A Diaminodiacid (DADA) Strategy for the Development of Disulfide Surrogate Peptides.,Chemistry - An Asian Journal

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A Diaminodiacid (DADA) Strategy for the Development of Disulfide Surrogate Peptides.
Chemistry - An Asian Journal ( IF 3.5 ) Pub Date : 2020-08-11 , DOI: 10.1002/asia.202000609
Yun-Kun Qi _{1,

2} , Qian Qu ₂ , Donald Bierer ₃ , Lei Liu ₂

Affiliation

Disulfide bond‐containing peptides are useful molecular scaffolds with diagnostic and therapeutic applications due to their good biological activity and good target selectivity, but their utility is sometimes limited by the lability of the disulfide moiety under reducing conditions and in the presence of disulfide bond isomerase. The development of disulfide surrogates with improved redox stability has been an area of ongoing research; and one possible strategy is based on a diaminodiacid (DADA) moiety, which can be used to synthesize the disulfide bond replacement peptides with precise structures and enhanced stability through automated solid‐phase peptide synthesis (SPPS). This review summarizes recent developments in the DADA‐based SPPS of peptide disulfide surrogates. Some representative applications and structural studies on the DADA‐based disulfide surrogates are described.

中文翻译：

开发二硫化物替代肽的二氨基二酸（DADA）策略。

含二硫键的肽由于其良好的生物活性和良好的靶标选择性而成为具有诊断和治疗应用价值的分子支架，但其实用性有时受到二硫键在还原条件下和二硫键异构酶存在下的不稳定性的限制。具有改善的氧化还原稳定性的二硫化物替代物的开发一直是正在进行的研究领域。一种可行的策略是基于二氨基二酸（DADA）部分，该部分可用于通过自动固相肽合成（SPPS）合成具有精确结构和增强稳定性的二硫键替代肽。这篇综述总结了基于DADA的肽二硫化物替代物的最新发展。

更新日期：2020-09-14

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