Light-induced primary amines and o-nitrobenzyl alcohols cyclization as a versatile photoclick reaction for modular conjugation

doi:10.1038/s41467-020-19274-y

	Light-induced primary amines and o-nitrobenzyl alcohols cyclization as a versatile photoclick reaction for modular conjugation
	Guo, An-Di 1,2; Wei, Dan 1,2; Nie, Hui-Jun 2; Hu, Hao 3; Peng, Chengyuan 3; Li, Shao-Tong 1,2; Yan, Ke-Nian 1,2; Zhou, Bin-Shan 2; Feng, Lei 1,2; Fang, Chao 2
刊名	NATURE COMMUNICATIONS
	2020-10-29
卷号	11 期号:1 页码:13
ISSN号	2041-1723
DOI	10.1038/s41467-020-19274-y
通讯作者	Chen, Xiao-Hua(xhchen@simm.ac.cn)
英文摘要	The advent of click chemistry has had a profound impact on many fields and fueled a need for reliable reactions to expand the click chemistry toolkit. However, developing new systems to fulfill the click chemistry criteria remains highly desirable yet challenging. Here, we report the development of light-induced primary amines and o-nitrobenzyl alcohols cyclization (PANAC) as a photoclick reaction via primary amines as direct click handle, to rapid and modular functionalization of diverse small molecules and native biomolecules. With intrinsic advantages of temporal control, good biocompatibility, reliable chemoselectivity, excellent efficiency, readily accessible reactants, operational simplicity and mild conditions, the PANAC photoclick is robust for direct diversification of pharmaceuticals and biorelevant molecules, lysine-specific modifications of unprotected peptides and native proteins in vitro, temporal profiling of endogenous kinases and organelle-targeted labeling in living systems. This strategy provides a versatile platform for organic synthesis, bioconjugation, medicinal chemistry, chemical biology and materials science. Developing new click chemistry reactions for robust molecular assembly remains challenging. Here the authors report a light-induced primary amines and o-nitrobenzyl alcohols photoclick cyclization for rapid and modular functionalization of small molecules and native biomolecules, in vitro and in living systems.
资助项目	National Science Foundation of China (NSFC)[21778062] ; National Science & Technology Major Project Key New Drug Creation and Manufacturing Program[2018ZX09711002-008] ; Science and Technology Commission of Shanghai Municipality, China[18431907100] ; Strategic Priority Research Program of the Chinese Academy of Sciences Personalized Medicines-Molecular Signature-based Drug Discovery and Development[XDA12050410]
WOS关键词	CLICK CHEMISTRY ; BIOCONJUGATION ; CYCLOADDITION ; STRATEGIES ; CATALYSTS ; PEPTIDES ; LIGATION ; PROBES
WOS研究方向	Science & Technology - Other Topics
语种	英语
出版者	NATURE RESEARCH
WOS记录号	WOS:000591379900014
内容类型	期刊论文
源URL	[http://119.78.100.183/handle/2S10ELR8/292628]
专题	中国科学院上海药物研究所
通讯作者	Chen, Xiao-Hua
作者单位	1.Univ Chinese Acad Sci, 19A Yuquan Rd, Beijing 100049, Peoples R China 2.Chinese Acad Sci, Key Lab Receptor Res, Shanghai Inst Mat Med, Shanghai 201203, Peoples R China 3.Chinese Acad Sci, State Key Lab Drug Res, Shanghai Inst Mat Med, Shanghai 201203, Peoples R China
推荐引用方式 GB/T 7714	Guo, An-Di,Wei, Dan,Nie, Hui-Jun,et al. Light-induced primary amines and o-nitrobenzyl alcohols cyclization as a versatile photoclick reaction for modular conjugation[J]. NATURE COMMUNICATIONS,2020,11(1):13.
APA	Guo, An-Di.,Wei, Dan.,Nie, Hui-Jun.,Hu, Hao.,Peng, Chengyuan.,...&Chen, Xiao-Hua.(2020).Light-induced primary amines and o-nitrobenzyl alcohols cyclization as a versatile photoclick reaction for modular conjugation.NATURE COMMUNICATIONS,11(1),13.
MLA	Guo, An-Di,et al."Light-induced primary amines and o-nitrobenzyl alcohols cyclization as a versatile photoclick reaction for modular conjugation".NATURE COMMUNICATIONS 11.1(2020):13.