Marine Fungi Aspergillus sydowii and Trichoderma sp Catalyze the Hydrolysis of Benzyl Glycidyl Ether

Autor(es)

Martins, Mariana Provedel ^[1] ; Mouad, Ana Maria ^[1] ; Boschini, Leticia ^[1] ; Regali Seleghim, Mirna Helena ^[2] ; Sette, Lara Duraes ^[3] ; Meleiro Porto, Andre Luiz ^[1]

Afiliação do(s) autor(es)

^[1] Univ Sao Paulo, Inst Quim Sao Carlos, BR-13560970 Sao Carlos, SP - Brazil

^[2] Univ Fed Sao Carlos, Dept Ecol & Biol Evolut, BR-13565905 Sao Carlos, SP - Brazil

^[3] Univ Estadual Campinas, Recursos Div Microbianos, Ctr Pluridisciplinar Pesquisas Quim Biol & Agr, CPQBA, BR-13140000 Sao Paulo - Brazil

• Tipo de documento: Artigo Científico
• Fonte: MARINE BIOTECHNOLOGY; v. 13, n. 2, p. 314-320, APR 2011.
• Citações Web of Science: 23

Resumo

Whole cells of the marine fungi Aspergillus sydowii Gc12, Penicillium raistrickii Ce16, P. miczynskii Gc5, and Trichoderma sp. Gc1, isolated from marine sponges of the South Atlantic Ocean (Brazil), have been screened for the enzymatic resolution of (+/-)-2-(benzyloxymethyl)oxirane (benzyl glycidyl ether; 1). Whole cells of A. sydowii Gc12 catalyzed the enzymatic hydrolysis of (R,S)-1 to yield (R)-1 with an enantiomeric excess (ee) of 24-46% and 3-(benzyloxy)propane-1,2-diol (2) with ee values < 10%. In contrast, whole cells of Trichoderma sp. Gc1 afforded (S)-1 with ee values up to 60% and yields up to 39%, together with (R)-2 in 25% yield and an ee of 32%. This is the first published example of the hydrolysis of 1 by whole cells of marine fungi isolated from the South Atlantic Ocean. The hydrolases from the two studied fungi exhibited complementary regioselectivity in opening the epoxide ring of racemic 1, with those of A. sydowii Gc12 showing an (S) preference and those of Trichoderma sp. Gc1 presenting an (R) preference for the substrate. (AU)

• Processo FAPESP: 05/60175-2 - Descoberta e desenvolvimento de potenciais agentes quimioterápicos a partir de invertebrados marinhos e de microrganismos associados
• Beneficiário: Roberto Gomes de Souza Berlinck
• Linha de fomento: Auxílio à Pesquisa - Programa BIOTA - Temático
• Processo FAPESP: 06/54401-2 - Biocatálise e biotransformação de compostos orgânicos com fungos marinhos, algas marinhas e reações catalisadas com enzimas comerciais
• Beneficiário: Andre Luiz Meleiro Porto
• Linha de fomento: Auxílio à Pesquisa - Regular