Templated Total Synthesis of Cu(I)-Methanobactin OB3b

Angew Chem Int Ed Engl. 2023 Oct 16;62(42):e202304901. doi: 10.1002/anie.202304901. Epub 2023 Sep 12.

Abstract

Methanobactin OB3b (Mbn-OB3b) is a unique natural product with stunning affinity for copper ions (Ka ≈Cu(I) 1034 ). Here, we report the first total synthesis of Cu(I)-bound methanobactin OB3b featuring as key transformations a cyclodehydration-thioacylation sequence, to generate the conjugated heterocyclic systems, and a copper-templated cyclization, to complete the caged structure of the very sensitive target compound.

Keywords: Chalkophores; Heterocycles; Peptides; Synthetic Methods; Total Synthesis.