★

李永雪, 刘育^*()

南开大学化学学院元素有机化学国家重点实验室天津 300071

投稿日期:2023-04-27 发布日期:2023-09-14

作者简介:

李永雪, 南开大学化学学院在读博士生, 2018年毕业于阜阳师范大学, 2021年在浙江理工大学获理学硕士学位, 2022年9月进入南开大学学习, 导师为刘育教授, 研究方向为超分子化学.

刘育, 南开大学教授, 研究方向为有机超分子化学和纳米超分子化学. 2006年和2011年分别两次任国家973重大研究计划项目首席科学家. 获国家自然科学奖二等奖1项, 省部级自然科学一等奖3项, 二等奖3项, 宝钢优秀教师特等奖1项和国家“十一五”科技计划执行突出贡献奖. 国际环糊精和葫芦脲协会顾问委员会委员, Asian J. Org. Chem.等7种杂志编委.

^★庆祝《化学学报》创刊90周年.

基金资助:
项目受国家自然科学基金(22131008)

Supramolecular Secondary Assembly Based on Amphiphilic Calix[4]arenes and Its Biological Applications^★

Yongxue Li, Yu Liu()

State Key Laboratory of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin 300071

Received:2023-04-27 Published:2023-09-14
Contact: *E-mail: yuliu@nankai.edu.cn
About author:
^★Dedicated to the 90th anniversary of Acta Chimica Sinica.
Supported by:
National Natural Science Foundation of China(22131008)

The multivalent or multilevel supramolecular assembly of macrocyclic compounds and its applications in biology, chemistry and materials is one of the current research hotspots, among which the supramolecular assembly of amphiphilic cupric aromatic hydrocarbons is notable. The recent studies on the secondary supramolecular assembly of calixarenes and their biological applications are reviewed, including: (1) the secondary assembly of amphiphilic calixarenes bonded guest molecules with macromolecules and its biological applications; (2) the secondary assembly of cucurbiturils bonded guest molecules with amphiphilic calixarenes and its biological applications. Compared with the primary assembly, the secondary assembly of amphiphilic calixarenes can improve the hydrophobicity of the microenvironment of supramolecular assemblies, while it can co-assemble with dye molecules, drug molecules, and light-controlled smart molecules to form supramolecular assemblies such as nanorods, nanoparticles, and nanofibers, which can not only further regulate guest molecules to promote luminescence behavior, but also promote energy transfer and cascade energy transfer. The secondary supramolecular assemblies constructed based on amphiphilic calixarenes with light-responsive, pH-responsive, and redox-responsive properties can be used in research fields such as bioimaging, targeted drug delivery, and information anti-counterfeiting, which have broad application prospects. We hope that this review will provide new ideas to conduct research on multidimensional and multilevel assembly of supramolecules and their biological applications, which will further promote the development of supramolecular chemistry.

Key words: amphiphilic calixarene, supramolecule, secondary assembly, biological applications

Cite this article

Yongxue Li, Yu Liu. Supramolecular Secondary Assembly Based on Amphiphilic Calix[4]arenes and Its Biological Applications^★[J]. Acta Chimica Sinica, 2023, 81(8): 928-936.

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Fig. & Tab. 8

Figure 1. Molecular structures of calixarenes

Figure 2. Schematic illustration of amphiphilic assemblies of myristoylcholine in the absence and presence of SC4A

Figure 3. Multi-stimuli response supramolecular binary vesicle composed of SC4A and asymmetric violo

Figure 4. Illustration of NIR fluorescent supramolecular assemblies ENDT/CB[8]/SC4AD

Figure 5. Schematic illustration of the construction of a highly reversible phosphorescence/fluorescence photoswitch based on a cascaded supramolecular assembly process in aqueous solution

Figure 6. Construction of the multivalent supramolecular aggregate for cascaded purely organic room-temperature phosphorescence capturing system with delayed NIR emission in aqueous solution

Figure 7. Schematic illustration of supramolecular assemblies 1, CB[8] and SC4AD

Figure 8. Schematic illustration of the multilevel assembly mechanism of TPE-Py, CB[8], and SBE-βCD, as well as their FRET process with AlPcS4

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基于两亲性杯[4]芳烃的超分子二级组装及其生物应用^★

Supramolecular Secondary Assembly Based on Amphiphilic Calix[4]arenes and Its Biological Applications^★

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基于两亲性杯[4]芳烃的超分子二级组装及其生物应用★

Supramolecular Secondary Assembly Based on Amphiphilic Calix[4]arenes and Its Biological Applications★

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Abstract

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Fig. & Tab. 8

References 47

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基于两亲性杯[4]芳烃的超分子二级组装及其生物应用^★

Supramolecular Secondary Assembly Based on Amphiphilic Calix[4]arenes and Its Biological Applications^★