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However, peptides incorporating large\u2010span synthetic bridges are still beyond the reach of existing methods. Herein, we report a native chemical ligation (NCL)\u2010assisted diaminodiacid (DADA) strategy that enables the robust generation of disulfide surrogate peptides incorporating surrogate bridges up to 50\u2005amino acids in length. This strategy provides access to some highly desirable but otherwise impossible\u2010to\u2010obtain disulfide surrogates of bioactive peptide. The bioactivities and structures of the synthetic disulfide surrogates were verified by voltage clamp assays, NMR, and X\u2010ray crystallography; and stability studies established that the disulfide replacements effectively overcame the problems of disulfide reduction and scrambling that often plague these pharmacologically important peptides.<\/jats:p>","DOI":"10.1002\/anie.201915358","type":"journal-article","created":{"date-parts":[[2020,2,14]],"date-time":"2020-02-14T22:50:34Z","timestamp":1581720634000},"page":"6037-6045","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":74,"title":["Synthesis of Disulfide Surrogate Peptides Incorporating Large\u2010Span Surrogate Bridges Through a Native\u2010Chemical\u2010Ligation\u2010Assisted Diaminodiacid Strategy"],"prefix":"10.1002","volume":"59","author":[{"given":"Qian","family":"Qu","sequence":"first","affiliation":[{"name":"Tsinghua-Peking Center for Life Sciences Ministry of 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