吡啶氧导向，Pd（II）催化酪氨酸寡肽后期C(sp2)-H炔化和烯烃化。

IF 3.3 2区化学 Q1 CHEMISTRY, ORGANIC

Journal of Organic Chemistry Pub Date : 2025-05-19 DOI:10.1021/acs.joc.5c00118

Qing-Sheng Zhao,Shu Yang,Ting-Ting Guo,Jian-Bo Ma,Xiao-Hong Cheng,Sheng-Jiao Yan

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引用次数: 0

摘要

多肽和拟肽物由于其作为小分子和蛋白质的独特性质而越来越受到人们的关注。在此，我们报道了吡啶氧导向的Pd （II）催化的酪氨酸残基的C(sp2)- h烷基化和烯烃化，具有高化学和位点选择性。该方法实现了酪氨酸在氨基酸任意位置的功能化，用于烷基化和烯烃化。此外，该方法还可用于合成肽-生物分子偶联物。

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Pyridyloxy-Directed, Pd(II)-Catalyzed Late-Stage C(sp2)-H Alkynylation and Olefination of Tyrosine Oligopeptides.

Peptides and peptidomimetics have gained increasing interest as therapeutics due to their unique properties as small molecules and proteins. Herein, we report the pyridyloxy-directed Pd (II)-catalyzed C(sp2)-H alkynylation and olefination of tyrosine residues in peptides with high chemo- and site-selectivity. This method achieved the functionalization of tyrosine at any position of the amino acid for alkynylation and olefination. Furthermore, this approach can be used to synthesize peptide-biomolecule conjugates.

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来源期刊

Journal of Organic Chemistry 化学-有机化学

CiteScore

6.20

自引率

11.10%

发文量

1467

审稿时长

2 months

期刊介绍： Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.