College of Chemistry and Environmental Science, Key Laboratory of Analytical Science and Technology of Hebei Province, and MOE Key Laboratory of Medicinal Chemistry and Molecular Diagnostics, Hebei University, Baoding 071002, Hebei Province, P. R. China.
Dalton Trans. 2020 Feb 14;49(6):1736-1741. doi: 10.1039/c9dt04738g. Epub 2020 Jan 22.
Platinum(iv) complexes with a heterocyclic ligand and an ancillary ligand have been investigated and applied for treating various tumour cell lines. Another application of the Pt(iv) complexes in forming peptide disulfide bonds was investigated in this work. For development of Pt(iv) complex chemistry for disulfide bond formation in peptides, two Pt(iv) complexes, [PtCl(phen)(en)]Cl and [PtCl(bpy)(en)]Cl, were synthesized and characterized using elemental analysis, ESI-MS and NMR. Subsequently, they were investigated as oxidants for the formation of disulfide bonds in various peptides. Excellent purities and yields of disulfide-containing peptides were achieved when the reactions were carried out in aqueous solution. The reactions were completed rapidly in a wide range of pH values even in acidic medium at room temperature. An intramolecular disulfide bond was formed in each of the peptides in a solution containing two dithiol-containing peptides, making the Pt(iv) complexes useful for generating disulfide-containing peptide libraries. In addition, the two Pt(iv) complexes can be used as oxidants for the synthesis of disulfide bonds on a resin, which is a more convenient method to synthesize disulfide-containing peptides through automation.
具有杂环配体和辅助配体的铂(iv)配合物已被研究并应用于治疗各种肿瘤细胞系。本工作还研究了铂(iv)配合物在形成肽中二硫键中的应用。为了开发用于肽中二硫键形成的铂(iv)配合物化学，合成并表征了两种铂(iv)配合物[PtCl(phen)(en)]Cl 和 [PtCl(bpy)(en)]Cl，使用元素分析、ESI-MS 和 NMR。随后，它们被用作在各种肽中形成二硫键的氧化剂。当在水溶液中进行反应时，可获得具有优异纯度和产率的含二硫键的肽。即使在室温下的酸性介质中，反应也能在很宽的 pH 值范围内快速完成。在含有两种含二硫醇肽的溶液中，每个肽中都形成了一个分子内二硫键，使铂(iv)配合物可用于生成含二硫键的肽库。此外，这两种铂(iv)配合物可用作树脂中二硫键合成的氧化剂，这是一种通过自动化合成含二硫键肽的更方便的方法。
