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126
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[ 2013 ]
Miki Y, Pogni R, Acebes S, Lucas F, Fernandez-Fueyo E, Baratto MC, Fernández MI, de los Ríos V, Ruiz-Dueñas FJ, Sinicropi A, Basosi R, Hammel KE, Guallar V, Martínez AT Formation of a tyrosine adduct involved in lignin degradation by Trametopsis
cervina lignin peroxidase: A novel peroxidase activation mechanism
Biochem. J., 452: 575-584
[ 2013 ]
Peter S, Karich A, Ullrich R, Gröbe G, Scheibner K, Hofrichter M Enzymatic one-pot conversion of cyclohexane into cyclohexanone: Comparison of four fungal peroxygenases
J. Mol. Cat. B, doi: 10.1016/j.molcatb.2013.09.016
[ 2013 ]
Peter S, Kinne M, Ullrich R, Kayser G, Hofrichter M Epoxidation of linear, branched and cyclic alkenes catalyzed by unspecific peroxygenase
Enz. Microb. Technol., 52: 370-376
[ 2013 ]
Pezzella C, Lettera V, Piscitelli A, Giardina P, Sannia G Transcriptional analysis of Pleurotus ostreatus laccase genes
Appl. Microbiol. Biotechnol., 97: 705-717
[ 2013 ]
Piontek K, Strittmatter E, Ullrich R, Gröbe G, Pecyna MJ, Kluge M, Scheibner K, Hofrichter M, Plattner D Structural Basis of Substrate Conversion in a New Aromatic Peroxygenase: P450 Functionality with Benefits
J. Biol. Chem., 288: 34767-34776
[ 2013 ]
Ruiz-Dueñas FJ, Lundell T, Floudas D, Nagy LG, Barrasa JM, Hibbett DS, Martínez AT Lignin-degrading peroxidases in Polyporales: an evolutionary survey based on 10 sequenced genomes
Mycologia, 105: 1428-1444
year2013
Epoxidation of linear, branched and cyclic alkenes catalyzed by unspecific peroxygenase
Peter S, Kinne M, Ullrich R, Kayser G, Hofrichter M
Enz. Microb. Technol., 52: 370-376
Unspecific peroxygenases (EC 1.11.2.1) represent a group of secreted heme-thiolate proteins that are capable of catalyzing the mono-oxygenation of diverse organic compounds, using only H
2O
2 as a co-substrate. Here we show that the peroxygenase secreted by the fungus
Agrocybe aegerita catalyzed the oxidation of 20 different alkenes. Five branched alkenes, among them 2,3-dimethyl-2-butene and
cis-2-butene, as well as propene and butadiene were epoxidized with complete regioselectivity. Longer linear alkenes with a terminal double bond (e.g. 1-octene) and cyclic alkenes (e.g. cyclohexene) were converted into the corresponding epoxides and allylic hydroxylation products; oxidation of the cyclic monoterpene limonene yielded three oxygenation products (two epoxides and an alcohol). In the case of 1-alkenes, the conversion occurred with moderate stereoselectivity, in which the preponderance for the (
S)-enantiomer reached up to 72%
ee for the epoxide product. The apparent Michaelis–Menten constant (
Km) for the epoxidation of the model substrate 2-methyl-2-butene was 5 mM, the turnover number (
kcat) 1.3 × 10
3 s
−1 and the calculated catalytic efficiency,
kcat/
Km, was 2.5 × 10
5 M
−1 s
−1. As epoxides represent chemical building blocks of high relevance, new enzymatic epoxidation pathways are of interest to complement existing chemical and biotechnological approaches. Stable and versatile peroxygenases as that of
A. aegerita may form a promising biocatalytic platform for the development of such enzyme-based syntheses.