Authors: Cuetos, Aníbal; Rioz Martínez, Ana; Bisogno, Fabricio Román; Grischek, Barbara; Lavandera, Iván; De Gonzalo, Gonzalo; Kroutil, Wolfgang; Gotor, Vicente
Publication Date: 2012.
Language: English.
Abstract:
α-Alkyl-β-hydroxy esters were obtained via dynamic kinetic resolution (DKR) employing purified or crude E. coli overexpressed alcohol dehydrogenases (ADHs). ADH-A from R. ruber, CPADH from C. parapsilosis and TesADH from T. ethanolicus afforded syn-(2R,3S) derivatives with very high selectivities for sterically not impeded ketones ('small-bulky' substrates), while ADHs from S. yanoikuyae (SyADH) and Ralstonia sp. (RasADH) could also accept bulkier keto esters ('bulky-bulky' substrates). SyADH also provided preferentially syn-(2R,3S) isomers and RasADH showed in some cases good selectivity towards the formation of anti-(2S,3S) derivatives. With anti-Prelog ADHs such as LBADH from L. brevis or LKADH from L. kefir, syn-(2S,3R) alcohols were obtained with high conversions and diastereomeric excess in some cases, especially with LBADH. Furthermore, due to the thermodynamically favoured reduction of these substrates, it was possible to employ just a minimal excess of 2-propanol to obtain the final products with quantitative conversions. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
Author affiliation: Cuetos, Aníbal. Universidad de Oviedo; España
Author affiliation: Rioz Martínez, Ana. Universidad de Oviedo; España
Author affiliation: Bisogno, Fabricio Román. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina. Universidad de Oviedo; España
Author affiliation: Grischek, Barbara. University of Graz; Austria
Author affiliation: Lavandera, Iván. Universidad de Oviedo; España
Author affiliation: De Gonzalo, Gonzalo. Universidad de Oviedo; España
Author affiliation: Kroutil, Wolfgang. University of Graz; Austria
Author affiliation: Gotor, Vicente. Universidad de Oviedo; España
Repository: CONICET Digital (CONICET). Consejo Nacional de Investigaciones Científicas y Técnicas
Publication Date: 2010.
Language: English.
Abstract:
DNA size polymorphisms were utilized in a study of 24 natural populations of Ceratitis capitata Wiedemann (Diptera: Tephritidae) from Argentina. The first intron of alcohol dehydrogenase 1 gene (Adh1) was amplified using exon priming intron crossing-polymerase chain reaction. Three size variants were detected among the 307 samples analyzed. To better differentiate the size variants, further digestion of PCR products with the EcoRI restriction enzyme was carried out. Complete nucleotide sequences of the three-allele variants were obtained and single changes, insertions, deletions, and EcoRI recognition sites were located. Population allele frequencies were analyzed and a global mean heterozygosity (He) of 0.33 was obtained. In most populations, observed allelic frequencies conformed to Hardy–Weinberg expectations. Significant differences between provinces and sampling sites within these provinces, and among some populations were found. The average number of insects exchanged among populations (Nm) was estimated and high values were observed between Argentina and populations fromtwo African countries (Morocco and Kenya), Australia, and Hawaii (Kauai). Pest introduction sources and dispersion patterns in Argentina are discussed based on these results as well as on available bibliographical data.
Author affiliation: Lanzavecchia, Silvia Beatriz. INTA. Instituto de Genética. Laboratorio de Genética de Insectos de Importancia Económica; Argentina
Author affiliation: Remis, Maria Isabel. Universidad de Buenos Aires. Facultad de Cs.exactas y Naturales. Departamento de Ecología, Genética y Evolución. Laboratorio de Genética de la Estructura Poblacional; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Author affiliation: Cladera, Jorge Luis. INTA. Instituto de Genética. Laboratorio de Genética de Insectos de Importancia Económica; Argentina
Author affiliation: Zandomeni, Ruben. INTA. Instituto de Microbiología y Zoología Agrícola. Laboratorio de Alta Complejidad; Argentina
Repository: INTA Digital (INTA). Instituto Nacional de Tecnología Agropecuaria
Publication Date: 2013.
Language: English.
Abstract:
A fully convergent one-pot two-step synthesis of different chiral 1,2,3-triazole-derived diols in high yields and excellent enantio- and diastereoselectivities has been achieved under very mild conditions in aqueous medium by combining a single alcohol dehydrogenase (ADH) with a Cu-catalysed ‘click’ reaction.
Author affiliation: Cuetos, Aníbal. Universidad de Oviedo; España
Author affiliation: Bisogno, Fabricio Román. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; Argentina. Universidad de Oviedo; España
Author affiliation: Lavandera, Iván. Universidad de Oviedo; España
Author affiliation: Gotor, Vicente. Universidad de Oviedo; España
Repository: CONICET Digital (CONICET). Consejo Nacional de Investigaciones Científicas y Técnicas
Authors: Fadda, Silvina G.; Lebert, André; Talon, Régine
Publication Date: 2002.
Language: English.
Abstract:
Methyl ketones are detected in dry fermented sausages in which they contribute to the cured aroma. They have been associated with the inoculation of Staphylococcus carnosus used as starter culture. To evaluate the ability of bacterial starters to produce methyl ketones it was necessary to develop a rapid method. The method consists of a reaction catalyzed by a commercial NADPH-dependent alcohol dehydrogenase that reduces the 2-pentanone to its secondary alcohol. The linearity, the specificity, and the robustness were studied. Its accuracy was confirmed by comparison with the gas chromatography technique. Finally, the method was validated on biological samples such as the 2-pentanone produced by Staphylococcus camosus. The enzymatic method offers some advantages over the gas chromatography, as it is faster, simpler, and inexpensive; guaranteeing an effective way to assess bacterial ketone production.
Author affiliation: Fadda, Silvina G.. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán. Centro de Referencia para Lactobacilos; Argentina. Institut National de la Recherche Agronomique; Francia
Author affiliation: Lebert, André. Institut National de la Recherche Agronomique; Francia
Author affiliation: Talon, Régine. Institut National de la Recherche Agronomique; Francia
Repository: CONICET Digital (CONICET). Consejo Nacional de Investigaciones Científicas y Técnicas
Authors: Gutierrez, Fabiana Andrea; Comba, Fausto Nahuel; Gasnier, Aurelien; Gutierrez, Fabiana Andrea; Galicia, Laura; Parrado, Concepción; Rubianes, María Dolores; Rivas, Gustavo Adolfo
Publication Date: 2014.
Language: English.
Abstract:
This work reports the analytical applications ofa graphene paste electrode (GrPE) for the quantificationof dopamine, ethanol and phenolic compounds. Dopa-mine was detected by differential pulse voltammetry-ad-sorptive stripping with medium exchange at submicromo-lar levels even in the presence of high excess of ascorbicacid and serotonin. The electrocatalytic activity of graphene towards the oxidation of NADH and the reductionof quinones allowed the sensitive amperometric determi-nation of ethanol and phenols using GrPE modified withalcohol dehydrogenase/NAD+or polyphenol oxidase, re-spectively, with successful applications in real sampleslike alcoholic beverages and tea.
Author affiliation: Gutierrez, Fabiana Andrea. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; Argentina
Author affiliation: Comba, Fausto Nahuel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; Argentina
Author affiliation: Gasnier, Aurelien. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; Argentina
Author affiliation: Gutierrez, Fabiana Andrea. Universidad Autónoma Metropolitana; México
Author affiliation: Galicia, Laura. Universidad Autónoma Metropolitana; México
Author affiliation: Parrado, Concepción. Universidad Complutense de Madrid; España
Author affiliation: Rubianes, María Dolores. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; Argentina
Author affiliation: Rivas, Gustavo Adolfo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; Argentina
Repository: CONICET Digital (CONICET). Consejo Nacional de Investigaciones Científicas y Técnicas
Authors: Bianchi, Paola; Fernández Varela, Romina Noelia; Bianchi, Dario Alejandro; Kemppainen, Minna Johanna; Iribarren, Adolfo Marcelo; Lewkowicz, Elizabeth Sandra
Publication Date: 2017.
Language: English.
Abstract:
The reduction of carbonyl compounds plays an important role in the synthesis of complex chiral molecules. In particular, enantiopure substituted cyclic and heterocyclic compounds are useful intermediates for the synthesis of several antiviral, antitumor, and antibiotic agents, and recently, they have also been used as organocatalysts for C-C addition. Alcohol dehydrogenases (ADH) are enzymes involved in the transformation of prochiral ketones to chiral hydroxyl compounds. While significant scientific effort has been paid to the use of aliphatic and exocyclic ketones as ADH substrates, reports on (hetero)cyclic carbonyl compounds as substrates of these enzymes are scarce. In the present study, 109 bacteria and 36 fungi were screened, resulting in 10 organisms belonging to both kingdoms capable of transforming cyclic and heterocyclic ketones into the corresponding alcohols. Among them, Erwinia chrysanthemi could quantitatively reduce cyclododecanone and Geotrichum candidum could stereoselectively reduce N-Boc-3-piperidone and N-Boc-3-pyrrolidinone to their corresponding (S)-alcohols; however, the anti-Prelog isomer was obtained when acetophenone was the substrate.
Author affiliation: Bianchi, Paola. Consejo Nacional de Investigaciones Científicas y Técnicas. Instituto de Investigación en Ingeniería Genética y Biología Molecular "Dr. Héctor N. Torres". Grupo Vinculado al INGEBI- Laboratorio de Biocatálisis y Biotransformaciones - LBB - UNQUI; Argentina
Author affiliation: Fernández Varela, Romina Noelia. Consejo Nacional de Investigaciones Científicas y Técnicas. Instituto de Investigación en Ingeniería Genética y Biología Molecular "Dr. Héctor N. Torres". Grupo Vinculado al INGEBI- Laboratorio de Biocatálisis y Biotransformaciones - LBB - UNQUI; Argentina
Author affiliation: Bianchi, Dario Alejandro. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario. Instituto de Química Rosario. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario; Argentina
Author affiliation: Kemppainen, Minna Johanna. Universidad Nacional de Quilmes. Departamento de Ciencia y Tecnología. Laboratorio de Micología Molecular; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Author affiliation: Iribarren, Adolfo Marcelo. Consejo Nacional de Investigaciones Científicas y Técnicas. Instituto de Investigación en Ingeniería Genética y Biología Molecular "Dr. Héctor N. Torres". Grupo Vinculado al INGEBI- Laboratorio de Biocatálisis y Biotransformaciones - LBB - UNQUI; Argentina
Author affiliation: Lewkowicz, Elizabeth Sandra. Consejo Nacional de Investigaciones Científicas y Técnicas. Instituto de Investigación en Ingeniería Genética y Biología Molecular "Dr. Héctor N. Torres". Grupo Vinculado al INGEBI- Laboratorio de Biocatálisis y Biotransformaciones - LBB - UNQUI; Argentina
Repository: CONICET Digital (CONICET). Consejo Nacional de Investigaciones Científicas y Técnicas