title: An unexpected promiscuous activity of 4-oxalocrotonate tautomerase: the cis-trans isomerisation of nitrostyrene.
abstract: Serendipitous switch: While exploring cis-nitrostyrene as a potential electrophile in Michael-type addition reactions catalysed by the enzyme 4-oxalocrotonate tautomerase (4-OT), it was unexpectedly found that 4-OT catalyses the isomerisation of cis-nitrostyrene to trans-nitrostyrene (k(cat) /K(m) = 1.9×10(3)  M(-1)  s(-1) ).
authors.affiliation: Department of Pharmaceutical Biology, Groningen Research Institute of Pharmacy, University of Groningen, Antonius Deusinglaan 1, Groningen, The Netherlands.
authors.forename: Ellen
authors.initials: E
authors.lastname: Zandvoort
authors.forename: Edzard M
authors.initials: EM
authors.lastname: Geertsema
authors.forename: Bert-Jan
authors.initials: BJ
authors.lastname: Baas
authors.forename: Wim J
authors.initials: WJ
authors.lastname: Quax
authors.forename: Gerrit J
authors.initials: GJ
authors.lastname: Poelarends
mesh_terms: D007535:Isomerases / Q000378:metabolism*; D007536:Isomerism; D007700:Kinetics; D008958:Models, Molecular; D016958:Pseudomonas putida / Q000737:chemistry / Q000201:enzymology* / Q000378:metabolism; D013343:Styrenes / Q000737:chemistry / Q000378:metabolism*; D013379:Substrate Specificity
chemical_list: D013343:Styrenes; C011955:beta-nitrostyrene; C021918:4-oxalocrotonate tautomerase; D007535:Isomerases