Rapid diazotransfer for selective lysine labelling†

IF 2.7 3区 化学 Q1 CHEMISTRY, ORGANIC Organic & Biomolecular Chemistry Pub Date : 2024-08-30 DOI:10.1039/d4ob01094a
Susannah H. Calvert , Tomasz Pawlak , Gary Hessman , Joanna F. McGouran
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Abstract

Azide functionalization of protein and peptide lysine residues allows selective bioorthogonal labeling to introduce new, site selective functionaltiy into proteins. Optimised diazotransfer reactions under mild conditions allow aqueous diazotransfer to occur in just 20 min at pH 8.5 on amino acid, peptide and protein targets. In addition, conditons can be modified to selectively label a single lysine residue in both protein targets investigated. Finally, we demonstrate selective modification of proteins containing a single azidolysine using copper(i)-catalyzed triazole formation.

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用于选择性赖氨酸标记的快速重氮转移
对蛋白质和肽的赖氨酸残基进行叠氮官能化,可以选择性地进行生物正交标记,从而在蛋白质中引入新的位点选择性官能团。经过优化的重氮转移反应条件温和,在 pH 值为 8.5 的条件下,氨基酸、肽和蛋白质靶标的水性重氮转移反应只需 20 分钟即可完成。此外,还可以改变条件,选择性地标记所研究的两种蛋白质靶标中的单个赖氨酸残基。最后,我们展示了利用铜(I)催化的三唑形成对含有单一叠氮多赖氨酸的蛋白质进行选择性修饰。
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来源期刊
Organic & Biomolecular Chemistry
Organic & Biomolecular Chemistry 化学-有机化学
CiteScore
5.50
自引率
9.40%
发文量
1056
审稿时长
1.3 months
期刊介绍: Organic & Biomolecular Chemistry is an international journal using integrated research in chemistry-organic chemistry. Founded in 2003 by the Royal Society of Chemistry, the journal is published in Semimonthly issues and has been indexed by SCIE, a leading international database. The journal focuses on the key research and cutting-edge progress in the field of chemistry-organic chemistry, publishes and reports the research results in this field in a timely manner, and is committed to becoming a window and platform for rapid academic exchanges among peers in this field. The journal's impact factor in 2023 is 2.9, and its CiteScore is 5.5.
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