title: Characterisation of the Broadly-Specific O-Methyl-transferase JerF from the Late Stages of Jerangolid Biosynthesis.
abstract: We describe the characterisation of theO-methyltransferase JerF from the late stages of jerangolid biosynthesis. JerF is the first known example of an enzyme that catalyses the formation of a non-aromatic, cyclic methylenolether. The enzyme was overexpressed inE. coliand the cell-free extracts were used in bioconversion experiments. Chemical synthesis gave access to a series of substrate surrogates that covered a broad structural space. Enzymatic assays revealed a broad substrate tolerance and high regioselectivity of JerF, which makes it an attractive candidate for an application in chemoenzymatic synthesis with particular usefulness for late stage application on 4-methoxy-5,6-dihydro-2H-pyran-2-one-containing natural products.
authors: Zentrum für Biomolekulare Wirkstoffe, Leibniz-Universität Hannover, Schneiderberg 38, 30167 Hannover, Germany. steffen.friedrich@oci.uni-hannover.de.
authors: Steffen
authors: S
authors: Friedrich
authors: Zentrum für Biomolekulare Wirkstoffe, Leibniz-Universität Hannover, Schneiderberg 38, 30167 Hannover, Germany. franziska.hemmerling@oci.uni-hannover.de.|Professur für Organische Chemie (Lebensmittelchemie), Fakultät für Biologie, Chemie und Geowissenschaften, Universitätsstraße 30, 95447 Bayreuth, Germany. franziska.hemmerling@oci.uni-hannover.de.
authors: Franziska
authors: F
authors: Hemmerling
authors: Professur für Organische Chemie (Lebensmittelchemie), Fakultät für Biologie, Chemie und Geowissenschaften, Universitätsstraße 30, 95447 Bayreuth, Germany. frederick.lindner@uni-bayreuth.de.
authors: Frederick
authors: F
authors: Lindner
authors: Zentrum für Biomolekulare Wirkstoffe, Leibniz-Universität Hannover, Schneiderberg 38, 30167 Hannover, Germany. anna.warnke@oci.uni-hannover.de.
authors: Anna
authors: A
authors: Warnke
authors: Professur für Organische Chemie (Lebensmittelchemie), Fakultät für Biologie, Chemie und Geowissenschaften, Universitätsstraße 30, 95447 Bayreuth, Germany. johannes.wunderlich1@uni-bayreuth.de.
authors: Johannes
authors: J
authors: Wunderlich
authors: Zentrum für Biomolekulare Wirkstoffe, Leibniz-Universität Hannover, Schneiderberg 38, 30167 Hannover, Germany. gesche.berkhan@oci.uni-hannover.de.|Professur für Organische Chemie (Lebensmittelchemie), Fakultät für Biologie, Chemie und Geowissenschaften, Universitätsstraße 30, 95447 Bayreuth, Germany. gesche.berkhan@oci.uni-hannover.de.
authors: Gesche
authors: G
authors: Berkhan
authors: Zentrum für Biomolekulare Wirkstoffe, Leibniz-Universität Hannover, Schneiderberg 38, 30167 Hannover, Germany. frank.hahn@uni-bayreuth.de.|Professur für Organische Chemie (Lebensmittelchemie), Fakultät für Biologie, Chemie und Geowissenschaften, Universitätsstraße 30, 95447 Bayreuth, Germany. frank.hahn@uni-bayreuth.de.
authors: Frank
authors: F
authors: Hahn
mesh_terms: D055162:Biocatalysis; D004926:Escherichia coli / Q000235:genetics; D008780:Methyltransferases / Q000235:genetics / Q000378:metabolism*; D011714:Pyrans / Q000378:metabolism*; D013237:Stereoisomerism; D013379:Substrate Specificity
chemical_list: D011714:Pyrans; D008780:Methyltransferases
keywords: chemoenzymatic synthesis; chemoselectivity; enzymes; methylenolethers; methyltransferases; natural products