Corramycin

Researchers at Sanofi isolated this secondary metabolite from the myxobacterium Corallococcus coralloides. In collabora­tion with the Müller group, they elucidated the structure and biosynthesis and reported the first total synthesis based entirely on solid-phase peptide synthesis (SPPS). Corramycin shows notable bioactivity against gram-negative bacteria both in vitro and in vivo. In addition, the lack of cross-resistance with standard antibiotic classes, such as carbapenems, amino-glycosides, or quinolones, and efficacy in a mouse model makes it an attractive target for further exploration.

  • C. Couturier, S. Groß, A. von Tesmar, J. Hoffmann, S. Deckarm, et al., Angew. Chem. Int. Ed. 2022, 61, e202210747.
 

A ligation-mediated total synthesis of corramycin was developed. The synthetic strategy included using two consecutive chemical ligations for a modular and efficient preparation. Finally, the synthesis employed a Ser/Thr ligation (STL) at a new ligation site combined with classical fragment coupling. This study provides the total synthesis of corramycin and enhances the preparative toolbox of STL in organic synthesis.