Trichothioneic acid, a new antioxidant compound produced by the fungal strain Trichoderma virens FKI-7573

Rei Miyano; Hirotaka Matsuo; Takayuki Mokudai; Yoshihiko Noguchi; Mayuka Higo; Kenichi Nonaka; Yoshimi Niwano; Toshiaki Sunazuka; Kazuro Shiomi; Yōko Takahashi; Satoshi Ōmura; Takuji Nakashima

doi:10.1016/j.jbiosc.2019.11.007

Trichothioneic acid, a new antioxidant compound produced by the fungal strain Trichoderma virens FKI-7573

Rei Miyano, Hirotaka Matsuo, Takayuki Mokudai, Yoshihiko Noguchi, Mayuka Higo, Kenichi Nonaka, Yoshimi Niwano, Toshiaki Sunazuka, Kazuro Shiomi, Yōko Takahashi, Satoshi Ōmura, Takuji Nakashima^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

5 Citations (Scopus)

Abstract

A new nitrogen-containing compound, trichothioneic acid, was discovered from the metabolites of fungal strain FKI-7573 using a mass spectrometry screening method guided by odd number of molecular weights, which indicates compounds that contain an odd number of nitrogen atoms. Strain FKI-7573 was isolated from soil collected in Obihiro, Hokkaido, Japan, and identified as Trichoderma virens by a sequence analysis of the internal transcribed spacer region, including 5.8S ribosomal RNA. The structure of trichothioneic acid was determined by mass spectrometry, nuclear magnetic resonance spectroscopy, electronic circular dichroism spectra, and chemical degradation analyses. These analyses revealed that trichothioneic acid consists of heptelidic acid and L-ergothioneine, and contains three nitrogen atoms. Trichothioneic acid exhibited hydroxyl radical-scavenging and singlet oxygen-quenching activities.

Original language	English
Pages (from-to)	508-513
Number of pages	6
Journal	Journal of Bioscience and Bioengineering
Volume	129
Issue number	4
DOIs	https://doi.org/10.1016/j.jbiosc.2019.11.007
Publication status	Published - 2020 Apr
Externally published	Yes

Keywords

Ergothioneine
Hydroxyl radical
Mass spectrometry
Singlet oxygen
Trichoderma virens
Trichothioneic acid

ASJC Scopus subject areas

Biotechnology
Bioengineering
Applied Microbiology and Biotechnology

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10.1016/j.jbiosc.2019.11.007

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Miyano, R., Matsuo, H., Mokudai, T., Noguchi, Y., Higo, M., Nonaka, K., Niwano, Y., Sunazuka, T., Shiomi, K., Takahashi, Y., Ōmura, S., & Nakashima, T. (2020). Trichothioneic acid, a new antioxidant compound produced by the fungal strain Trichoderma virens FKI-7573. Journal of Bioscience and Bioengineering, 129(4), 508-513. https://doi.org/10.1016/j.jbiosc.2019.11.007

Miyano, R, Matsuo, H, Mokudai, T, Noguchi, Y, Higo, M, Nonaka, K, Niwano, Y, Sunazuka, T, Shiomi, K, Takahashi, Y, Ōmura, S & Nakashima, T 2020, 'Trichothioneic acid, a new antioxidant compound produced by the fungal strain Trichoderma virens FKI-7573', Journal of Bioscience and Bioengineering, vol. 129, no. 4, pp. 508-513. https://doi.org/10.1016/j.jbiosc.2019.11.007

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title = "Trichothioneic acid, a new antioxidant compound produced by the fungal strain Trichoderma virens FKI-7573",

abstract = "A new nitrogen-containing compound, trichothioneic acid, was discovered from the metabolites of fungal strain FKI-7573 using a mass spectrometry screening method guided by odd number of molecular weights, which indicates compounds that contain an odd number of nitrogen atoms. Strain FKI-7573 was isolated from soil collected in Obihiro, Hokkaido, Japan, and identified as Trichoderma virens by a sequence analysis of the internal transcribed spacer region, including 5.8S ribosomal RNA. The structure of trichothioneic acid was determined by mass spectrometry, nuclear magnetic resonance spectroscopy, electronic circular dichroism spectra, and chemical degradation analyses. These analyses revealed that trichothioneic acid consists of heptelidic acid and L-ergothioneine, and contains three nitrogen atoms. Trichothioneic acid exhibited hydroxyl radical-scavenging and singlet oxygen-quenching activities.",

keywords = "Ergothioneine, Hydroxyl radical, Mass spectrometry, Singlet oxygen, Trichoderma virens, Trichothioneic acid",

author = "Rei Miyano and Hirotaka Matsuo and Takayuki Mokudai and Yoshihiko Noguchi and Mayuka Higo and Kenichi Nonaka and Yoshimi Niwano and Toshiaki Sunazuka and Kazuro Shiomi and Yōko Takahashi and Satoshi Ōmura and Takuji Nakashima",

note = "Funding Information: This study was supported by funding from the Institute for Fermentation, Osaka , Japan. The authors declare no conflicts of interest. Appendix A Publisher Copyright: {\textcopyright} 2019 The Society for Biotechnology, Japan",

year = "2020",

month = apr,

doi = "10.1016/j.jbiosc.2019.11.007",

language = "English",

volume = "129",

pages = "508--513",

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AU - Miyano, Rei

AU - Matsuo, Hirotaka

AU - Mokudai, Takayuki

AU - Noguchi, Yoshihiko

AU - Higo, Mayuka

AU - Nonaka, Kenichi

AU - Niwano, Yoshimi

AU - Sunazuka, Toshiaki

AU - Shiomi, Kazuro

AU - Takahashi, Yōko

AU - Ōmura, Satoshi

AU - Nakashima, Takuji

N1 - Funding Information: This study was supported by funding from the Institute for Fermentation, Osaka , Japan. The authors declare no conflicts of interest. Appendix A Publisher Copyright: © 2019 The Society for Biotechnology, Japan

PY - 2020/4

Y1 - 2020/4

N2 - A new nitrogen-containing compound, trichothioneic acid, was discovered from the metabolites of fungal strain FKI-7573 using a mass spectrometry screening method guided by odd number of molecular weights, which indicates compounds that contain an odd number of nitrogen atoms. Strain FKI-7573 was isolated from soil collected in Obihiro, Hokkaido, Japan, and identified as Trichoderma virens by a sequence analysis of the internal transcribed spacer region, including 5.8S ribosomal RNA. The structure of trichothioneic acid was determined by mass spectrometry, nuclear magnetic resonance spectroscopy, electronic circular dichroism spectra, and chemical degradation analyses. These analyses revealed that trichothioneic acid consists of heptelidic acid and L-ergothioneine, and contains three nitrogen atoms. Trichothioneic acid exhibited hydroxyl radical-scavenging and singlet oxygen-quenching activities.

AB - A new nitrogen-containing compound, trichothioneic acid, was discovered from the metabolites of fungal strain FKI-7573 using a mass spectrometry screening method guided by odd number of molecular weights, which indicates compounds that contain an odd number of nitrogen atoms. Strain FKI-7573 was isolated from soil collected in Obihiro, Hokkaido, Japan, and identified as Trichoderma virens by a sequence analysis of the internal transcribed spacer region, including 5.8S ribosomal RNA. The structure of trichothioneic acid was determined by mass spectrometry, nuclear magnetic resonance spectroscopy, electronic circular dichroism spectra, and chemical degradation analyses. These analyses revealed that trichothioneic acid consists of heptelidic acid and L-ergothioneine, and contains three nitrogen atoms. Trichothioneic acid exhibited hydroxyl radical-scavenging and singlet oxygen-quenching activities.

KW - Ergothioneine

KW - Hydroxyl radical

KW - Mass spectrometry

KW - Singlet oxygen

KW - Trichoderma virens

KW - Trichothioneic acid

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Trichothioneic acid, a new antioxidant compound produced by the fungal strain Trichoderma virens FKI-7573

Abstract

Keywords

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