{"entity": "researcher", "timestamp": "2026-09-26T04:29:38.594Z", "family": "Dobritzsch", "given": "Doreen", "initials": "D", "orcid": "0000-0002-1822-6513", "affiliations": ["Department of Chemistry, BMC, Uppsala University, Box 576, 751 23 Uppsala, Sweden."], "links": {"self": {"href": "https://publications-affiliated.scilifelab.se/researcher/0da3e8962fa940dcaff7ac4ab0f05515.json"}, "display": {"href": "https://publications-affiliated.scilifelab.se/researcher/0da3e8962fa940dcaff7ac4ab0f05515"}}, "publications": [{"entity": "publication", "iuid": "f481e7b6fc4842e88cd61d9576c73439", "links": {"self": {"href": "https://publications-affiliated.scilifelab.se/publication/f481e7b6fc4842e88cd61d9576c73439.json"}, "display": {"href": "https://publications-affiliated.scilifelab.se/publication/f481e7b6fc4842e88cd61d9576c73439"}}, "title": "Epoxide hydrolysis as a model system for understanding flux through a branched reaction scheme.", "authors": [{"family": "Janfalk Carlsson", "given": "\u00c5sa", "initials": "\u00c5", "orcid": "0000-0002-5570-1213", "researcher": {"href": "https://publications-affiliated.scilifelab.se/researcher/dee65edabcb64cca8439f3377ba800d6.json"}}, {"family": "Bauer", "given": "Paul", "initials": "P"}, {"family": "Dobritzsch", "given": "Doreen", "initials": "D", "orcid": "0000-0002-1822-6513", "researcher": {"href": "https://publications-affiliated.scilifelab.se/researcher/0da3e8962fa940dcaff7ac4ab0f05515.json"}}, {"family": "Kamerlin", "given": "Shina C L", "initials": "SCL", "orcid": "0000-0002-3190-1173", "researcher": {"href": "https://publications-affiliated.scilifelab.se/researcher/c4540c85432f4cdf952b0ef7cfe1d875.json"}}, {"family": "Widersten", "given": "Mikael", "initials": "M", "orcid": "0000-0002-3203-3793", "researcher": {"href": "https://publications-affiliated.scilifelab.se/researcher/e6504282ed7b439b804cdc51f8b4d43b.json"}}], "type": "journal article", "published": "2018-05-01", "journal": {"title": "IUCrJ", "issn": "2052-2525", "volume": "5", "issue": "Pt 3", "pages": "269-282", "issn-l": "2052-2525"}, "abstract": "The epoxide hydrolase StEH1 catalyzes the hydrolysis of trans-methylstyrene oxide to 1-phenyl-propane-1,2-diol. The (S,S)-epoxide is exclusively transformed into the (1R,2S)-diol, while hydrolysis of the (R,R)-epoxide results in a mixture of product enantiomers. In order to understand the differences in the stereoconfigurations of the products, the reactions were studied kinetically during both the pre-steady-state and steady-state phases. A number of closely related StEH1 variants were analyzed in parallel, and the results were rationalized by structure-activity analysis using the available crystal structures of all tested enzyme variants. Finally, empirical valence-bond simulations were performed in order to provide additional insight into the observed kinetic behaviour and ratios of the diol product enantiomers. These combined data allow us to present a model for the flux through the catalyzed reactions. With the (R,R)-epoxide, ring opening may occur at either C atom and with similar energy barriers for hydrolysis, resulting in a mixture of diol enantiomer products. However, with the (S,S)-epoxide, although either epoxide C atom may react to form the covalent enzyme intermediate, only the pro-(R,S) alkylenzyme is amenable to subsequent hydrolysis. Previously contradictory observations from kinetics experiments as well as product ratios can therefore now be explained for this biocatalytically relevant enzyme.", "doi": "10.1107/S2052252518003573", "pmid": "29755743", "labels": [], "xrefs": [{"db": "pmc", "key": "PMC5929373"}, {"db": "pii", "key": "jt5024"}], "notes": [], "created": "2018-12-05T12:41:29.216Z", "modified": "2026-09-23T12:52:54.122Z"}]}