title: A structural and functional model for the 1-aminocyclopropane-1-carboxylic acid oxidase.
abstract: The hitherto most realistic low-molecular-weight analogue for the 1-aminocyclopropane-1-carboxylic acid oxidase (ACCO) is reported. The ACCOs 2-His-1-carboxylate iron(II) active site was mimicked by a TpFe moiety, to which the natural substrate ACC could be bound. The resulting complex [Tp(Me,Ph) FeACC] (1), according to X-ray diffraction analysis performed for the nickel analogue, represents an excellent structural model, featuring ACC coordinated in a bidentate fashion-as proposed for the enzymatic substrate complex-as well as a vacant coordination site that forms the basis for the first successful replication also of the ACCO function: 1 is the first known ACC complex that reacts with O2 to produce ethylene. As a FeOOH species had been suggested as intermediate in the catalytic cycle, H2 O2 was tested as the oxidant, too, and indeed evolution of ethylene proceeded even more rapidly to give 65 % yield.
authors.affiliation: Humboldt-Universität zu Berlin, Institut für Chemie, Brook-Taylor-Strasse 2, 12489 Berlin (Germany) http://www.chemie.hu-berlin.de/aglimberg.
authors.forename: Madleen
authors.initials: M
authors.lastname: Sallmann
authors.affiliation: Humboldt-Universität zu Berlin, Institut für Chemie, Brook-Taylor-Strasse 2, 12489 Berlin (Germany) http://www.chemie.hu-berlin.de/aglimberg.
authors.forename: Fabio
authors.initials: F
authors.lastname: Oldenburg
authors.affiliation: Humboldt-Universität zu Berlin, Institut für Chemie, Brook-Taylor-Strasse 2, 12489 Berlin (Germany) http://www.chemie.hu-berlin.de/aglimberg.
authors.forename: Beatrice
authors.initials: B
authors.lastname: Braun
authors.affiliation: Aix Marseille Université, Centrale Marseille, CNRS, iSm2 UMR 7313, 13397, Marseille, (France) http://ism2.univ-amu.fr/pages-bleues/index2.htm.
authors.forename: Marius
authors.initials: M
authors.lastname: Réglier
authors.affiliation: Aix Marseille Université, Centrale Marseille, CNRS, iSm2 UMR 7313, 13397, Marseille, (France) http://ism2.univ-amu.fr/pages-bleues/index2.htm. jalila.simaan@univ-amu.fr.
authors.forename: A Jalila
authors.initials: AJ
authors.lastname: Simaan
authors.affiliation: Humboldt-Universität zu Berlin, Institut für Chemie, Brook-Taylor-Strasse 2, 12489 Berlin (Germany) http://www.chemie.hu-berlin.de/aglimberg. Christian.limberg@chemie.hu-berlin.de.
authors.forename: Christian
authors.initials: C
authors.lastname: Limberg
mesh_terms: D000594:Amino Acid Oxidoreductases / Q000737:chemistry* / Q000378:metabolism*; D005030:Ethylenes / Q000096:biosynthesis / Q000737:chemistry; D006861:Hydrogen Peroxide / Q000737:chemistry / Q000378:metabolism; D008958:Models, Molecular; D015394:Molecular Structure; D010100:Oxygen / Q000737:chemistry / Q000378:metabolism; D014961:X-Ray Diffraction
chemical_list: D005030:Ethylenes; C036216:ethylene; D006861:Hydrogen Peroxide; D000594:Amino Acid Oxidoreductases; C059460:1-aminocyclopropane-1-carboxylic acid oxidase; D010100:Oxygen
keywords: aminocyclopropane-1-carboxylic acid; enzyme models; iron; oxidase; oxygen