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多种点击反应的机理分析及其应用

Mechanistic analysis of diverse click reactions along with their applications.

作者信息

Bhatia Sushmita, Biharee Avadh, Mondal Souren, Kulkarni Swanand, Kumar Rakesh, Thareja Suresh

机构信息

Department of Pharmaceutical Sciences and Natural Products, Central University of Punjab, Bathinda, Punjab, 151401, India.

Laboratory of Organic Chemistry, Department of Chemistry, Central University of Punjab, Bathinda, Punjab, 151401, India.

出版信息

Eur J Med Chem. 2025 Oct 15;296:117800. doi: 10.1016/j.ejmech.2025.117800. Epub 2025 May 28.

Abstract

The emergence of click chemistry has changed the face of chemical synthesis in the direction of modular, high-yielding, and greener reactions. The past two decades have evidenced a tremendous pace in the development of click chemistry and its applications in synthetic, pharmaceutical and allied sciences. Click chemistry shakes hands with green chemistry and enables chemists to dive deeper into newer chemical transformations with minimal harm caused to the environment. The present review describes the principles of click chemistry, its origin and innovations. Most relevant reactions within the click chemistry framework, including copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC), strain-promoted azide-alkyne cycloaddition (SPAAC), and other crucial methodologies like thiol-ene reactions are discussed along with their mechanisms. Furthermore, applications of click chemistry have been discussed in pharmacotherapeutic and chemical aspects. These reactions have demonstrated unparalleled versatility across all areas of science due to their biocompatibility, efficiency and reliability, making them into the spotlight for discovering new drugs and optimizing them. Applications of click chemistry in the bio labeling mechanism as it precisely produces molecular images or diagnostics while undertaking proteomics and proteolysis-targeting chimeras (PROTACs) are also discussed. This holistic review follows the transformative influence of click chemistry through interdisciplinary fields. It sets the impetus for biomedical innovation, chemical biology innovation, and materials science innovation in biomedical research. With its modularity and robustness, click chemistry will continue to stretch the paradigms of synthetic and applied chemistry and may become indispensable in solving complex scientific challenges.

摘要

点击化学的出现已使化学合成朝着模块化、高产率和更绿色反应的方向转变。在过去二十年里,点击化学的发展及其在合成、制药及相关科学领域的应用步伐惊人。点击化学与绿色化学携手,使化学家能够更深入地探索新的化学转化,同时对环境造成的危害最小。本综述描述了点击化学的原理、起源和创新。讨论了点击化学框架内最相关的反应,包括铜(I)催化的叠氮化物-炔烃环加成反应(CuAAC)、应变促进的叠氮化物-炔烃环加成反应(SPAAC)以及其他关键方法如硫醇-烯反应及其反应机理。此外,还从药物治疗和化学方面讨论了点击化学的应用。由于这些反应具有生物相容性、高效性和可靠性,它们在所有科学领域都展现出了无与伦比的通用性,使其成为发现新药和优化药物的焦点。还讨论了点击化学在生物标记机制中的应用,因为它在进行蛋白质组学和蛋白水解靶向嵌合体(PROTAC)时能精确生成分子图像或诊断结果。这篇全面的综述追踪了点击化学在跨学科领域的变革性影响。它为生物医学研究中的生物医学创新、化学生物学创新和材料科学创新提供了动力。凭借其模块化和稳健性,点击化学将继续拓展合成化学和应用化学的范式,并且在解决复杂科学挑战方面可能变得不可或缺。

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