Chemistry and bioactivity of an artificial adenosylpeptide B(12) cofactor

Chembiochem. 2012 Sep 24;13(14):2052-5. doi: 10.1002/cbic.201200429. Epub 2012 Aug 24.

Abstract

Artificial influence: We describe a semi-artificial adenosylpeptide B(12) that behaves as a cofactor in B(12)-dependent enzymatic reactions and demonstrate that the peptide backbone influences its chemical properties and modulates its bioactivity in vitro and in vivo. Inhibition of the growth of L. delbrueckii is demonstrated, thus providing a potentially powerful approach for the development of antibacterial and antiproliferative compounds.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology
  • Biomimetic Materials / chemistry*
  • Biomimetic Materials / metabolism
  • Clostridium / drug effects
  • Clostridium / enzymology
  • Coenzymes / chemistry
  • Coenzymes / metabolism
  • Enzyme Inhibitors / chemistry
  • Enzyme Inhibitors / pharmacology
  • Hydrogen-Ion Concentration
  • Intramolecular Transferases / antagonists & inhibitors
  • Intramolecular Transferases / metabolism
  • Kinetics
  • Lactobacillus delbrueckii / drug effects
  • Peptides / chemistry*
  • Peptides / metabolism
  • Temperature
  • Vitamin B 12 / chemistry*

Substances

  • Anti-Bacterial Agents
  • Coenzymes
  • Enzyme Inhibitors
  • Peptides
  • Intramolecular Transferases
  • methylaspartate mutase
  • Vitamin B 12