5,10,15,20-Tetrakis(pentafluorophenyl)porphyrin as a Functional Platform for Peptide Stapling and Multicyclisation,Chemistry - A European Journal

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5,10,15,20-Tetrakis(pentafluorophenyl)porphyrin as a Functional Platform for Peptide Stapling and Multicyclisation
Chemistry - A European Journal ( IF 3.9 ) Pub Date : 2023-07-04 , DOI: 10.1002/chem.202301410
Paolo Dognini ₁ , Talhat Chaudhry ₁ , Giulia Scagnetti ₁ , Michele Assante ₁ , George S M Hanson ₂ , Kehinde Ross ₁ , Francesca Giuntini ₁ , Christopher R Coxon ₂

Affiliation

We introduce 5,10,15,20-tetrakis(pentafluorophenyl)porphyrin as a widely applicable scaffold for the stapling and multicyclisation of cysteine-containing peptides. A robust and peptide-compatible Nucleophilic Aromatic Substitution between aromatic fluorides and cysteine thiols was performed with a library of peptides, leading to different cyclic species – one of which was biologically tested – and offering relevant synthetic insights.

中文翻译：

5,10,15,20-四（五氟苯基）卟啉作为肽装订和多环化的功能平台

我们介绍了 5,10,15,20-四（五氟苯基）卟啉作为广泛适用的支架，用于含半胱氨酸肽的吻合和多环化。使用肽库在芳香族氟化物和半胱氨酸硫醇之间进行了稳健且多肽兼容的亲核芳烃取代，从而产生了不同的环状物质（其中一种经过生物测试），并提供了相关的合成见解。

更新日期：2023-07-04

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