Structure of Obafluorin: An Antibacterial β-Lactone from Pseudomonas fluorescens

Article abstract of DOI:10.1021/jo00350a010

Fermentation of Pseudomonas fluorescens (ATCC 39502) produces obafluorin (1), a novel β-lactone antibiotic.Isolation and structure determination of obafluorin are described.The skeleton and relative stereochemistry of 1 were established by using nuclear magnetic resonance and mass spectrometric and X-ray crystallographic analyses.The absolute configuration was deduced from enzymatic degradation of an amino acid fragment produced by hydrolysis of 1.Structural and biological aspects of obafluorin are discussed.