New enzymatic oxidation/oxyfunctionalization technologies for added value bio-based products

Rezultaty

Dissemination and use of main project results, including publications and patent licensing

The main project results will be first protected by patents, for subsequent exploitation by partners and/or third parties (Task 7.3), and then published in scientific and technical journals, and/or presented to scientific congresses and other meetings (Task 7.4)

Brochure describing the main aspects of the project, including objectives and consortium

Related to Task 74 The first one DL702 will provide a general introduction to the EnzOx2 project including the objectives consortium composition and main aspects of the work plan

Set-up of the project web-site including public and private parts

Development of a project website including a public part about the EnzOx2 project objectives consortium members and main nonconfidential results and some general aspects of the biobased industry and the use of enzymes as industrial biocatalysts and a private part only for partners for exchanging confidential information

Brochure describing the main results and their potential impact on different industrial sectors

Related to Task 7.4. The second brochure (DL7.04) will be produced just after the end of the project and will incorporate to the general information provided in the first brochure, the main results obtained in the course of the project, and their potential impact in different European industrial sectors.

Publikacje

Mapping the Long-Range Electron Transfer Route in Ligninolytic Peroxidases

Autorzy: Sandra Acebes, Francisco J. Ruiz-Dueñas, Mario Toubes, Veronica Sáez-Jiménez, Marta Pérez-Boada, M. Fátima Lucas, Angel T. Martínez, Victor Guallar
Opublikowane w: The Journal of Physical Chemistry B, Numer 121/16, 2017, Strona(/y) 3946-3954, ISSN 1520-6106
Wydawca: American Chemical Society
DOI: 10.1021/acs.jpcb.7b00835

High-Throughput Screening Assay for Laccase Engineering toward Lignosulfonate Valorization

Autorzy: David Rodríguez-Escribano, Felipe de Salas, Isabel Pardo, Susana Camarero
Opublikowane w: International Journal of Molecular Sciences, Numer 18/8, 2017, Strona(/y) 1793, ISSN 1422-0067
Wydawca: Multidisciplinary Digital Publishing Institute (MDPI)
DOI: 10.3390/ijms18081793

Oxidoreductases on their way to industrial biotransformations

Autorzy: Angel T. Martínez, Francisco J. Ruiz-Dueñas, Susana Camarero, Ana Serrano, Dolores Linde, Henrik Lund, Jesper Vind, Morten Tovborg, Owik M. Herold-Majumdar, Martin Hofrichter, Christiane Liers, René Ullrich, Katrin Scheibner, Giovanni Sannia, Alessandra Piscitelli, Cinzia Pezzella, Mehmet E. Sener, Sibel Kılıç, Willem J.H. van Berkel, Victor Guallar, Maria Fátima Lucas, Ralf Zuhse, Roland L
Opublikowane w: Biotechnology Advances, Numer 35/6, 2017, Strona(/y) 815-831, ISSN 0734-9750
Wydawca: Elsevier BV
DOI: 10.1016/j.biotechadv.2017.06.003

Fungal Unspecific Peroxygenases Oxidize the Majority of Organic EPA Priority Pollutants

Autorzy: Alexander Karich, René Ullrich, Katrin Scheibner, Martin Hofrichter
Opublikowane w: Frontiers in Microbiology, Numer 8, 2017, ISSN 1664-302X
Wydawca: Frontiers Media
DOI: 10.3389/fmicb.2017.01463

Fatty Acid Chain Shortening by a Fungal Peroxygenase

Autorzy: Andrés Olmedo, José C. del Río, Jan Kiebist, René Ullrich, Martin Hofrichter, Katrin Scheibner, Angel T. Martínez, Ana Gutiérrez
Opublikowane w: Chemistry - A European Journal, Numer 23/67, 2017, Strona(/y) 16985-16989, ISSN 0947-6539
Wydawca: John Wiley & Sons Ltd.
DOI: 10.1002/chem.201704773

Draft Genome Sequence of the Wood-Degrading Ascomycete Kretzschmaria deusta DSM 104547

Autorzy: Enrico Büttner, Anna Maria Gebauer, Martin Hofrichter, Christiane Liers, Harald Kellner
Opublikowane w: Genome Announcements, Numer 5/43, 2017, Strona(/y) e01076-17, ISSN 2169-8287
Wydawca: American Society for Microbiology
DOI: 10.1128/genomeA.01076-17

Protein dynamics promote hydride tunnelling in substrate oxidation by aryl-alcohol oxidase

Autorzy: Juan Carro, Marta Martínez-Júlvez, Milagros Medina, Angel T. Martínez, Patricia Ferreira
Opublikowane w: Physical Chemistry Chemical Physics, Numer 19/42, 2017, Strona(/y) 28666-28675, ISSN 1463-9076
Wydawca: Royal Society of Chemistry
DOI: 10.1039/C7CP05904C

Evolved α-factor prepro-leaders for directed laccase evolution in Saccharomyces cerevisiae

Autorzy: Ivan Mateljak, Thierry Tron, Miguel Alcalde
Opublikowane w: Microbial Biotechnology, Numer 10/6, 2017, Strona(/y) 1830-1836, ISSN 1751-7915
Wydawca: John Wiley & Sons Ltd
DOI: 10.1111/1751-7915.12838

Stepwise Hydrogen Atom and Proton Transfers in Dioxygen Reduction by Aryl-Alcohol Oxidase

Autorzy: Juan Carro, Patricia Ferreira, Angel T. Martínez, Giovanni Gadda
Opublikowane w: Biochemistry, Numer 57/11, 2018, Strona(/y) 1790-1797, ISSN 0006-2960
Wydawca: American Chemical Society
DOI: 10.1021/acs.biochem.8b00106

Self-sustained enzymatic cascade for the production of 2,5-furandicarboxylic acid from 5-methoxymethylfurfural

Autorzy: Juan Carro, Elena Fernández-Fueyo, Carmen Fernández-Alonso, Javier Cañada, René Ullrich, Martin Hofrichter, Miguel Alcalde, Patricia Ferreira, Angel T. Martínez
Opublikowane w: Biotechnology for Biofuels, Numer 11/1, 2018, ISSN 1754-6834
Wydawca: BioMed Central
DOI: 10.1186/s13068-018-1091-2

Side chain removal from corticosteroids by unspecific peroxygenase

Autorzy: René Ullrich, Marzena Poraj-Kobielska, Steffi Scholze, Claire Halbout, Martin Sandvoss, Marek J. Pecyna, Katrin Scheibner, Martin Hofrichter
Opublikowane w: Journal of Inorganic Biochemistry, Numer 183, 2018, Strona(/y) 84-93, ISSN 0162-0134
Wydawca: Elsevier BV
DOI: 10.1016/j.jinorgbio.2018.03.011

Selective synthesis of the resveratrol analogue 4,4′-dihydroxy- trans -stilbene and stilbenoids modification by fungal peroxygenases

Autorzy: Carmen Aranda, René Ullrich, Jan Kiebist, Katrin Scheibner, José C. del Río, Martin Hofrichter, Angel T. Martínez, Ana Gutiérrez
Opublikowane w: Catalysis Science & Technology, Numer 8/9, 2018, Strona(/y) 2394-2401, ISSN 2044-4753
Wydawca: Royal Society of Chemistry
DOI: 10.1039/c8cy00272j

Enzymatic Preparation of 2,5-Furandicarboxylic Acid (FDCA)—A Substitute of Terephthalic Acid—By the Joined Action of Three Fungal Enzymes

Autorzy: Alexander Karich, Sebastian Kleeberg, René Ullrich, Martin Hofrichter
Opublikowane w: Microorganisms, Numer 6/1, 2018, Strona(/y) 5, ISSN 2076-2607
Wydawca: MDPI
DOI: 10.3390/microorganisms6010005

Selective Synthesis of the Human Drug Metabolite 5′-Hydroxypropranolol by an Evolved Self-Sufficient Peroxygenase

Autorzy: Patricia Gomez de Santos, Marina Cañellas, Florian Tieves, Sabry H. H. Younes, Patricia Molina-Espeja, Martin Hofrichter, Frank Hollmann, Victor Guallar, Miguel Alcalde
Opublikowane w: ACS Catalysis, 2018, Strona(/y) 4789-4799, ISSN 2155-5435
Wydawca: American Chemical Society
DOI: 10.1021/acscatal.8b01004

Draft Genome Sequence of the Sordariomycete Lecythophora ( Coniochaeta ) hoffmannii CBS 245.38

Autorzy: Sabrina Leonhardt, Enrico Büttner, Anna Maria Gebauer, Martin Hofrichter, Harald Kellner
Opublikowane w: Genome Announcements, Numer 6/7, 2018, Strona(/y) e01510-17, ISSN 2169-8287
Wydawca: American Society for Microbiology
DOI: 10.1128/genomeA.01510-17

Shuffling the neutral drift of unspecific peroxygenase in Saccharomyces cerevisiae

Autorzy: Javier Martin-Diaz, Carmen Paret, Eva García-Ruiz, Patricia Molina-Espeja, Miguel Alcalde
Opublikowane w: Applied and Environmental Microbiology, 2018, Strona(/y) AEM.00808-18, ISSN 0099-2240
Wydawca: American Society for Microbiology
DOI: 10.1128/AEM.00808-18

Multiple implications of an active site phenylalanine in the catalysis of aryl-alcohol oxidase

Autorzy: Juan Carro, Pep Amengual-Rigo, Ferran Sancho, Milagros Medina, Victor Guallar, Patricia Ferreira, Angel T. Martínez
Opublikowane w: Scientific Reports, Numer 8/1, 2018, ISSN 2045-2322
Wydawca: Nature Publishing Group
DOI: 10.1038/s41598-018-26445-x

Evolutionary convergence in lignin-degrading enzymes

Autorzy: Iván Ayuso-Fernández, Francisco J. Ruiz-Dueñas, Angel T. Martínez
Opublikowane w: Proceedings of the National Academy of Sciences, 2018, Strona(/y) 201802555, ISSN 0027-8424
Wydawca: National Academy of Sciences
DOI: 10.1073/pnas.1802555115

Role of surface tryptophan for peroxidase oxidation of nonphenolic lignin

Autorzy: Verónica Sáez-Jiménez, Jorge Rencoret, Miguel Angel Rodríguez-Carvajal, Ana Gutiérrez, Francisco Javier Ruiz-Dueñas, Angel T. Martínez
Opublikowane w: Biotechnology for Biofuels, Numer 9/1, 2016, Strona(/y) nn, ISSN 1754-6834
Wydawca: BioMed Central
DOI: 10.1186/s13068-016-0615-x

Biocatalytic Oxidation Reactions: A Chemist's Perspective

Autorzy: JiaJia Dong, Elena Fernández-Fueyo, Frank Hollmann, Caroline E. Paul, Milja Pesic, Sandy Schmidt, Yonghua Wang, Sabry Younes, Wuyuan Zhang
Opublikowane w: Angewandte Chemie International Edition, Numer 57/30, 2018, Strona(/y) 9238-9261, ISSN 1433-7851
Wydawca: John Wiley & Sons Ltd.
DOI: 10.1002/anie.201800343

Description of a Non-Canonical Mn(II)-Oxidation Site in Peroxidases

Autorzy: Elena Fernández-Fueyo, Irene Davó-Siguero, David Almendral, Dolores Linde, Maria Camilla Baratto, Rebecca Pogni, Antonio Romero, Victor Guallar, Angel T. Martínez
Opublikowane w: ACS Catalysis, Numer 8/9, 2018, Strona(/y) 8386-8395, ISSN 2155-5435
Wydawca: American Chemical Society
DOI: 10.1021/acscatal.8b02306

Modification of the peroxygenative:peroxidative activity ratio in the unspecific peroxygenase from Agrocybe aegerita by structure-guided evolution

Autorzy: Diana M. Mate, Miguel A. Palomino, Patricia Molina-Espeja, Javier Martin-Diaz, Miguel Alcalde
Opublikowane w: Protein Engineering Design and Selection, 2017, ISSN 1741-0126
Wydawca: Oxford University Press
DOI: 10.1093/protein/gzw073

A peroxygenase from Chaetomium globosum catalyzes the selective oxygenation of testosterone

Autorzy: Jan Kiebist, Kai-Uwe Schmidtke, Jörg Zimmermann, Harald Kellner, Nico Jehmlich, René Ullrich, Daniel Zänder, Martin Hofrichter, Katrin Scheibner
Opublikowane w: ChemBioChem, 2017, ISSN 1439-4227
Wydawca: John Wiley & Sons Ltd.
DOI: 10.1002/cbic.201600677

Increase of Redox Potential during the Evolution of Enzymes Degrading Recalcitrant Lignin

Autorzy: Iván Ayuso-Fernández, Antonio L. De Lacey, Francisco J. Cañada, Francisco J. Ruiz-Dueñas, Angel T. Martínez
Opublikowane w: Chemistry - A European Journal, Numer 25/11, 2019, Strona(/y) 2708-2712, ISSN 0947-6539
Wydawca: John Wiley & Sons Ltd.
DOI: 10.1002/chem.201805679

Selective synthesis of 4-hydroxyisophorone and 4-ketoisophorone by fungal peroxygenases

Autorzy: Carmen Aranda, Martí Municoy, Víctor Guallar, Jan Kiebist, Katrin Scheibner, René Ullrich, José C. del Río, Martin Hofrichter, Angel T. Martínez, Ana Gutiérrez
Opublikowane w: Catalysis Science & Technology, 2019, ISSN 2044-4753
Wydawca: Royal Society of Chemistry
DOI: 10.1039/c8cy02114g

Energising the E-factor: The E+-factor

Autorzy: Florian Tieves, Fabio Tonin, Elena Fernández-Fueyo, John M. Robbins, Bettina Bommarius, Andreas S. Bommarius, Miguel Alcalde, Frank Hollmann
Opublikowane w: Tetrahedron, Numer 75/10, 2019, Strona(/y) 1311-1314, ISSN 0040-4020
Wydawca: Pergamon Press Ltd.
DOI: 10.1016/j.tet.2019.01.065

Structure-Guided Immobilization of an Evolved Unspecific Peroxygenase

Autorzy: Patricia Molina-Espeja, Paloma Santos-Moriano, Eva García-Ruiz, Antonio Ballesteros, Francisco Plou, Miguel Alcalde
Opublikowane w: International Journal of Molecular Sciences, Numer 20/7, 2019, Strona(/y) 1627, ISSN 1422-0067
Wydawca: Multidisciplinary Digital Publishing Institute (MDPI)
DOI: 10.3390/ijms20071627

Structural Insights into the Substrate Promiscuity of a Laboratory-Evolved Peroxygenase

Autorzy: Mercedes Ramirez-Escudero, Patricia Molina-Espeja, Patricia Gomez de Santos, Martin Hofrichter, Julia Sanz-Aparicio, Miguel Alcalde
Opublikowane w: ACS Chemical Biology, Numer 13/12, 2018, Strona(/y) 3259-3268, ISSN 1554-8929
Wydawca: American Chemical Society
DOI: 10.1021/acschembio.8b00500

Formate Oxidase (FOx) from Aspergillus oryzae : One Catalyst Enables Diverse H 2 O 2 -Dependent Biocatalytic Oxidation Reactions

Autorzy: Florian Tieves, Sébastien Jean-Paul Willot, Morten Martinus Cornelis Harald van Schie, Marine Charlène Renée Rauch, Sabry Hamdy Hamed Younes, Wuyuan Zhang, JiaJia Dong, Patricia Gomez de Santos, John Mick Robbins, Bettina Bommarius, Miguel Alcalde, Andreas Sebastian Bommarius, Frank Hollmann
Opublikowane w: Angewandte Chemie International Edition, Numer 58/23, 2019, Strona(/y) 7873-7877, ISSN 1433-7851
Wydawca: John Wiley & Sons Ltd.
DOI: 10.1002/anie.201902380

Experimental recreation of the evolution of lignin-degrading enzymes from the Jurassic to date

Autorzy: Iván Ayuso-Fernández, Angel T. Martínez, Francisco J. Ruiz-Dueñas
Opublikowane w: Biotechnology for Biofuels, Numer 10/1, 2017, ISSN 1754-6834
Wydawca: BioMed Central
DOI: 10.1186/s13068-017-0744-x

Binding and Catalytic Mechanisms of Veratryl Alcohol Oxidation by Lignin Peroxidase: A Theoretical and Experimental Study

Autorzy: Jefferson O. Romero, Elena Fernández-Fueyo, Fabián Avila-Salas, Rodrigo Recabarren, Jans Alzate-Morales, Angel T. Martínez
Opublikowane w: Computational and Structural Biotechnology Journal, Numer 17, 2019, Strona(/y) 1066-1074, ISSN 2001-0370
Wydawca: Elsevier
DOI: 10.1016/j.csbj.2019.07.002

Peroxidase evolution in white-rot fungi follows wood lignin evolution in plants

Autorzy: Iván Ayuso-Fernández, Jorge Rencoret, Ana Gutiérrez, Francisco Javier Ruiz-Dueñas, Angel T. Martínez
Opublikowane w: Proceedings of the National Academy of Sciences, Numer 116/36, 2019, Strona(/y) 17900-17905, ISSN 0027-8424
Wydawca: National Academy of Sciences
DOI: 10.1073/pnas.1905040116

Environmental sustainability assessment of HMF and FDCA production from lignocellulosic biomass through life cycle assessment (LCA)

Autorzy: Sara Bello, Iana Salim, Pedro Méndez-Trelles, Eva Rodil, Gumersindo Feijoo, Maria Teresa Moreira
Opublikowane w: Holzforschung, Numer 73/1, 2018, Strona(/y) 105-115, ISSN 0018-3830
Wydawca: Walter de Gruyter GmbH & Co. KG
DOI: 10.1515/hf-2018-0100

Towards improving the sustainability of bioplastics: Process modelling and life cycle assessment of two separation routes for 2,5-furandicarboxylic acid

Autorzy: Sara Bello, Pedro Méndez-Trelles, Eva Rodil, Gumersindo Feijoo, Maria Teresa Moreira
Opublikowane w: Separation and Purification Technology, Numer 233, 2020, Strona(/y) 116056, ISSN 1383-5866
Wydawca: Pergamon Press Ltd.
DOI: 10.1016/j.seppur.2019.116056

Complete oxidation of hydroxymethylfurfural to furandicarboxylic acid by aryl-alcohol oxidase

Autorzy: Ana Serrano, Eva Calviño, Juan Carro, María I. Sánchez-Ruiz, F. Javier Cañada, Angel T. Martínez
Opublikowane w: Biotechnology for Biofuels, Numer 12/1, 2019, ISSN 1754-6834
Wydawca: BioMed Central
DOI: 10.1186/s13068-019-1555-z

Sequential oxidation of 5-hydroxymethylfurfural to furan-2,5-dicarboxylic acid by an evolved aryl-alcohol oxidase

Autorzy: Javier Viña-Gonzalez, Angel T. Martinez, Victor Guallar, Miguel Alcalde
Opublikowane w: Biochimica et Biophysica Acta (BBA) - Proteins and Proteomics, Numer 1868/1, 2020, Strona(/y) 140293, ISSN 1570-9639
Wydawca: Elsevier BV
DOI: 10.1016/j.bbapap.2019.140293

Selective Oxygenation of Ionones and Damascones by Fungal Peroxygenases

Autorzy: Esteban D. Babot, Carmen Aranda, José C. del Rı́o, René Ullrich, Jan Kiebist, Katrin Scheibner, Martin Hofrichter, Angel T. Martı́nez, Ana Gutiérrez
Opublikowane w: Journal of Agricultural and Food Chemistry, Numer 68/19, 2020, Strona(/y) 5375-5383, ISSN 0021-8561
Wydawca: American Chemical Society
DOI: 10.1021/acs.jafc.0c01019

Biological Lignin Degradation

Autorzy: A. T. Martínez, S. Camarero, F. J. Ruiz-Dueñas, M. J. Martínez
Opublikowane w: Lignin Valorization: Emerging Approaches, 2018, Strona(/y) 199-225, ISBN 978-1-78262-554-4
Wydawca: Royal Society of Chemistry
DOI: 10.1039/9781788010351-00199

Directed Evolution of Unspecific 5 Peroxygenase

Autorzy: Patricia Molina-Espeja, Patricia Gómez de Santos, Miguel Alcalde
Opublikowane w: Directed Enzyme Evolution: Advances and Applications, 2017, Strona(/y) 127-143, ISBN 978-3-319-50411-7
Wydawca: Springer International Publishing
DOI: 10.1007/978-3-319-50413-1_5

Nuevas reacciones de interés industrial con peroxigenasas fúngicas

Autorzy: Olmedo, Andrés
Opublikowane w: 2018
Wydawca: CSIC - Instituto de Recursos Naturales y Agrobiología de Sevilla (IRNAS) / Universidad de Sevilla

Nuevas oxidorreductasas GMC de basidiomicetos ligninolíticos: Screening genómico, mecanismo catalítico y potencial biotecnológico

Autorzy: Juan R. Carro Aramburu
Opublikowane w: 2017
Wydawca: CSIC - Centro de Investigaciones Biológicas (CIB) / Universidad Complutense de Madrid

Biotransformations of industrial interest catalyzed by fungal peroxygenases

Autorzy: Carmen Aranda
Opublikowane w: 2019
Wydawca: IRNAS-CSIC/Universidad de Sevilla

Resurrection of ancestral ligninolytic peroxidases Resurrección de peroxidasas ligninolíticas ancestrales

Autorzy: Ivan Ayuso
Opublikowane w: 2019
Wydawca: CIB-CSIC/Universidad Complutense de Madrid

Biotechnology platforms for aryl-alcohol oxidases by directed evolution

Autorzy: Javier Viña
Opublikowane w: 2019
Wydawca: ICP-CSIC/Universidad Autónoma de Madrid

Evolución dirigida de la peroxigenasa inespecífica de agrocybe aegerita: tolerancia a disolventes orgánicos mediante deriva genética neutral y evolución adaptativa

Autorzy: Javier Martin
Opublikowane w: 2019
Wydawca: ICP-CSIC/Universidad Autónoma de Madrid

Oxyfunktionalisierung pharmazeutisch relevanter Strukturen durch unspezifische Peroxygenasen der Familie I aus Dikarya-Pilzen

Autorzy: Jan Kiebist
Opublikowane w: 2018
Wydawca: Technical University of Dresden

Prawa własności intelektualnej

PROCESS FOR SHORTENING THE HYDROCARBON CHAIN OF A CARBOXYLIC ACID BY A PEROXYGENASE

Numer wniosku/publikacji: 17 382211
Data: 2017-04-20
Wnioskodawca/wnioskodawcy: AGENCIA ESTATAL CONSEJO SUPERIOR DE INVESTIGACIONES CIENTIFICAS

Epoxidation using peroxygenase

Numer wniosku/publikacji: US 9908860
Data: 2017-04-26

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