Solid-phase synthesis of lysobactin (katanosin B): insights into structure and function

Org Lett. 2012 Jun 1;14(11):2730-3. doi: 10.1021/ol300926d. Epub 2012 May 21.

Abstract

The solid phase synthesis of the cyclic depsipeptide antibiotic lysobactin is described. The natural product was synthesized via a linear approach using mostly an Fmoc-strategy solid phase peptide synthesis (SPPS) with a single purification. A lysobactin analog has also been synthesized displaying nanomolar membrane disruption activity not seen with the natural product.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Bacterial Agents / chemical synthesis
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology
  • Depsipeptides / chemical synthesis*
  • Depsipeptides / chemistry
  • Depsipeptides / pharmacology
  • Molecular Structure
  • Solid-Phase Synthesis Techniques*

Substances

  • Anti-Bacterial Agents
  • Depsipeptides
  • katanosin B