American Chemical Society
ol2c00525_si_001.pdf (2.59 MB)

Total Synthesis and Biosynthesis of Cyclodepsipeptide Cochinmicin I

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journal contribution
posted on 2022-03-21, 15:33 authored by Romina Schnegotzki, Vincent Wiebach, Marina Sánchez-Hidalgo, Marcel Tietzmann, Andreas B. zur Bonsen, Olga Genilloud, Roderich D. Süssmuth
Phenylglycines are building blocks of many non-ribosomally synthesized peptides. The dihydroxyphenylglycine-containing cyclodepsipeptide cochinmicin I exhibits endothelin receptor antagonist activity. Therefore, it represents an interesting and synthetically challenging molecule because of the racemization-prone nature of dihydroxyphenylglycine. We present the total synthesis of cochinmicin I and the non-natural derivative cochinmicin VI and describe the identification and assignment of the cochinmicin (cmn) biosynthesis gene cluster, encoding a five-module non-ribosomal peptide synthetase for cochinmicin assembly.