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

An-Di Guo, Dan Wei, Hui-Jun Nie, Hao Hu, Chengyuan Peng, Shao-Tong Li, Ke-Nian Yan, Bin-Shan Zhou, Lei Feng, Chao Fang, Minjia Tan, Ruimin Huang and Xiao-Hua Chen ()
Additional contact information
An-Di Guo: Chinese Academy of Sciences
Dan Wei: Chinese Academy of Sciences
Hui-Jun Nie: Chinese Academy of Sciences
Hao Hu: Chinese Academy of Sciences
Chengyuan Peng: Chinese Academy of Sciences
Shao-Tong Li: Chinese Academy of Sciences
Ke-Nian Yan: Chinese Academy of Sciences
Bin-Shan Zhou: Chinese Academy of Sciences
Lei Feng: Chinese Academy of Sciences
Chao Fang: Chinese Academy of Sciences
Minjia Tan: Chinese Academy of Sciences
Ruimin Huang: Chinese Academy of Sciences
Xiao-Hua Chen: Chinese Academy of Sciences

Nature Communications, 2020, vol. 11, issue 1, 1-13

Abstract: Abstract 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.

Date: 2020
References: Add references at CitEc
Citations: View citations in EconPapers (2)

Downloads: (external link)
https://www.nature.com/articles/s41467-020-19274-y Abstract (text/html)

Related works:
This item may be available elsewhere in EconPapers: Search for items with the same title.

Export reference: BibTeX RIS (EndNote, ProCite, RefMan) HTML/Text

Persistent link: https://EconPapers.repec.org/RePEc:nat:natcom:v:11:y:2020:i:1:d:10.1038_s41467-020-19274-y

Ordering information: This journal article can be ordered from
https://www.nature.com/ncomms/

DOI: 10.1038/s41467-020-19274-y

Access Statistics for this article

Nature Communications is currently edited by Nathalie Le Bot, Enda Bergin and Fiona Gillespie

More articles in Nature Communications from Nature
Bibliographic data for series maintained by Sonal Shukla () and Springer Nature Abstracting and Indexing ().