| Autor: |
Yan, Zhicheng, Pan, Yiyao, Jiao, Guofeng, Xu, Mengyu, Fan, Dongguang, Hu, Ziwei, Wu, Jiarui, Chen, Tao, Liu, Miao, Bao, Xiaoguang, Ke, Hengte, Ji, Xingyue |
| Zdroj: |
Journal of the American Chemical Society; November 2023, Vol. 145 Issue: 45 p24698-24706, 9p |
| Abstrakt: |
Bioorthogonal decaging chemistry with both fast kinetics and high efficiency is highly demanded for in vivo applications but remains very sporadic. Herein, we describe a new bioorthogonal decaging chemistry between N-oxide and silylborane. A simple replacement of “C” in boronic acid with “Si” was able to substantially accelerate the N-oxide decaging kinetics by 106fold (k2: up to 103M–1s–1). Moreover, a new N-oxide-masked self-immolative spacer was developed for the traceless release of various payloads upon clicking with silylborane with fast kinetics and high efficiency (>90%). Impressively, one such N-oxide-based self-assembled bioorthogonal nano-prodrug in combination with silylborane led to significantly enhanced tumor suppression effects as compared to the parent drug in a 4T1 mouse breast tumor model. In aggregate, this new bioorthogonal click-and-release chemistry is featured with fast kinetics and high efficiency and is perceived to find widespread applications in chemical biology and drug delivery. |
| Databáze: |
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