Periconia hispidula um novo biocatalisador do semi?rido para a redu??o de cetonas arom?ticas pr?-quirais

Detalhes bibliográficos
Ano de defesa: 2013
Autor(a) principal: GONZ?LEZ, Iv?n Sergio Col?s lattes
Orientador(a): ALVAREZ, Heiddy Marquez
Banca de defesa: Não Informado pela instituição
Tipo de documento: Dissertação
Tipo de acesso: Acesso aberto
Idioma: por
Instituição de defesa: UNIVERSIDADE ESTADUAL DE FEIRA DE SANTANA
Programa de Pós-Graduação: Mestrado Acad?mico em Biotecnologia
Departamento: DEPARTAMENTO DE CI?NCIAS BIOL?GICAS
País: Brasil
Palavras-chave em Português:
Palavras-chave em Inglês:
Área do conhecimento CNPq:
Link de acesso: http://localhost:8080/tede/handle/tede/109
Resumo: In this work was investigated the biocatalytic action of fungus Periconia hispidula to perform reduction reactions of aromatic prochiral carbonyl compounds. Firstly, the influence of the reaction parameters (medium, time, amount of substrate, forms to use the biocatalyst) over the conversion rate and enantiomeric excess in the reduction of acetophenone was investigated. After the determination of the growth curve, the incubation time prior to addition of substrate, was evaluated (4 and 7 days). For 4 days of preincubation time, the best conversion rate to obtain the (S)-1-phenylethanol with e.e of 98% were achieved. Two types of biocatalysts were evaluated: growing cells and resting cells. The best results were obtained with growing cells. By comparing the results obtained from potato-dextrose (BD) culture medium and potato-dextrose (BD) supplemented with Fe 2+, BD medium supplemented with Fe 2+ (0.02 g / L) was selected. The influence of the amount of acetophenone (20 to 200 ?L) was also examined to evaluate the toxicity of the substrate. Quantities of the substrate higher than 100 ?L (0.1%) decreased also conversion rate but the enantiomeric excess. The applicability of this biocatalyst was also evaluated to reduce acetophenone derivates compounds such as 2, 3 and 4-nitroacetophenone, 2, 3 and 4-methylacetophenone? 2, 3 and 4-methoxyacetophenone, 2, 3 and 4-bromoacetophenone, 2, 3 and 4-fluoracetophenone, 2, 4-dimethylacetophenone, 2, 5-dimethylacetophenone? 4-ethylacetophenone, octanophenone, 1-indanone and 2-indanone. Chiral alcohols were obtained with conversion rates from 8% upto higher than 99% and the enantiomeric excess between 54% up to 100%, indicating that the fungus Periconia hispidula is a promising estereoselctive biocatalyst for use in processes for reducing carbonyl compounds.
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spelling ALVAREZ, Heiddy Marquez85850550577http://lattes.cnpq.br/6796199677862751GONZ?LEZ, Iv?n Sergio Col?s2015-07-27T23:03:07Z2013-09-30Periconia hispidula um novo biocatalisador do semi?rido para a redu??o de cetonas arom?ticas pr?-quirais. 2013. 77f. Disserta??o (Mestrado Acad?mico em Biotecnologia) Universidade Estadual de Feira de Santana, Feira de Santana, 2013.http://localhost:8080/tede/handle/tede/109In this work was investigated the biocatalytic action of fungus Periconia hispidula to perform reduction reactions of aromatic prochiral carbonyl compounds. Firstly, the influence of the reaction parameters (medium, time, amount of substrate, forms to use the biocatalyst) over the conversion rate and enantiomeric excess in the reduction of acetophenone was investigated. After the determination of the growth curve, the incubation time prior to addition of substrate, was evaluated (4 and 7 days). For 4 days of preincubation time, the best conversion rate to obtain the (S)-1-phenylethanol with e.e of 98% were achieved. Two types of biocatalysts were evaluated: growing cells and resting cells. The best results were obtained with growing cells. By comparing the results obtained from potato-dextrose (BD) culture medium and potato-dextrose (BD) supplemented with Fe 2+, BD medium supplemented with Fe 2+ (0.02 g / L) was selected. The influence of the amount of acetophenone (20 to 200 ?L) was also examined to evaluate the toxicity of the substrate. Quantities of the substrate higher than 100 ?L (0.1%) decreased also conversion rate but the enantiomeric excess. The applicability of this biocatalyst was also evaluated to reduce acetophenone derivates compounds such as 2, 3 and 4-nitroacetophenone, 2, 3 and 4-methylacetophenone? 2, 3 and 4-methoxyacetophenone, 2, 3 and 4-bromoacetophenone, 2, 3 and 4-fluoracetophenone, 2, 4-dimethylacetophenone, 2, 5-dimethylacetophenone? 4-ethylacetophenone, octanophenone, 1-indanone and 2-indanone. Chiral alcohols were obtained with conversion rates from 8% upto higher than 99% and the enantiomeric excess between 54% up to 100%, indicating that the fungus Periconia hispidula is a promising estereoselctive biocatalyst for use in processes for reducing carbonyl compounds.Neste trabalho foi investigada a a??o biocatal?tica do fungo Periconia hispidula em rea??es de redu??o de compostos carbon?licos arom?ticos pr?-quirais. A influ?ncia de par?metros reacionais (meio, tempo, quantidade de substrato, forma de utiliza??o do biocatalisador) na convers?o e enantioseletividade da redu??o de acetofenona foi inicialmente avaliada. A partir da curva de crescimento, determinou-se o tempo de incuba??o pr?vio a adi??o de substrato (4 e 7 dias). Os melhores resultados de convers?o para a obten??o do (S)-1-feniletanol, com excesso enantiom?rico (e.e) de 98% foram atingidos ap?s quatro dias de incuba??o pr?via do micro-organismo. Duas formas de utiliza??o do biocatalisador foram avaliadas: c?lulas em crescimento e c?lulas em repouso. Os melhores resultados de convers?o foram obtidos com as c?lulas em crescimento. Pela compara??o entre meios de cultura batata-dextrose (BD) e batata-dextrose (BD) suplementado com Fe2+) selecionou-se o meio BD suplementado com Fe2+ (0,02 g/L). A influ?ncia da quantidade de acetofenona (entre 20 ?L e 200 ?L) tamb?m foi analisada com o objetivo de avaliar a toxicidade do substrato. Verificou-se que quantidades de substrato maiores a 100 uL (0,1%) levaram a queda da convers?o e da enantioseletividade. O biocatalisador tamb?m foi testado frente a 23 cetonas pr?-quirais: 2, 3 e 4-nitroacetofenona; 2, 3 e 4-metilacetofenona; 2, 3 e 4-metoxiacetofenona; 2, 3 e 4-bromoacetofenona; 2, 3 e 4-fluoracetofenona; 2,4-dimetilacetofenona; 2,5-dimetilacetofenona; 4-etilacetofenona, octanofenona, 1?indanona e 2-indanona. As convers?es dos alco?is quirais oscilaram entre 8% e 100% com excessos enantiom?ricos de 54 at? mais de 99%, demonstrando que o fungo Periconia hispidula ? um biocatalisador estereosseletivo promissor para aplica??o em processos de redu??o de compostos carbon?licos.Submitted by Ricardo Cedraz Duque Moliterno (ricardo.moliterno@uefs.br) on 2015-07-27T23:03:07Z No. of bitstreams: 1 Disserta??o - Iv?n Sergio Col?s Gonzalez.pdf: 1019601 bytes, checksum: a974e9e520faa565d9469e1ff902ceed (MD5)Made available in DSpace on 2015-07-27T23:03:07Z (GMT). No. of bitstreams: 1 Disserta??o - Iv?n Sergio Col?s Gonzalez.pdf: 1019601 bytes, checksum: a974e9e520faa565d9469e1ff902ceed (MD5) Previous issue date: 2013-09-30Coordena??o de Aperfei?oamento de Pessoal de N?vel Superior - CAPESFunda??o de Amparo ? Pesquisa do Estado da Bahia - FAPEBapplication/pdfporUNIVERSIDADE ESTADUAL DE FEIRA DE SANTANAMestrado Acad?mico em BiotecnologiaUEFSBrasilDEPARTAMENTO DE CI?NCIAS BIOL?GICAS?lcool desidrogenase. C?lulas integras. Compostos carbon?licos pr?-quirais. Fungo.Alcohol dehydrogenase. Whole cells. Prochiral carbonyl compounds. Fungus.CIENCIAS BIOLOGICAS::BIOLOGIA GERALPericonia hispidula um novo biocatalisador do semi?rido para a redu??o de cetonas arom?ticas pr?-quiraisinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/masterThesis7701973706309601282600600600600600-6971480722008537872-163455938593124469720751674985882645714767858349021390776info:eu-repo/semantics/openAccessreponame:Biblioteca Digital de Teses e Dissertações da UEFSinstname:Universidade Estadual de Feira de Santana (UEFS)instacron:UEFSORIGINALDisserta??o - Iv?n Sergio Col?s Gonzalez.pdfDisserta??o - Iv?n Sergio Col?s Gonzalez.pdfapplication/pdf1019601http://tede2.uefs.br:8080/bitstream/tede/109/2/Disserta%C3%A7%C3%A3o+-+Iv%C3%A1n+Sergio+Col%C3%A1s+Gonzalez.pdfa974e9e520faa565d9469e1ff902ceedMD52LICENSElicense.txtlicense.txttext/plain; charset=utf-82165http://tede2.uefs.br:8080/bitstream/tede/109/1/license.txtbd3efa91386c1718a7f26a329fdcb468MD51tede/1092015-07-27 20:03:07.745oai:tede2.uefs.br:8080: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Biblioteca Digital de Teses e Dissertaçõeshttp://tede2.uefs.br:8080/PUBhttp://tede2.uefs.br:8080/oai/requestbcuefs@uefs.br|| bcref@uefs.br||bcuefs@uefs.bropendoar:2015-07-27T23:03:07Biblioteca Digital de Teses e Dissertações da UEFS - Universidade Estadual de Feira de Santana (UEFS)false
dc.title.por.fl_str_mv Periconia hispidula um novo biocatalisador do semi?rido para a redu??o de cetonas arom?ticas pr?-quirais
title Periconia hispidula um novo biocatalisador do semi?rido para a redu??o de cetonas arom?ticas pr?-quirais
spellingShingle Periconia hispidula um novo biocatalisador do semi?rido para a redu??o de cetonas arom?ticas pr?-quirais
GONZ?LEZ, Iv?n Sergio Col?s
?lcool desidrogenase. C?lulas integras. Compostos carbon?licos pr?-quirais. Fungo.
Alcohol dehydrogenase. Whole cells. Prochiral carbonyl compounds. Fungus.
CIENCIAS BIOLOGICAS::BIOLOGIA GERAL
title_short Periconia hispidula um novo biocatalisador do semi?rido para a redu??o de cetonas arom?ticas pr?-quirais
title_full Periconia hispidula um novo biocatalisador do semi?rido para a redu??o de cetonas arom?ticas pr?-quirais
title_fullStr Periconia hispidula um novo biocatalisador do semi?rido para a redu??o de cetonas arom?ticas pr?-quirais
title_full_unstemmed Periconia hispidula um novo biocatalisador do semi?rido para a redu??o de cetonas arom?ticas pr?-quirais
title_sort Periconia hispidula um novo biocatalisador do semi?rido para a redu??o de cetonas arom?ticas pr?-quirais
author GONZ?LEZ, Iv?n Sergio Col?s
author_facet GONZ?LEZ, Iv?n Sergio Col?s
author_role author
dc.contributor.advisor1.fl_str_mv ALVAREZ, Heiddy Marquez
dc.contributor.authorID.fl_str_mv 85850550577
dc.contributor.authorLattes.fl_str_mv http://lattes.cnpq.br/6796199677862751
dc.contributor.author.fl_str_mv GONZ?LEZ, Iv?n Sergio Col?s
contributor_str_mv ALVAREZ, Heiddy Marquez
dc.subject.por.fl_str_mv ?lcool desidrogenase. C?lulas integras. Compostos carbon?licos pr?-quirais. Fungo.
topic ?lcool desidrogenase. C?lulas integras. Compostos carbon?licos pr?-quirais. Fungo.
Alcohol dehydrogenase. Whole cells. Prochiral carbonyl compounds. Fungus.
CIENCIAS BIOLOGICAS::BIOLOGIA GERAL
dc.subject.eng.fl_str_mv Alcohol dehydrogenase. Whole cells. Prochiral carbonyl compounds. Fungus.
dc.subject.cnpq.fl_str_mv CIENCIAS BIOLOGICAS::BIOLOGIA GERAL
description In this work was investigated the biocatalytic action of fungus Periconia hispidula to perform reduction reactions of aromatic prochiral carbonyl compounds. Firstly, the influence of the reaction parameters (medium, time, amount of substrate, forms to use the biocatalyst) over the conversion rate and enantiomeric excess in the reduction of acetophenone was investigated. After the determination of the growth curve, the incubation time prior to addition of substrate, was evaluated (4 and 7 days). For 4 days of preincubation time, the best conversion rate to obtain the (S)-1-phenylethanol with e.e of 98% were achieved. Two types of biocatalysts were evaluated: growing cells and resting cells. The best results were obtained with growing cells. By comparing the results obtained from potato-dextrose (BD) culture medium and potato-dextrose (BD) supplemented with Fe 2+, BD medium supplemented with Fe 2+ (0.02 g / L) was selected. The influence of the amount of acetophenone (20 to 200 ?L) was also examined to evaluate the toxicity of the substrate. Quantities of the substrate higher than 100 ?L (0.1%) decreased also conversion rate but the enantiomeric excess. The applicability of this biocatalyst was also evaluated to reduce acetophenone derivates compounds such as 2, 3 and 4-nitroacetophenone, 2, 3 and 4-methylacetophenone? 2, 3 and 4-methoxyacetophenone, 2, 3 and 4-bromoacetophenone, 2, 3 and 4-fluoracetophenone, 2, 4-dimethylacetophenone, 2, 5-dimethylacetophenone? 4-ethylacetophenone, octanophenone, 1-indanone and 2-indanone. Chiral alcohols were obtained with conversion rates from 8% upto higher than 99% and the enantiomeric excess between 54% up to 100%, indicating that the fungus Periconia hispidula is a promising estereoselctive biocatalyst for use in processes for reducing carbonyl compounds.
publishDate 2013
dc.date.issued.fl_str_mv 2013-09-30
dc.date.accessioned.fl_str_mv 2015-07-27T23:03:07Z
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dc.identifier.citation.fl_str_mv Periconia hispidula um novo biocatalisador do semi?rido para a redu??o de cetonas arom?ticas pr?-quirais. 2013. 77f. Disserta??o (Mestrado Acad?mico em Biotecnologia) Universidade Estadual de Feira de Santana, Feira de Santana, 2013.
dc.identifier.uri.fl_str_mv http://localhost:8080/tede/handle/tede/109
identifier_str_mv Periconia hispidula um novo biocatalisador do semi?rido para a redu??o de cetonas arom?ticas pr?-quirais. 2013. 77f. Disserta??o (Mestrado Acad?mico em Biotecnologia) Universidade Estadual de Feira de Santana, Feira de Santana, 2013.
url http://localhost:8080/tede/handle/tede/109
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