caa a22 4500 606212361 CHVBK 20210128101042.0 cr unu---uuuuu 210128e20151201xx s 000 0 eng 10.1007/s10295-015-1696-4 doi (NATIONALLICENCE)springer-10.1007/s10295-015-1696-4 Self-sufficient redox biotransformation of lignin-related benzoic acids with Aspergillus flavus [Elektronische Daten] [Martín Palazzolo, María Mascotti, Elizabeth Lewkowicz, Marcela Kurina-Sanz] Aromatic carboxylic acids are readily obtained from lignin in biomass processing facilities. However, efficient technologies for lignin valorization are missing. In this work, a microbial screening was conducted to find versatile biocatalysts capable of transforming several benzoic acids structurally related to lignin, employing vanillic acid as model substrate. The wild-type Aspergillus flavus growing cells exhibited exquisite selectivity towards the oxidative decarboxylation product, 2-methoxybenzene-1,4-diol. Interestingly, when assaying a set of structurally related substrates, the biocatalyst displayed the oxidative removal of the carboxyl moiety or its reduction to the primary alcohol whether electron withdrawing or donating groups were present in the aromatic ring, respectively. Additionally, A. flavus proved to be highly tolerant to vanillic acid increasing concentrations (up to 8g/L), demonstrating its potential application in chemical synthesis. A. flavus growing cells were found to be efficient biotechnological tools to perform self-sufficient, structure-dependent redox reactions. To the best of our knowledge, this is the first report of a biocatalyst exhibiting opposite redox transformations of the carboxylic acid moiety in benzoic acid derivatives, namely oxidative decarboxylation and carboxyl reduction, in a structure-dependent fashion. Society for Industrial Microbiology and Biotechnology, 2015 Benzoic acids nationallicence Redox biotransformation nationallicence Aspergillus flavus nationallicence Carboxyl reduction nationallicence Oxidative decarboxylation nationallicence CDCl3 : Deuterated chloroform nationallicence DMSO : Dimethyl sulfoxide nationallicence d 6 -DMSO : Deuterated dimethyl sulfoxide nationallicence GC-FID : Gas chromatography-flame ionization detector nationallicence NMR : Nuclear magnetic resonance nationallicence TLC : Thin-layer chromatography nationallicence UV : Ultra-violet nationallicence Palazzolo Martín Area de Química Orgánica, Facultad de Química, Bioquímica y Farmacia, Universidad Nacional de San Luis, INTEQUI-CONICET, 5700, San Luis, Argentina aut Mascotti María Area de Química Orgánica, Facultad de Química, Bioquímica y Farmacia, Universidad Nacional de San Luis, INTEQUI-CONICET, 5700, San Luis, Argentina aut Lewkowicz Elizabeth Laboratorio de Biotransformaciones, Departamento de Ciencia y Tecnología, Universidad Nacional de Quilmes, 1876, Bernal, Argentina aut Kurina-Sanz Marcela Area de Química Orgánica, Facultad de Química, Bioquímica y Farmacia, Universidad Nacional de San Luis, INTEQUI-CONICET, 5700, San Luis, Argentina aut Journal of Industrial Microbiology & Biotechnology Springer Berlin Heidelberg 42/12(2015-12-01), 1581-1589 1367-5435 42:12<1581 2015 42 10295 https://doi.org/10.1007/s10295-015-1696-4 text/html Onlinezugriff via DOI BK010053 XK010053 XK010000 Metadata rights reserved Springer special CC-BY-NC licence nationallicence 1 research-article jats NATIONALLICENCE NATIONALLICENCE NL-springer NATIONALLICENCE 856 40 https://doi.org/10.1007/s10295-015-1696-4 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Palazzolo Martín Area de Química Orgánica, Facultad de Química, Bioquímica y Farmacia, Universidad Nacional de San Luis, INTEQUI-CONICET, 5700, San Luis, Argentina aut NATIONALLICENCE 700 1- Mascotti María Area de Química Orgánica, Facultad de Química, Bioquímica y Farmacia, Universidad Nacional de San Luis, INTEQUI-CONICET, 5700, San Luis, Argentina aut NATIONALLICENCE 700 1- Lewkowicz Elizabeth Laboratorio de Biotransformaciones, Departamento de Ciencia y Tecnología, Universidad Nacional de Quilmes, 1876, Bernal, Argentina aut NATIONALLICENCE 700 1- Kurina-Sanz Marcela Area de Química Orgánica, Facultad de Química, Bioquímica y Farmacia, Universidad Nacional de San Luis, INTEQUI-CONICET, 5700, San Luis, Argentina aut NATIONALLICENCE 773 0- Journal of Industrial Microbiology & Biotechnology Springer Berlin Heidelberg 42/12(2015-12-01), 1581-1589 1367-5435 42:12<1581 2015 42 10295