Characterization of Chalkophomycin, a Copper(II) Metallophore with an Unprecedented Molecular Architecture.

Abstract

Metals play essential roles in life by coordination with small molecules, proteins, and nucleic acids. Although the coordination of copper ions in many proteins and methanobactins is known, the coordination chemistry of Cu(II) in natural products and their biological functions remain underexplored. Herein, we report the discovery of a Cu(II)-binding natural product, chalkophomycin (CHM, 1), from Streptomyces sp. CB00271, featuring an asymmetric square-coordination system of a bidentate diazeniumdiolate and a conjugated 1H-pyrrole 1-oxide-oxazoline. The structure of 1 may inspire the synthesis of Cu(II) chelators against neurodegenerative diseases or Cu(II)-based antitumor therapeutics.

• Authors: Bang Gong, Enhe Bai, Xueqiong Feng, Liwei Yi, Yeji Wang, Xin Chen, Xiangcheng Zhu, Yanwen Duan, Yong Huang
• Journal: Journal of the American Chemical Society (J Am Chem Soc) Vol. 143 Issue 49 Pg. 20579-20584 (12 15 2021) ISSN: 1520-5126 [Electronic] United States
• PMID: 34851100 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)

Chemical References

• Chelating Agents
• Coordination Complexes
• Oxazoles
• Pyrrolidinones
• Copper

Topics

• Chelating Agents (chemistry)
• Coordination Complexes (chemistry)
• Copper (chemistry)
• Molecular Structure
• Oxazoles (chemistry)
• Pyrrolidinones (chemistry)