School of Chemistry, Monash University, Clayton 3800, Victoria, Australia.
Chem Commun (Camb). 2023 Jun 1;59(45):6917-6920. doi: 10.1039/d3cc01476b.
Ru-Alkylidene catalysed olefin metathesis generates metabolically stable cystine bridge peptidomimetics with defined geometry. Deleterious coordinative bonding to the catalyst by sulfur-containing functionality found in cysteine and methionine residues can be negated by and reversible oxidation of thiol and thioether functionality, as disulfides and S-oxides respectively, to facilitate high yielding ring-closing and cross metathesis of bioorthogonally protected peptides.
Ru-亚烷基催化的烯烃复分解反应生成具有确定几何形状的代谢稳定的半胱氨酸桥肽模拟物。半胱氨酸和蛋氨酸残基中含硫官能团与催化剂的有害配位键可以通过和巯基和硫醚官能团的可逆氧化来否定，分别形成二硫化物和 S-氧化物，以促进生物正交保护的肽的高产率的闭环和交叉复分解反应。
