Skip to main page content
U.S. flag

An official website of the United States government

Dot gov

The .gov means it’s official.
Federal government websites often end in .gov or .mil. Before sharing sensitive information, make sure you’re on a federal government site.

Https

The site is secure.
The https:// ensures that you are connecting to the official website and that any information you provide is encrypted and transmitted securely.

Access keys NCBI Homepage MyNCBI Homepage Main Content Main Navigation
. 2023 Oct 16;62(42):e202304901.
doi: 10.1002/anie.202304901. Epub 2023 Sep 12.

Templated Total Synthesis of Cu(I)-Methanobactin OB3b

Emilia Cupioli  1 , Frédéric J M Gaigne  1 , Anna Sachse  1 , Philipp Buday  2 , Wolfgang Weigand  2 , Phil Liebing  2 , Hans-Dieter Arndt  1
Affiliations

Templated Total Synthesis of Cu(I)-Methanobactin OB3b

Emilia Cupioli et al. Angew Chem Int Ed Engl. .

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.

PubMed Disclaimer

References

    1. K. Waldron, J. C. Rutherford, D. Ford, N. J. Robinson, Nature 2009, 460, 823-830.
    1. None
    1. K. J. Waldron, N. J. Robinson, Nat. Rev. Microbiol. 2009, 7, 25-35;
    1. A. C. Rosenzweig, Chem. Biol. 2002, 9, 673-677;
    1. M. Valko, H. Morris, M. Cronin, Curr. Med. Chem. 2005, 12, 1161-1208.

LinkOut - more resources