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Primary Amine-Based Photoclick Chemistry: From Concept to Diverse Applications in Chemical Biology and Medicinal Chemistry

作者:Hao Hu, Hui‐Jun Nie, Xiaohua Chen · 发表于:Accounts of Chemical Research · 年份:2025 · DOI:10.1021/acs.accounts.5c00158 · 被引用次数:11 · 研究领域:Click Chemistry and Applications、Photochromic and Fluorescence Chemistry、Chemical Synthesis and Analysis

Conspectus Click chemistry has significantly impacted many fields. The emergence of photoclick chemistry, which harnesses light-driven processes under mild conditions, has introduced distinct advantages, including precise spatiotemporal control, high selectivity, and elimination of toxic metal catalysts and reagents. These features make photoclick chemistry a highly valuable tool in various fields. Although many exciting applications have been found, the development of photoclick methodologies remains limited, and photoclick chemistry is still in its early stage. Thus, the development of novel and versatile systems is crucial for advancing a wide range of applications and fully realizing their potential. In this Account, we aim to highlight the concept of a novel photoclick chemistry, light-induced Primary Amine and o -Nitrobenzyl Alcohol Cyclization (PANAC), to broaden the potential and applications of photoclick chemistry. Inspired by the abundance and versatility of primary amines in synthetic chemistry, biological systems, and materials science, we introduced the primary amine as a direct and general photoclick handle, while the o -nitrobenzyl alcohol ( o -NBA) structure was designed as a molecular plugin to provide easily accessible and modular reactants for the PANAC photoclick reaction. With intrinsic features such as temporal control, reliable chemoselectivity, high efficiency, readily accessible reactants, biocompatibility, operational simplicity, and mild conditions...