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Previous issue date: 2009-08-31 / 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. / A Biorredu??o tem grande import?ncia na produ??o de subst?ncias opticamente puras, sendo amplamente utilizada para s?nteses assim?tricas. As bioconvers?es ocorrem com alta especificidade e efici?ncia por serem catalisadas por enzimas, formando um dos is?meros a partir de um substrato pr?-quiral. O presente trabalho teve como objetivo principal avaliar o potencial redutor dos microrganismos (leveduras, bact?rias e fungos) isolados no territ?rio baiano frente ao substrato carbon?lico acetofenona; verificando a convers?o do substrato (acetofenona) em ?lcool quiral e identificando o excesso enantiom?rico com que as rea??es biocatal?ticas ocorreram. Foram utilizadas culturas de Saccharomyces cerevisiae isoladas em cacha?arias do estado da Bahia, rizobact?rias isoladas no sul da Bahia e fungos endof?ticos. Foi testada a a??o desses microrganismos sobre o substrato acetofenona. Os produtos foram analisados por Cromatografia gasosa acoplada a espetrometria de massa, para verificar a convers?o do substrato em ?lcool; o excesso enantiom?rico foi obtido em cromat?grafo gasoso equipado com coluna quiral obtendo-se separa??o para os is?meros da acetofenona com um excesso enantiom?rico de at? 100%, para a cepa bacteriana I68. Os fungos CDC026 e CDC086 converteram a acetofenona em (R)-?lcool, as demais cepas que apresentaram resultados positivos para aceofenona produziram o (S)-?lcool em excesso. Conclui-se que em geral os microrganismos testados apresentaram boa capacidade de redu??o da acetofenona em experimentos de biotransforma??o, constituindo-se fontes de compostos enantiomericamente puros.
| Identifer | oai:union.ndltd.org:IBICT/oai:tede2.uefs.br:8080:tede/453 |
| Date | 31 August 2009 |
| Creators | Miranda, Joseneide Alves de |
| Contributors | Lucchese, Ang?lica Maria |
| Publisher | Universidade Estadual de Feira de Santana, Mestrado Acad?mico em Biotecnologia, UEFS, Brasil, DEPARTAMENTO DE CI?NCIAS BIOL?GICAS |
| Source Sets | IBICT Brazilian ETDs |
| Language | Portuguese |
| Detected Language | English |
| Type | info:eu-repo/semantics/publishedVersion, info:eu-repo/semantics/masterThesis |
| Format | application/pdf |
| Source | reponame:Biblioteca Digital de Teses e Dissertações da UEFS, instname:Universidade Estadual de Feira de Santana, instacron:UEFS |
| Rights | info:eu-repo/semantics/openAccess |
| Relation | -5473543273051652782, 600, 600, 600, 5026123383450589282, -8194069717282802154 |
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