Selective activity of Mucor plumbeus reductase towards (−)-camphorquinone

Authors: Souza, Giovanni1; Anconi, Cleber1; Cornelissen, Sjef1; Almeida, Wagner1; Dos Santos, Hélio2; Fortes, Isabel1; Takahashi, Jacqueline3

Source: Journal of Industrial Microbiology & Biotechnology, Volume 36, Number 8, August 2009 , pp. 1023-1027(5)

Publisher: Springer

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Abstract:

The biotransformation of 1R-(−)-camphorquinone, achieved by growing cells of four fungi species isolated from soil (Mucor plumbeus, Lecanicillium muscarium, Thamnostylum sp. and Syncephalastrum racemosum), was investigated in optimized culture media for each species. Fungi were grown aerobically under shaking and their activities with respect to camphorquinone were monitored for 20 days by gas chromatography coupled to mass spectrometry (GCMS). Camphorquinone was found to be stable in control flasks throughout the experiment. The most interesting results were found for M. plumbeus, which was only able to perform monoreduction of camphorquinone when cultivated on a glucose-peptone-yeast extract medium. Large-scale experiments were set up and the camphorquinone biotransformation products formed by M. plumbeus were purified by column chromatography and identified by 1H and 13C nuclear magnetic resonance (NMR). Theoretical calculations were employed as a complementary technique to unambiguously identify the biotransformation products. These findings suggest that M. plumbeus could be of great use for the selective reduction of camphorquinone and related compounds.

Keywords: Camphorquinone; Biotransformation; Mucor plumbeus; Stereoselectivity

Document Type: Research article

DOI: http://dx.doi.org/10.1007/s10295-009-0583-2

Affiliations: 1: Departamento de Química, ICEx, Universidade Federal de Minas Gerais (UFMG), Campus Universitário, Pampulha, Belo Horizonte, MG, 31270-901, Brazil 2: Departamento de Química, ICE, Universidade Federal de Juiz de Fora (UFJF), Campus Universitário, Martelos, Juiz de Fora, MG, 36036-330, Brazil 3: Departamento de Química, ICEx, Universidade Federal de Minas Gerais (UFMG), Campus Universitário, Pampulha, Belo Horizonte, MG, 31270-901, Brazil, Email: jat@qui.ufmg.br

Publication date: 2009-08-01

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