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Stereoselective Bioreduction of 1-(4-Methoxyphenyl)ethanone by Whole Cells of Marine-Derived Fungi

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Abstract

Nine strains of marine-derived fungi (Aspergillus sydowii Ce15, A. sydowii Ce19, Aspergillus sclerotiorum CBMAI 849, Bionectria sp. Ce5, Beauveria felina CBMAI 738, Cladosporium cladosporioides CBMAI 857, Mucor racemosus CBMAI 847, Penicillium citrinum CBMAI 1186, and Penicillium miczynskii Gc5) were screened, catalyzing the asymmetric bioreduction of 1-(4-methoxyphenyl)ethanone 1 to its corresponding 1-(4-methoxyphenyl)ethanol 2. A. sydowii Ce15 and Bionectria sp. Ce5 produced the enantiopure (R)-alcohol 2 (>99% ee) in accordance with the anti-Prelog rule and, the fungi B. felina CBMAI 738 (>99% ee) and P. citrinum CBMAI 1186 (69% ee) in accordance with the Prelog rule. Stereoselective bioreduction by whole cells of marine-derived fungi described by us is important for the production of new reductases from marine-derived fungi.

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Acknowledgments

The authors wish to thank Prof. R.G.S. Berlinck (Instituto de Química de São Carlos-USP) for providing the marine fungal strains used in this investigation. The authors gratefully acknowledge the financial support from Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq) and the Fundação de Amparo à Pesquisa do Estado de São Paulo for the grant to ALMP. Thanks are also due to Coordenação de Aperfeiçoamento de Pessoal de Nível Superior and CNPq for grant scholarships to LCR and HVF, respectively. RFL acknowledges USP—Reitoria for the grant scholarships.

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Authors and Affiliations

  1. Instituto de Química de São Carlos, Universidade de São Paulo, Av. Trabalhador São-carlense, 400, CEP 13560-970, CP 780, São Carlos, São Paulo, Brazil

    Lenilson C. Rocha, Hercules V. Ferreira, Rodrigo F. Luiz & André L. M. Porto

  2. Divisão de Recursos Microbianos, Centro Pluridisciplinar de Pesquisas Químicas, Biológicas e Agrícolas, CPQBA, Universidade Estadual de Campinas, Rua Alexandre Casellato, 999, Paulínia, São Paulo, CEP 13140-000, Brazil

    Lara D. Sette

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  1. Lenilson C. Rocha
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  2. Hercules V. Ferreira
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  3. Rodrigo F. Luiz
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  4. Lara D. Sette
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  5. André L. M. Porto
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Correspondence to André L. M. Porto.

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Rocha, L.C., Ferreira, H.V., Luiz, R.F. et al. Stereoselective Bioreduction of 1-(4-Methoxyphenyl)ethanone by Whole Cells of Marine-Derived Fungi. Mar Biotechnol 14, 358–362 (2012). https://doi.org/10.1007/s10126-011-9419-y

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  • DOI: https://doi.org/10.1007/s10126-011-9419-y

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