Click Chemistry: Reaction Rates and Their Suitability for Biomedical Applications

被引:24
作者
Luu, Tracey [1 ]
Gristwood, Katie [2 ]
Knight, James C. [2 ]
Jorg, Manuela [1 ,2 ]
机构
[1] Monash Univ, Monash Inst Pharmaceut Sci, Med Chem Theme, Parkville, Vic 3052, Australia
[2] Newcastle Univ, Sch Nat & Environm Sci, Newcastle Upon Tyne NE1 7RU, England
基金
英国工程与自然科学研究理事会;
关键词
AZIDE-ALKYNE CYCLOADDITION; BIOORTHOGONAL CHEMISTRY; CHEMOSELECTIVE LIGATION; STAUDINGER LIGATION; MICHAEL ADDITION; IN-VITRO; THIOL; BIOCONJUGATION; KINETICS; AMINES;
D O I
10.1021/acs.bioconjchem.4c00084
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
Click chemistry has become a commonly used synthetic method due to the simplicity, efficiency, and high selectivity of this class of chemical reactions. Since their initial discovery, further click chemistry methods have been identified and added to the toolbox of click chemistry reactions for biomedical applications. However, selecting the most suitable reaction for a specific application is often challenging, as multiple factors must be considered, including selectivity, reactivity, biocompatibility, and stability. Thus, this review provides an overview of the benefits and limitations of well-established click chemistry reactions with a particular focus on the importance of considering reaction rates, an often overlooked criterion with little available guidance. The importance of understanding each click chemistry reaction beyond simply the reaction speed is discussed comprehensively with reference to recent biomedical research which utilized click chemistry. This review aims to provide a practical resource for researchers to guide the selection of click chemistry classes for different biomedical applications.
引用
收藏
页码:715 / 731
页数:17
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