Published as part of the Bürgenstock Special Section 2019 Future Stars in Organic Chemistry

Abstract

We present herein the development of a new synthetic strategy for the conjugation of 4,4′-bipyridinium derivatives into peptide scaffolds. The methodology, based on the development of a solid-phase version of the Zincke reaction between activated pyridinium salts and amines, is able to produce the desired conjugates in a straightforward fashion, with the bipyridinium units attached at the N-terminus of peptides or at Lys side chains of N-terminal acetylated peptides.

We present herein the development of a new synthetic strategy for the conjugation of 4,4′-bipyridinium derivatives into peptide scaffolds. The methodology, based on the development of a solid-phase version of the Zincke reaction between activated pyridinium salts and amines, is able to produce the desired conjugates in a straightforward fashion, with the bipyridinium units attached at the N-terminus of peptides or at Lys side chains of N-terminal acetylated peptides.

中文翻译：

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固相Zincke反应合成4,4'-联吡啶共轭肽

作为Bürgenstock特别版2019年有机化学中的未来之星的一部分发布

抽象的

我们在本文中提出了将4,4'-联吡啶衍生物缀合到肽支架中的新合成策略的开发。该方法基于活化吡啶鎓盐和胺之间的Zincke反应的固相形式的开发，能够以简单的方式产生所需的偶联物，联吡啶鎓单元连接在肽的N端或N末端乙酰化肽的Lys侧链。

我们在本文中提出了将4,4'-联吡啶衍生物缀合到肽支架中的新合成策略的开发。该方法基于活化吡啶鎓盐和胺之间的Zincke反应的固相形式的开发，能够以简单的方式产生所需的偶联物，联吡啶鎓单元连接在肽的N端或N末端乙酰化肽的Lys侧链。