Related Experiment Video
Updated: Jun 23, 2026

From a Natural Product to Its Biosynthetic Gene Cluster: A Demonstration Using Polyketomycin from Streptomyces diastatochromogenes Tü6028
Published on: January 13, 2017
Chapter 19. In vitro studies of phenol coupling enzymes involved in vancomycin biosynthesis
Dong Bo Li1, Katharina Woithe, Nina Geib
1Institute of Organic Chemistry, University of Zürich, Zürich, Switzerland.
Abstract:
Oxidative phenol cross-linking reactions play a key role in the biosynthesis of glycopeptide antibiotics such as vancomycin. The vancomycin aglycone contains three cross-links between aromatic amino acid side-chains, which stabilize the folded backbone conformation required for binding to the target D-Ala-D-Ala dipeptide. At least the first cross-link is introduced into a peptide precursor whilst it is still bound as a thioester to a peptide carrier protein (PCP) domain (also called a thiolation domain) within the nonribosomal peptide synthetase. We described here methods for the solid-phase synthesis of peptides and their coupling to PCP domains, which may be useful for in vitro studies of cross-linking and related tailoring reactions during nonribosomal glycopeptide antibiotic biosynthesis.
More Related Videos
10:41The Logic, Experimental Steps, and Potential of Heterologous Natural Product Biosynthesis Featuring the Complex Antibiotic Erythromycin A Produced Through E. coli
Published on: January 13, 2013
07:13Quantification of Violacein in Chromobacterium violaceum and Its Inhibition by Bioactive Compounds
Published on: August 8, 2025
Related Concept Videos
Inhibitors of Gram-positive Cell Wall Synthesis
Production of Antibiotics
Biosynthesis in Bacteria
Production of Pharmaceuticals
Phase II Reactions: Miscellaneous Conjugation Reactions
A key example involves the conjugation of cyanide ions, which impair cellular respiration and alter hemoglobin into non-oxygen-carrying cyanmethemoglobin. To neutralize this threat, a sulfur atom from thiosulphate is transferred to the cyanide ion, catalyzed by the enzyme rhodanese, resulting in an inactive compound called thiocyanate. The production of...
Vicinal Diols via Reductive Coupling of Aldehydes or Ketones: Pinacol Coupling Overview