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  • An unexpected promiscuous activity of 4-oxalocrotonate tautomerase: the cis-trans isomerisation of nitrostyrene.

An unexpected promiscuous activity of 4-oxalocrotonate tautomerase: the cis-trans isomerisation of nitrostyrene.

Chembiochem : a European journal of chemical biology (2012-08-02)
Ellen Zandvoort, Edzard M Geertsema, Bert-Jan Baas, Wim J Quax, Gerrit J Poelarends
초록

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) ).

MATERIALS
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Sigma-Aldrich
trans-β-Nitrostyrene, 99%