Bokeelamides: Lipopeptides from Bacteria Associated with Marine Egg Masses

Org Lett. 2024 Nov 15;26(45):9693-9697. doi: 10.1021/acs.orglett.4c03470. Epub 2024 Nov 1.

Abstract

Moon snails (family: Naticidae) lay egg masses that are rich in bacterial species distinct from the surrounding environment. We hypothesized that this microbiome chemically defends the moon snail eggs from predation and pathogens. Herein, we report the discovery of bokeelamides, new lipopeptides from the egg mass-associated bacterium, Ectopseudomonas khazarica, which were discovered using mass spectrometry (MS)-based metabolomics. The structures of the bokeelamides were elucidated using two-dimensional (2D) nuclear magnetic resonance (NMR), tandem MS, Marfey's, and genomic analyses.

MeSH terms

  • Animals
  • Lipopeptides* / chemistry
  • Lipopeptides* / isolation & purification
  • Molecular Structure
  • Snails / chemistry

Substances

  • Lipopeptides