Biorredução de acetofenona por microrganismos do estado da Bahia

Detalhes bibliográficos
Autor(a) principal: Miranda, Joseneide Alves de
Data de Publicação: 2009
Tipo de documento: Dissertação
Idioma: por
Título da fonte: Biblioteca Digital de Teses e Dissertações da UEFS
Texto Completo: http://localhost:8080/tede/handle/tede/453
Resumo: The biorreduction has great importance in the production of optically pure substances and is widely used for asymmetric synthesis. Bioconversions occur with high specificity and efficiency because they are catalyzed by enzymes, forming one of the isomers from a pro-chiral substrate. This work had as main objective to evaluate the potential reduction of micro-organisms (yeasts, bacteria and fungi) isolated in the state of Bahia using as carbonyl substrate the acetophenone, analyzing its conversion into alcohol and identifying the enantiomeric excess produced. Strains of Saccharomyces cerevisiae isolated from sugar cane brandy distilleries of Bahia state, rhizobacteria isolated from Arachis pintoi (forage peanut) in southern Bahia and endophytic fungi isolated Hevea brasiliensis. The products were analyzed by gas chromatography coupled to mass spectrometry to verify the conversion of the substrate in alcohol and enantiomeric excess was determined by gas chromatography with chiral stationary phase. Of the 28 microorganisms evaluated 18 acted as biocatalysts. Products of reduction of acetophenone were obtained with yields between 6 and 79% and enantiomeric excess from 41 to 100%. Fungi CDC026, CDC086 and MDF077 converted acetophenone into (R)-alcohol, with ee of 54, 56, and 84%, while the other strains that showed positive results for acetophenone yielded the (S)-alcohol. Whereas 64% of test organisms were able to act as catalysts in the enantioseletive reduction of acetophenone, it was observed that the microbial diversity of the state of Bahia is a source of new catalysts for the production of enantiomeric pure compounds.
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spelling Lucchese, Angélica Mariahttp://lattes.cnpq.br/584045281802431380514707534http://lattes.cnpq.br/0262539103530308Miranda, Joseneide Alves de2017-02-17T23:59:53Z2009-08-31MIRANDA, Joseneide Alves de. Biorredução de acetofenona por microrganismos do estado da Bahia. 2009. 64 f. Dissertação (Mestrado Acadêmico em Biotecnologia) - Universidade Estadual de Feira de Santana, Feira de Santana, 2009.http://localhost:8080/tede/handle/tede/453The biorreduction has great importance in the production of optically pure substances and is widely used for asymmetric synthesis. Bioconversions occur with high specificity and efficiency because they are catalyzed by enzymes, forming one of the isomers from a pro-chiral substrate. This work had as main objective to evaluate the potential reduction of micro-organisms (yeasts, bacteria and fungi) isolated in the state of Bahia using as carbonyl substrate the acetophenone, analyzing its conversion into alcohol and identifying the enantiomeric excess produced. Strains of Saccharomyces cerevisiae isolated from sugar cane brandy distilleries of Bahia state, rhizobacteria isolated from Arachis pintoi (forage peanut) in southern Bahia and endophytic fungi isolated Hevea brasiliensis. The products were analyzed by gas chromatography coupled to mass spectrometry to verify the conversion of the substrate in alcohol and enantiomeric excess was determined by gas chromatography with chiral stationary phase. Of the 28 microorganisms evaluated 18 acted as biocatalysts. Products of reduction of acetophenone were obtained with yields between 6 and 79% and enantiomeric excess from 41 to 100%. Fungi CDC026, CDC086 and MDF077 converted acetophenone into (R)-alcohol, with ee of 54, 56, and 84%, while the other strains that showed positive results for acetophenone yielded the (S)-alcohol. Whereas 64% of test organisms were able to act as catalysts in the enantioseletive reduction of acetophenone, it was observed that the microbial diversity of the state of Bahia is a source of new catalysts for the production of enantiomeric pure compounds.A Biorredução tem grande importância na produção de substâncias opticamente puras, sendo amplamente utilizada para sínteses assimétricas. As bioconversões ocorrem com alta especificidade e eficiência por serem catalisadas por enzimas, formando um dos isômeros a partir de um substrato pró-quiral. O presente trabalho teve como objetivo principal avaliar o potencial redutor dos microrganismos (leveduras, bactérias e fungos) isolados no território baiano frente ao substrato carbonílico acetofenona; verificando a conversão do substrato (acetofenona) em álcool quiral e identificando o excesso enantiomérico com que as reações biocatalíticas ocorreram. Foram utilizadas culturas de Saccharomyces cerevisiae isoladas em cachaçarias do estado da Bahia, rizobactérias isoladas no sul da Bahia e fungos endofíticos. Foi testada a ação desses microrganismos sobre o substrato acetofenona. Os produtos foram analisados por Cromatografia gasosa acoplada a espetrometria de massa, para verificar a conversão do substrato em álcool; o excesso enantiomérico foi obtido em cromatógrafo gasoso equipado com coluna quiral obtendo-se separação para os isômeros da acetofenona com um excesso enantiomérico de até 100%, para a cepa bacteriana I68. Os fungos CDC026 e CDC086 converteram a acetofenona em (R)-álcool, as demais cepas que apresentaram resultados positivos para aceofenona produziram o (S)-álcool em excesso. Conclui-se que em geral os microrganismos testados apresentaram boa capacidade de redução da acetofenona em experimentos de biotransformação, constituindo-se fontes de compostos enantiomericamente puros.Submitted by Carolina Neves (carolinapon@uefs.br) on 2017-02-17T23:59:52Z No. of bitstreams: 1 DissertaçãoJoseneideAlves.pdf: 3612959 bytes, checksum: a4ba8033510286e66a0d4453ad52d71d (MD5)Made available in DSpace on 2017-02-17T23:59:53Z (GMT). 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dc.title.por.fl_str_mv Biorredução de acetofenona por microrganismos do estado da Bahia
title Biorredução de acetofenona por microrganismos do estado da Bahia
spellingShingle Biorredução de acetofenona por microrganismos do estado da Bahia
Miranda, Joseneide Alves de
Biorredução
Leveduras
Bactérias
Fungos endofíticos
Excesso enantiomérico
Bioreduction
Yeasts
Rhizobacterias
Endophytic fungi
Enantiomeric excess
QUIMICA::QUIMICA ORGANICA
title_short Biorredução de acetofenona por microrganismos do estado da Bahia
title_full Biorredução de acetofenona por microrganismos do estado da Bahia
title_fullStr Biorredução de acetofenona por microrganismos do estado da Bahia
title_full_unstemmed Biorredução de acetofenona por microrganismos do estado da Bahia
title_sort Biorredução de acetofenona por microrganismos do estado da Bahia
author Miranda, Joseneide Alves de
author_facet Miranda, Joseneide Alves de
author_role author
dc.contributor.advisor1.fl_str_mv Lucchese, Angélica Maria
dc.contributor.advisor1Lattes.fl_str_mv http://lattes.cnpq.br/5840452818024313
dc.contributor.authorID.fl_str_mv 80514707534
dc.contributor.authorLattes.fl_str_mv http://lattes.cnpq.br/0262539103530308
dc.contributor.author.fl_str_mv Miranda, Joseneide Alves de
contributor_str_mv Lucchese, Angélica Maria
dc.subject.por.fl_str_mv Biorredução
Leveduras
Bactérias
Fungos endofíticos
Excesso enantiomérico
topic Biorredução
Leveduras
Bactérias
Fungos endofíticos
Excesso enantiomérico
Bioreduction
Yeasts
Rhizobacterias
Endophytic fungi
Enantiomeric excess
QUIMICA::QUIMICA ORGANICA
dc.subject.eng.fl_str_mv Bioreduction
Yeasts
Rhizobacterias
Endophytic fungi
Enantiomeric excess
dc.subject.cnpq.fl_str_mv QUIMICA::QUIMICA ORGANICA
description The biorreduction has great importance in the production of optically pure substances and is widely used for asymmetric synthesis. Bioconversions occur with high specificity and efficiency because they are catalyzed by enzymes, forming one of the isomers from a pro-chiral substrate. This work had as main objective to evaluate the potential reduction of micro-organisms (yeasts, bacteria and fungi) isolated in the state of Bahia using as carbonyl substrate the acetophenone, analyzing its conversion into alcohol and identifying the enantiomeric excess produced. Strains of Saccharomyces cerevisiae isolated from sugar cane brandy distilleries of Bahia state, rhizobacteria isolated from Arachis pintoi (forage peanut) in southern Bahia and endophytic fungi isolated Hevea brasiliensis. The products were analyzed by gas chromatography coupled to mass spectrometry to verify the conversion of the substrate in alcohol and enantiomeric excess was determined by gas chromatography with chiral stationary phase. Of the 28 microorganisms evaluated 18 acted as biocatalysts. Products of reduction of acetophenone were obtained with yields between 6 and 79% and enantiomeric excess from 41 to 100%. Fungi CDC026, CDC086 and MDF077 converted acetophenone into (R)-alcohol, with ee of 54, 56, and 84%, while the other strains that showed positive results for acetophenone yielded the (S)-alcohol. Whereas 64% of test organisms were able to act as catalysts in the enantioseletive reduction of acetophenone, it was observed that the microbial diversity of the state of Bahia is a source of new catalysts for the production of enantiomeric pure compounds.
publishDate 2009
dc.date.issued.fl_str_mv 2009-08-31
dc.date.accessioned.fl_str_mv 2017-02-17T23:59:53Z
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dc.identifier.citation.fl_str_mv MIRANDA, Joseneide Alves de. Biorredução de acetofenona por microrganismos do estado da Bahia. 2009. 64 f. Dissertação (Mestrado Acadêmico em Biotecnologia) - Universidade Estadual de Feira de Santana, Feira de Santana, 2009.
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identifier_str_mv MIRANDA, Joseneide Alves de. Biorredução de acetofenona por microrganismos do estado da Bahia. 2009. 64 f. Dissertação (Mestrado Acadêmico em Biotecnologia) - Universidade Estadual de Feira de Santana, Feira de Santana, 2009.
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