Penicillin biosynthesis: structure–reactivity profile of unsaturated substrates for isopenicillin N synthetase
Abstract
A series of unsaturated tripeptides have been synthesised and evaluated as substrates for isopenicillin N synthetase; variations in the C-terminal amino acid have led to a structure reactivity profile which indicates a stereochemical dependence on the balance between desaturative vs. hydroxylative ring closures.