Structure Revision of Microginins 674 and 690 from the Cultured Cyanobacterium Microcystis aeruginosa

J Nat Prod. 2019 Apr 26;82(4):1040-1044. doi: 10.1021/acs.jnatprod.9b00015. Epub 2019 Mar 20.

Abstract

The structures of the commercially available microginins 674 and 690 isolated from a cultured strain of Microcystis aeruginosa and only recently characterized have been revisited. Using NMR and HRMS/MS data, an inversion of two amino acids, N-methylmethionine and tyrosine, in the structure of these metabolites is unambiguously demonstrated. These results highlight the importance of careful examination of spectroscopic data for the proposition of structures of natural products, especially when they are of commercial value.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Bacterial Proteins / chemistry*
  • Microcystis / chemistry*
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular

Substances

  • Bacterial Proteins