A common origin for guanidinobutanoate starter units in antifungal natural products

Angew Chem Int Ed Engl. 2013 Dec 2;52(49):13096-9. doi: 10.1002/anie.201308136. Epub 2013 Nov 11.

Abstract

Keeping it basic: Arginine provides the exotic 4-guanidinobutanoate starter unit for two different types of zwitterionic polyketide (an example for one type is shown in the picture) produced by the same Streptomyces bacterium. The three-step precursor pathway is initiated by a remarkable decarboxylating monooxygenase with high specificity for arginine.

Keywords: antibiotics; biosynthesis; guanidine; macrocyclic polyketides; polyene.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antifungal Agents / chemistry*
  • Antifungal Agents / pharmacology
  • Biological Products / chemistry
  • Biological Products / pharmacology
  • Guanidines / chemical synthesis
  • Guanidines / chemistry*
  • Guanidines / pharmacology
  • Polyenes / chemistry*
  • Polyenes / pharmacology

Substances

  • Antifungal Agents
  • Biological Products
  • Guanidines
  • Polyenes