title: Vinyl fluoride as an isoelectronic replacement for an enolate anion: inhibition of type II dehydroquinases.
abstract: A vinyl fluoride analogue of the intermediate in the reaction catalysed by type II dehydroquinase enzymes has been synthesized over seven steps from (-)-quinic acid and shown to be a potent enzyme inhibitor.
authors.affiliation: University Chemical Laboratory, Lensfield Road, Cambridge, UK CB2 1EW.
authors.forename: Martyn
authors.initials: M
authors.lastname: Frederickson
authors.forename: John R
authors.initials: JR
authors.lastname: Coggins
authors.forename: Chris
authors.initials: C
authors.lastname: Abell
mesh_terms: D000838:Anions / Q000737:chemistry*; D004563:Electrochemistry; D006836:Hydro-Lyases / Q000037:antagonists & inhibitors*; D008968:Molecular Conformation; D015394:Molecular Structure; D011801:Quinic Acid / Q000737:chemistry*; D055672:Static Electricity; D014753:Vinyl Compounds / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*
chemical_list: D000838:Anions; D014753:Vinyl Compounds; D011801:Quinic Acid; C016829:vinyl fluoride; D006836:Hydro-Lyases; C020000:3-dehydroquinate dehydratase