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Isolation and characterization of Gram-negative and Gram-positive bacteria capable of producing piceatannol from resveratrol

  • Applied microbial and cell physiology
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Abstract

Piceatannol is a valuable natural polyphenol with therapeutic potential in cardiovascular and metabolic disease treatment. In this study, we screened for microorganisms capable of producing piceatannol from resveratrol via regioselective hydroxylation. In the first screening, we isolated microorganisms utilizing resveratrol, phenol, or 4-hydroxyphenylacetic acid as a carbon source for growth. In the second screening, we assayed the isolated microorganisms for hydroxylation of resveratrol. Using this screening procedure, a variety of resveratrol-converting microorganisms were obtained. One Gram-negative bacterium, Ensifer sp. KSH1, and one Gram-positive bacterium, Arthrobacter sp. KSH3, utilized 4-hydroxyphenylacetic acid as a carbon source for growth and efficiently hydroxylated resveratrol to piceatannol without producing any detectable by-products. The hydroxylation activity of strains KSH1 and KSH3 was strongly induced by cultivation with 4-hydroxyphenylacetic acid as a carbon source during stationary growth phase. Using the 4-hydroxyphenylacetic acid–induced cells as a biocatalyst under optimal conditions, production of piceatannol by strains KSH1 and KSH3 reached 3.6 mM (0.88 g/L) and 2.6 mM (0.64 g/L), respectively. We also cloned genes homologous to the monooxygenase gene hpaBC from strains KSH1 and KSH3. Introduction of either hpaBC homolog into Escherichia coli endowed the host with resveratrol-hydroxylating activity.

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Funding

This work was financially supported by the Japan Science and Technology Agency (JST), Adaptable & Seamless Technology Transfer Program, through Target-driven R&D (A-STEP) AS251Z01150N.

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Authors and Affiliations

  1. Department of Applied Chemistry, Faculty of Science and Engineering, Waseda University, 3-4-1 Ohkubo, Shinjuku-ku, Tokyo, 169-8555, Japan

    Toshiki Furuya, Naoto Imaki, Kosuke Shigei & Kuniki Kino

  2. Department of Applied Biological Science, Faculty of Science and Technology, Tokyo University of Science, 2641 Yamazaki, Noda, Chiba, 278-8510, Japan

    Toshiki Furuya

  3. Health Science Research Center, Morinaga and Company Limited, 2-1-1 Shimosueyoshi, Tsurumi-ku, Yokohama, 230-8504, Japan

    Masahiko Sai

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  1. Toshiki Furuya
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  2. Naoto Imaki
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  3. Kosuke Shigei
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  4. Masahiko Sai
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  5. Kuniki Kino
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Correspondence to Toshiki Furuya or Kuniki Kino.

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Furuya, T., Imaki, N., Shigei, K. et al. Isolation and characterization of Gram-negative and Gram-positive bacteria capable of producing piceatannol from resveratrol. Appl Microbiol Biotechnol 103, 5811–5820 (2019). https://doi.org/10.1007/s00253-019-09875-z

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  • DOI: https://doi.org/10.1007/s00253-019-09875-z

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