Periconia hispidula um novo biocatalisador do semi?rido para a redu??o de cetonas arom?ticas pr?-quirais
Ano de defesa: | 2013 |
---|---|
Autor(a) principal: | |
Orientador(a): | |
Banca de defesa: | |
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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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:tede/109Tk9UQTogQ09MT1FVRSBBUVVJIEEgU1VBIFBSw5NQUklBIExJQ0VOw4dBCkVzdGEgbGljZW7Dp2EgZGUgZXhlbXBsbyDDqSBmb3JuZWNpZGEgYXBlbmFzIHBhcmEgZmlucyBpbmZvcm1hdGl2b3MuCgpMSUNFTsOHQSBERSBESVNUUklCVUnDh8ODTyBOw4NPLUVYQ0xVU0lWQQoKQ29tIGEgYXByZXNlbnRhw6fDo28gZGVzdGEgbGljZW7Dp2EsIHZvY8OqIChvIGF1dG9yIChlcykgb3UgbyB0aXR1bGFyIGRvcyBkaXJlaXRvcyBkZSBhdXRvcikgY29uY2VkZSDDoCBVbml2ZXJzaWRhZGUgClhYWCAoU2lnbGEgZGEgVW5pdmVyc2lkYWRlKSBvIGRpcmVpdG8gbsOjby1leGNsdXNpdm8gZGUgcmVwcm9kdXppciwgIHRyYWR1emlyIChjb25mb3JtZSBkZWZpbmlkbyBhYmFpeG8pLCBlL291IApkaXN0cmlidWlyIGEgc3VhIHRlc2Ugb3UgZGlzc2VydGHDp8OjbyAoaW5jbHVpbmRvIG8gcmVzdW1vKSBwb3IgdG9kbyBvIG11bmRvIG5vIGZvcm1hdG8gaW1wcmVzc28gZSBlbGV0csO0bmljbyBlIAplbSBxdWFscXVlciBtZWlvLCBpbmNsdWluZG8gb3MgZm9ybWF0b3Mgw6F1ZGlvIG91IHbDrWRlby4KClZvY8OqIGNvbmNvcmRhIHF1ZSBhIFNpZ2xhIGRlIFVuaXZlcnNpZGFkZSBwb2RlLCBzZW0gYWx0ZXJhciBvIGNvbnRlw7pkbywgdHJhbnNwb3IgYSBzdWEgdGVzZSBvdSBkaXNzZXJ0YcOnw6NvIApwYXJhIHF1YWxxdWVyIG1laW8gb3UgZm9ybWF0byBwYXJhIGZpbnMgZGUgcHJlc2VydmHDp8Ojby4KClZvY8OqIHRhbWLDqW0gY29uY29yZGEgcXVlIGEgU2lnbGEgZGUgVW5pdmVyc2lkYWRlIHBvZGUgbWFudGVyIG1haXMgZGUgdW1hIGPDs3BpYSBhIHN1YSB0ZXNlIG91IApkaXNzZXJ0YcOnw6NvIHBhcmEgZmlucyBkZSBzZWd1cmFuw6dhLCBiYWNrLXVwIGUgcHJlc2VydmHDp8Ojby4KClZvY8OqIGRlY2xhcmEgcXVlIGEgc3VhIHRlc2Ugb3UgZGlzc2VydGHDp8OjbyDDqSBvcmlnaW5hbCBlIHF1ZSB2b2PDqiB0ZW0gbyBwb2RlciBkZSBjb25jZWRlciBvcyBkaXJlaXRvcyBjb250aWRvcyAKbmVzdGEgbGljZW7Dp2EuIFZvY8OqIHRhbWLDqW0gZGVjbGFyYSBxdWUgbyBkZXDDs3NpdG8gZGEgc3VhIHRlc2Ugb3UgZGlzc2VydGHDp8OjbyBuw6NvLCBxdWUgc2VqYSBkZSBzZXUgCmNvbmhlY2ltZW50bywgaW5mcmluZ2UgZGlyZWl0b3MgYXV0b3JhaXMgZGUgbmluZ3XDqW0uCgpDYXNvIGEgc3VhIHRlc2Ugb3UgZGlzc2VydGHDp8OjbyBjb250ZW5oYSBtYXRlcmlhbCBxdWUgdm9jw6ogbsOjbyBwb3NzdWkgYSB0aXR1bGFyaWRhZGUgZG9zIGRpcmVpdG9zIGF1dG9yYWlzLCB2b2PDqiAKZGVjbGFyYSBxdWUgb2J0ZXZlIGEgcGVybWlzc8OjbyBpcnJlc3RyaXRhIGRvIGRldGVudG9yIGRvcyBkaXJlaXRvcyBhdXRvcmFpcyBwYXJhIGNvbmNlZGVyIMOgIFNpZ2xhIGRlIFVuaXZlcnNpZGFkZSAKb3MgZGlyZWl0b3MgYXByZXNlbnRhZG9zIG5lc3RhIGxpY2Vuw6dhLCBlIHF1ZSBlc3NlIG1hdGVyaWFsIGRlIHByb3ByaWVkYWRlIGRlIHRlcmNlaXJvcyBlc3TDoSBjbGFyYW1lbnRlIAppZGVudGlmaWNhZG8gZSByZWNvbmhlY2lkbyBubyB0ZXh0byBvdSBubyBjb250ZcO6ZG8gZGEgdGVzZSBvdSBkaXNzZXJ0YcOnw6NvIG9yYSBkZXBvc2l0YWRhLgoKQ0FTTyBBIFRFU0UgT1UgRElTU0VSVEHDh8ODTyBPUkEgREVQT1NJVEFEQSBURU5IQSBTSURPIFJFU1VMVEFETyBERSBVTSBQQVRST0PDjU5JTyBPVSAKQVBPSU8gREUgVU1BIEFHw4pOQ0lBIERFIEZPTUVOVE8gT1UgT1VUUk8gT1JHQU5JU01PIFFVRSBOw4NPIFNFSkEgQSBTSUdMQSBERSAKVU5JVkVSU0lEQURFLCBWT0PDiiBERUNMQVJBIFFVRSBSRVNQRUlUT1UgVE9ET1MgRSBRVUFJU1FVRVIgRElSRUlUT1MgREUgUkVWSVPDg08gQ09NTyAKVEFNQsOJTSBBUyBERU1BSVMgT0JSSUdBw4fDlUVTIEVYSUdJREFTIFBPUiBDT05UUkFUTyBPVSBBQ09SRE8uCgpBIFNpZ2xhIGRlIFVuaXZlcnNpZGFkZSBzZSBjb21wcm9tZXRlIGEgaWRlbnRpZmljYXIgY2xhcmFtZW50ZSBvIHNldSBub21lIChzKSBvdSBvKHMpIG5vbWUocykgZG8ocykgCmRldGVudG9yKGVzKSBkb3MgZGlyZWl0b3MgYXV0b3JhaXMgZGEgdGVzZSBvdSBkaXNzZXJ0YcOnw6NvLCBlIG7Do28gZmFyw6EgcXVhbHF1ZXIgYWx0ZXJhw6fDo28sIGFsw6ltIGRhcXVlbGFzIApjb25jZWRpZGFzIHBvciBlc3RhIGxpY2Vuw6dhLgo=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 |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/masterThesis |
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masterThesis |
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publishedVersion |
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. |
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http://localhost:8080/tede/handle/tede/109 |
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por |
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UNIVERSIDADE ESTADUAL DE FEIRA DE SANTANA |
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Mestrado Acad?mico em Biotecnologia |
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UEFS |
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Brasil |
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DEPARTAMENTO DE CI?NCIAS BIOL?GICAS |
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UNIVERSIDADE ESTADUAL DE FEIRA DE SANTANA |
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