A study to develop platinum(iv) complex chemistry for peptide disulfide bond formation. Issue 6 (22nd January 2020)

• Record Type: Journal Article
• Authors: Song, Changying; Sun, Jingjing; Zhao, Xiaowei; Huo, Shuying; Shen, Shigang
• Is Part Of: Dalton transactions. Volume 49:Issue 6(2020)
• Page Start: 1736
• Page End: 1741
• Publication Date: 2020-01-22
• Subjects: Chemistry, Inorganic -- Periodicals; Chemistry, Physical and theoretical -- Periodicals; Chemistry, Inorganic -- Periodicals; 546.05
• DOI: 10.1039/c9dt04738g
• Languages: English
• ISSNs: 1477-9226

Abstract

Abstract : Platinum(iv ) complexes with a heterocyclic ligand and an ancillary ligand have been investigated and applied for the formation of disulfide bonds in peptides. Abstract : 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, [PtCl2 (phen)(en)]Cl2 and [PtCl2 (bpy)(en)]Cl2, 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.