Late-Stage Modification of Oligopeptide Trp Units with Azoles
Contributors: Hisashi Yamamoto, Tomohiro Hattori
Significance
The late-stage modification of oligopeptides is a straightforward strategy for the preparation of bioactive compounds. The authors have demonstrated a C–N coupling reaction in which azoles are incorporated into the Trp units of oligopeptides.
Comment
The modification of Trp proceeded in aqueous media and various azole derivatives could be applied for this method by using a combination of KI, KIO3, and methanesulfonic acid.
Watanabe S, Wada Y, Kawano M, Higashibayashi S, Sugai T, Hanaya K. Keio University, Tokyo, Japan
Selective Modification of Tryptophan in Polypeptides via C–N Coupling with Azoles Using in situ Generated Iodine-Based Oxidants in Aqueous Media
Chem. Commun. 2023; 59: 13026-13029
DOI: 10.1039/d3cc03731b
