Department of Chemistry, Emory University, Atlanta, Georgia 30322, United States.
Org Lett. 2024 Oct 4;26(39):8356-8360. doi: 10.1021/acs.orglett.4c03101. Epub 2024 Sep 20.
Herein, we report a trifluoroethanol-mediated, chemoselective method for the formation of Arg-Lys imidazole cross-links with methylglyoxal and its application in the selective macrocyclization of peptides between Lys and Arg and the late-stage diversification of Lys-containing peptides with guanidine. Our findings highlight the critical role of solvent choice in controlling chemoselectivity, providing valuable insights into solvent-dependent peptide modification.
在这里，我们报告了一种三氟乙醇介导的、化学选择性的方法，用于形成与甲基乙二醛的 Arg-Lys 咪唑交联，以及其在 Lys 和 Arg 之间的肽的选择性大环化和胍基修饰含 Lys 的肽的后期多样化中的应用。我们的发现强调了溶剂选择在控制化学选择性方面的关键作用，为依赖溶剂的肽修饰提供了有价值的见解。
