The rate of Phe oxidation in peptides is strongly modulated by the lone pairs of amide carbonyl groups, which stabilise the arene radical cation through neighbouring‐group effects and facilitate oxidation of the aromatic ring. This finding shows that Phe could act as a very efficient stepping stone to mediate long‐distance electron hole transport in peptides.

中文翻译：

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肽的酰胺邻域效应：苯丙氨酸作为长距离电子转移中的中继氨基酸

肽中Phe的氧化速率受酰胺羰基孤对的强烈调节，酰胺对通过邻基团效应稳定芳烃自由基阳离子，并促进芳香环的氧化。这一发现表明，Phe可以作为介导肽中长距离电子空穴传输的非常有效的垫脚石。