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[2018] Biocatalytic Oxidation Reactions: A Chemist's Perspective
Dong J, Fernandez-Fueyo E, Hollmann F, Paul CE, Pesic M, Schmidt S, Wang Y, Younes S, Zhang W
Angew. Chem. Int. Ed., 57-9238
Oxidation chemistry using enzymes is approaching maturity and practical applicability in organic synthesis. Oxidoreductases (enzymes catalysing redox reactions) enable chemists [...]
[2018] Description of a Non-Canonical Mn(II)-Oxidation Site in Peroxidases
Fernandez-Fueyo E, Davó-Siguero I, Almendral D, Linde D, Baratto MC, Pogni R, Romero A, Guallar V, Martínez AT
ACS-Catalysis, 8: 8386-8395
A dye-decolorizing peroxidase (DyP) from Pleurotus ostreatus (PosDyP4) catalyzes the oxidation of Mn2+ to Mn3+, in the presence of H2O2, with an efficiency similar to the [...]
[2018] Evolutionary convergence in lignin-degrading enzymes
Ayuso-Fernández I, Ruiz-Dueñas FJ, Martínez AT
Proc. Natl. Acad. Sci. USA, 115: 6428-6433
The resurrection of ancestral enzymes of now-extinct organisms (paleogenetics) is a developing field that allows the study of evolutionary hypotheses otherwise impossible [...]
[2018] Multiple implications of an active site phenylalanine in the catalysis of aryl-alcohol oxidase
Carro J, Amengual-Rigo P, Sancho F, Medina M, Guallar V, Ferreira P, Martínez AT
Scientific Reports, 8: 8121
Aryl-alcohol oxidase (AAO) has demonstrated to be an enzyme with a bright future ahead due to its biotechnological potential in deracemisation of chiral compounds, production [...]
[2018] Draft Genome Sequence of the Sordariomycete Lecythophora (Coniochaeta) hoffmannii CBS 245.38
Leonhardt S, Büttner E, Gebauer AM, Hofrichter M, Kellner H
Genome Announc., 6
Lecythophora (Coniochaeta) hoffmannii, a soil- and lignocellulose-inhabiting sordariomycete (Ascomycota) that can also live as a facultative tree pathogen causing soft rot, [...]
[2018] Side chain removal from corticosteroids by unspecific peroxygenase
Ullrich R, Poraj-Kobielska M, Scholze S, Halbout C, Sandvoss M, Pecyna MJ, Scheibner K, Hofrichter M
J. Inorg. Biochem., 183: 84-93
Two unspecific peroxygenases (UPO, EC 1.11.2.1) from the basidiomycetous fungi Marasmius rotula and Marasmius wettsteinii oxidized steroids with hydroxyacetyl and hydroxyl [...]
[2018] Selective Synthesis of the Human Drug Metabolite 5′-Hydroxypropranolol by an Evolved Self-Sufficient Peroxygenase
Gómez de Santos P, Cañellas M, Tieves F, Younes SHH, Molina-Espeja P, Hofrichter M, Hollmann F, Guallar V, Alcalde M
ACS-Catalysis, 8: 4789-4799
Propranolol is a widely used beta-blocker that is metabolized by human liver P450 monooxygenases into equipotent hydroxylated human drug metabolites (HDMs). It is paramount [...]
[2018] Biological Lignin Degradation
Martínez AT, Camarero S, Ruiz-Dueñas FJ, Martínez MJ
Lignin Valorization: Emerging Approaches. Ed. Gregg Beckham. RSC: 199-225
In nature, white-rot fungi and some bacteria secrete powerful oxidative enzymes such as peroxidases and laccases to break down lignin and lignin products. These enzymes, together [...]
[2018] Selective synthesis of the resveratrol analogue 4,4′-dihydroxy-trans-stilbene and stilbenoids modification by fungal peroxygenases
Aranda C, Ullrich R, Kiebist J, Scheibner K, del Río JC, Hofrichter M, Martínez AT, Gutiérrez A
Catal. Sci. Technol., 8: 2394-2401
This work gives first evidence that the unspecific peroxygenases (UPOs) from the basidiomycetes Agrocybe aegerita (AaeUPO), Coprinopsis cinerea (rCciUPO) and Marasmius rotula [...]
[2018] Self-sustained enzymatic cascade for the production of 2,5-furandicarboxylic acid from 5-methoxymethylfurfural
Carro J, Fernandez-Fueyo E, Fernández-Alonso C, Cañada J, Ullrich R, Hofrichter M, Alcalde M, Ferreira P, Martínez AT
Biotechnol. Biofuels, 11: 86-96
Background 2,5-Furandicarboxylic acid is a renewable building block for the production of polyfurandicarboxylates, which are biodegradable polyesters expected to substitute [...]
[2018] Stepwise Hydrogen Atom and Proton Transfers in Dioxygen Reduction by Aryl-Alcohol Oxidase
Carro J, Ferreira P, Martínez AT, Gadda G
Biochemistry, 57: 1790-1797
The mechanism of dioxygen reduction by the flavoenzyme aryl-alcohol oxidase was investigated with kinetic isotope, viscosity, and pL (pH/pD) effects in rapid kinetics experiments [...]
[2018] Enzymatic Preparation of 2,5-Furandicarboxylic Acid (FDCA)—A Substitute of Terephthalic Acid—By the Joined Action of Three Fungal Enzymes
Karich A, Kleeberg SB, Ullrich R, Hofrichter M
Microorganisms, 6: 5
Enzymatic oxidation of 5-hydroxymethylfurfural (HMF) and its oxidized derivatives was studied using three fungal enzymes: wild-type aryl alcohol oxidase (AAO) from three fungal [...]
[2017] Fatty Acid Chain Shortening by a Fungal Peroxygenase
Olmedo A, del Río JC, Kiebist J, Ullrich R, Hofrichter M, Scheibner K, Martínez AT, Gutiérrez A
Chem. Eur. J., 23: 16985-16989
A recently discovered peroxygenase from the fungus Marasmius rotula (MroUPO) is able to catalyze the progressive one-carbon shortening of medium and long-chain mono- and dicarboxylic [...]
[2017] Draft Genome Sequence of the Wood-Degrading Ascomycete Kretzschmaria deusta DSM 104547
Büttner E, Gebauer AM, Hofrichter M, Liers C, Kellner H
Genome Announc., 5
We report here the draft genome of Kretzschmaria (Ustulina) deusta, an ascomycetous fungus that colonizes and substantially degrades hardwood and can infest living broad-leaved [...]
[2017] Mapping the Long-Range Electron Transfer Route in Ligninolytic Peroxidases
Acebes S, Ruiz-Dueñas FJ, Toubes M, Saez-Jimenez V, Pérez-Boada M, Lucas F, Martínez AT, Guallar V
J. Phys. Chem. B, 121: 3946-3954
Combining a computational analysis with site-directed mutagenesis, we have studied the long-range electron transfer pathway in versatile and lignin peroxidases, two enzymes [...]
[2017] Protein dynamics promote hydride tunnelling in substrate oxidation by aryl-alcohol oxidase
Carro J, Martínez A, Medina M, Martínez AT, Ferreira P
Phys. Chem. Chem. Phys., 18: 28666-28675
The temperature dependence of hydride transfer from the substrate to the N5 of the FAD cofactor during the reductive half-reaction of Pleurotus eryngii aryl-alcohol oxidase [...]
[2017] Selective activation of C-H bonds by cascading photochemistry with biocatalysis
Zhang W, Burek BO, Fernandez-Fueyo E, Alcalde M, Bloh JZ, Hollmann F
Angew. Chem. Int. Ed., 56: 15451-15455
Selective oxyfunctionalisation of inert C-H bonds under mild conditions can be achieved using peroxygenases. This approach, however, is impaired by the [...]
[2017] High-Throughput Screening Assay for Laccase Engineering toward Lignosulfonate Valorization
Rodríguez-Escribano D, de Salas F, Pardo I, Camarero S
Int. J. Mol. Sci., 18: 1793-1803
Lignin valorization is a pending issue for the integrated conversion of lignocellulose in consumer goods. Lignosulfonates (LS) are the main technical lignins commercialized [...]
[2017] Fungal Unspecific Peroxygenases Oxidize the Majority of Organic EPA Priority Pollutants
Karich A, Ullrich R, Scheibner K, Hofrichter M
Front. Microbiol., 8: 1463
Unspecific peroxygenases (UPOs) are secreted fungal enzymes with promiscuity for oxygen transfer and oxidation reactions. Functionally, they represent hybrids of P450 monooxygenases [...]
[2017] Oxidoreductases on their way to industrial biotransformations
Martínez AT, Ruiz-Dueñas FJ, Camarero S, Serrano A, Linde D, Lund H, Vind J, Tovborg M, Herold-Majumdar OM, Hofrichter M, Liers C, Ullrich R, Scheibner K, Sannia G, Piscitelli A, Pezzella C, Sener ME, Kılıç S, van Berkel WJ, Guallar V, Lucas F, Zuhse R, Ludwig R, Hollmann F, Fernandez-Fueyo E, Record E, Faulds CB, Tortajada M, Winckelmann I, Rasmussen J, Gelo-Pujic M, Gutiérrez A, del Río JC, Rencoret J, Alcalde M
Biotechnol. Adv., 35: 815-831
Fungi produce heme-containing peroxidases and peroxygenases, flavin-containing oxidases and dehydrogenases, and different copper-containing oxidoreductases involved in the [...]
[2017] Experimental recreation of the evolution of lignin-degrading enzymes from the Jurassic to date
Ayuso-Fernández I, Martínez AT, Ruiz-Dueñas FJ
Biotechnol. Biofuels, 10: 67
Background Floudas et al. (Science 336: 1715) established that lignin-degrading fungi appeared at the end of Carboniferous period associated with the production of the first [...]
[2017] A Peroxygenase from Chaetomium globosum Catalyzes the Selective Oxygenation of Testosterone
Kiebist J, Schmidtke KU, Zimmermann J, Kellner H, Jehmlich N, Ullrich R, Zänder D, Hofrichter M, Scheibner K
ChemBioChem, 18: 563-569
Unspecific peroxygenases (UPO, EC 1.11.2.1) secreted by fungi open an efficient way to selectively oxyfunctionalize diverse organic substrates, including less-activated hydrocarbons, [...]
[2017] Modification of the peroxygenative:peroxidative activity ratio in the unspecific peroxygenase from Agrocybe aegerita by structure-guided evolution
Maté D, Palomino MA, Molina-Espeja P, Martín-Díaz J, Alcalde M
Protein Eng. Des. Sel., 1: 189-196
Unspecific peroxygenase (UPO) is a heme-thiolate peroxidase capable of performing with high-selectivity C-H oxyfunctionalizations of great interest in organic synthesis through [...]
[2016] Role of surface tryptophan for peroxidase oxidation of nonphenolic lignin
Saez-Jimenez V, Rencoret J, Rodríguez-Carvajal MA, Gutiérrez A, Ruiz-Dueñas FJ, Martínez AT
Biotechnol. Biofuels, 9: 198
Background Despite claims as key enzymes in enzymatic delignification, very scarce information on the reaction rates between the ligninolytic versatile peroxidase (VP) and [...]
[2016] From Alkanes to Carboxylic Acids: Terminal Oxygenation by a Fungal Peroxygenase
Olmedo A, Aranda C, del Río JC, Kiebist J, Scheibner K, Martínez AT, Gutiérrez A
Angew. Chem. Int. Ed., 55: 12248-12251
A new heme–thiolate peroxidase catalyzes the hydroxylation of n-alkanes at the terminal position—a challenging reaction in organic chemistry—with H2O2 as the only cosubstrate. Besid [...]