Biotransformação de cicloadutos de Diels-Alder por células intactas de Penicillium brasilianum, endofítico de Melia azedarach

Detalhes bibliográficos
Ano de defesa: 2014
Autor(a) principal: Santos, Ana Carolina Alves dos
Orientador(a): Rodrigues Filho, Edson lattes
Banca de defesa: Não Informado pela instituição
Tipo de documento: Dissertação
Tipo de acesso: Acesso aberto
Idioma: por
Instituição de defesa: Universidade Federal de São Carlos
Programa de Pós-Graduação: Programa de Pós-Graduação em Química - PPGQ
Departamento: Não Informado pela instituição
País: BR
Palavras-chave em Português:
Área do conhecimento CNPq:
Link de acesso: https://repositorio.ufscar.br/handle/ufscar/6610
Resumo: Endophytic microorganisms have a great enzymatic potential to biotransformate substances of natural and synthetic origin due to strategies developed during colonization to coexist with the plant in an initial hostile environment. Microbial transformation of Diels-Alder cycloadducts were trailed by the endophyte P. brasilianum using intact cells and resulted in the production of several products (17). These products were identified as products of chlorination (Q4_F2_15), epoxidation (Q1A_CR_16, Q2A_CR_6, Q3A_CR_5), epoxidation and reduction of conjugated double bond (Q2A_CR_5), reduction of conjugated double bond (Q2A_CR_9, Q3A_CR_7_pico2, Q3A_CR_8, Q4A_CR_23), reduction of isolated double bond (Q1A_CR_26), oxidation of allilic methyl group and reduction of conjugated double bond (Q4A_CR_10), reduction of carbonyl and conjugated double bond (Q4A_CR_20), reduction of carbonyl and ether formation (Q5A_CR_15) and finally, reduction of carbonyl group (Q4A_CR_15 e Q5A_CR_18). The reduction of conjugated double bond can be performed by enzymes called Old Yellow Enzymes (OYE), also known as enoate reductase enzymes. The products of carbonilic or double bond reduction were also synthesized chemically and the enantioselectivity of both in vitro and in vivo process were compared. In all cases, microbiological transformations were more enantioselectivity.