UMR CNRS 8161 Pasteur Institute of Lille, Univ Lille, 1 rue du Pr Calmette, 59021 Lille, France.
Org Lett. 2015 Jul 17;17(14):3636-9. doi: 10.1021/acs.orglett.5b01817. Epub 2015 Jul 2.
The cyclic dichalcogenides based on the bis(2-chalcogenoethyl)amide structure are latent N,S (SEA, chalcogen = S) or N,Se (SeEA, chalcogen = Se) acyl shift systems. The large difference in the reducing potential between SEA and SeEA dichalcogenides allows their sequential and selective activation by reduction. Based on these concepts, one-pot three or four peptide segment assembly processes were designed, facilitating access to branched or cyclic peptide scaffolds.
基于双(2-杂卤代乙酰胺)结构的环状二硫化物是潜在的 N,S(SEA,杂卤代 = S)或 N,Se(SeEA,杂卤代 = Se)酰基移位体系。SEA 和 SeEA 二硫化物之间还原电势的巨大差异允许通过还原对其进行顺序和选择性激活。基于这些概念,设计了一锅法三或四肽段组装过程,有利于获得支化或环状肽支架。