Novel Methods for the Chemical Synthesis of Insulin Superfamily Peptides and of Analogues Containing Disulfide Isosteres,Accounts of Chemical Research

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Novel Methods for the Chemical Synthesis of Insulin Superfamily Peptides and of Analogues Containing Disulfide Isosteres
Accounts of Chemical Research ( IF 16.4 ) Pub Date : 2017-08-22 00:00:00 , DOI: 10.1021/acs.accounts.7b00288
Mohammed Akhter Hossain ₁ , John D. Wade ₁

Affiliation

The insulin superfamily of peptides is ubiquitous within vertebrates and invertebrates and is characterized by the presence of a set of three disulfide bonds in a unique disposition. With the exception of insulin-like growth factors I and II, which are single chain peptides, the remaining 8 members of the human insulin superfamily are two-chain peptides containing one intramolecular and two intermolecular disulfide bridges. These structural features have long made the chemical synthesis of the peptides a considerable challenge, in particular, including their correct disulfide bond pairing and formation. However, they have also afforded the opportunity to develop modern solid phase synthesis methods for the preparation of such peptides that incorporate novel or improved chemical methods for the controlled introduction of both disulfide bonds and their surrogates, both during and after peptide chain assembly. In turn, this has enabled a detailed probing of the structure and function relationship of this small but complex superfamily of peptides.

中文翻译：

化学合成胰岛素超家族肽和含二硫键异构体的类似物的新方法

肽的胰岛素超家族在脊椎动物和无脊椎动物中普遍存在，其特征是在独特的位置上存在一组三个二硫键。除了胰岛素样生长因子I和II是单链肽外，人胰岛素超家族的其余8个成员是含有一个分子内和两个分子间二硫键的两链肽。这些结构特征长期以来一直使肽的化学合成成为相当大的挑战，特别是包括它们正确的二硫键配对和形成。然而，他们还提供了开发现代固相合成方法以制备此类肽的机会，该方法结合了新颖或改良的化学方法，可在肽链组装过程中和组装后以受控方式引入二硫键及其替代物。反过来，这使得能够对该小而复杂的肽超家族的结构和功能关系进行详细的研究。

更新日期：2017-08-22

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