Amino‐Acid‐Encoded Bioinspired Supramolecular Self‐Assembly of Multimorphological Nanocarriers

Supramolecular self‐assembly has emerged as an efficient tool to construct well‐organized nanostructures for biomedical applications by small organic molecules. However, the physicochemical properties of self‐assembled nanoarchitectures are greatly influenced by their morphologies, mechanical proper...

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Veröffentlicht in:Small (Weinheim an der Bergstrasse, Germany) Germany), 2024-08, Vol.20 (31), p.e2311351-n/a
Hauptverfasser: Huang, Yifan, Yang, Guokun, Yu, Zian, Tong, Tong, Huang, Yan, Zhang, Qianzijing, Hong, Yajian, Jiang, Jun, Zhang, Guozhen, Yuan, Yue
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Sprache:eng
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Zusammenfassung:Supramolecular self‐assembly has emerged as an efficient tool to construct well‐organized nanostructures for biomedical applications by small organic molecules. However, the physicochemical properties of self‐assembled nanoarchitectures are greatly influenced by their morphologies, mechanical properties, and working mechanisms, making it challenging to design and screen ideal building blocks. Herein, using a biocompatible firefly‐sourced click reaction between the cyano group of 2‐cyano‐benzothiazole (CBT) and the 1,2‐aminothiol group of cysteine (Cys), an amino‐acid‐encoded supramolecular self‐assembly platform Cys(SEt)‐X‐CBT (X represents any amino acid) is developed to incorporate both covalent and noncovalent interactions for building diverse morphologies of nanostructures with bioinspired response mechanism, providing a convenient and rapid strategy to construct site‐specific nanocarriers for drug delivery, cell imaging, and enzyme encapsulation. Additionally, it is worth noting that the biodegradation of Cys(SEt)‐X‐CBT generated nanocarriers can be easily tracked via bioluminescence imaging. By caging either the thiol or amino groups in Cys with other stimulus‐responsive sites and modifying X with probes or drugs, a variety of multi‐morphological and multifunctional nanomedicines can be readily prepared for a wide range of biomedical applications. Amino‐acid‐encoded multi‐morphological building block platform: A universal building block cysteine (Cys)(SEt)‐X‐2‐cyano‐benzothiazole (CBT) is employed here as an ideal platform for building nanostructures with diverse morphologies. After caging the Cys with stimulus‐responsive sites and modifying X with probes/drugs, multi‐morphological and multi‐functional nanocarriers can be easily prepared for a broad range of biomedical applications.
ISSN:1613-6810
1613-6829
1613-6829
DOI:10.1002/smll.202311351