posted on 2022-03-21, 15:33authored byRomina 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.