Microbial Screening Based on the Mizoroki–Heck Reaction Permits Exploration of Hydroxyhexylitaconic-Acid-Producing Fungi in Soils

Recently, we developed a unique microbial screening method based on the Mizoroki–Heck reaction for itaconic acid (IA)-producing fungi. This method revealed that 37 out of 240 fungal strains isolated from soils produce vinyl compounds, including IA. In this study, we further characterized these compo...
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Autor*in:	Mei Sano [verfasserIn] Ryoki Yada [verfasserIn] Yusuke Nomura [verfasserIn] Takahiro Kusukawa [verfasserIn] Hiroshi Ando [verfasserIn] Keiji Matsumoto [verfasserIn] Kazuhito Wada [verfasserIn] Tomonari Tanaka [verfasserIn] Hitomi Ohara [verfasserIn] Yuji Aso [verfasserIn]

Format:	E-Artikel
Sprache:	Englisch

Erschienen:	2020

Schlagwörter:	itaconic acid hydroxyhexyl itaconic acid screening Mizoroki–Heck reaction

Übergeordnetes Werk:	In: Microorganisms - MDPI AG, 2013, 8(2020), 5, p 648
Übergeordnetes Werk:	volume:8 ; year:2020 ; number:5, p 648

Links:	Link aufrufen Link aufrufen Link aufrufen Journal toc

DOI / URN:	10.3390/microorganisms8050648

Katalog-ID:	DOAJ017555884

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language	English
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authorswithroles_txt_mv	Mei Sano @@aut@@ Ryoki Yada @@aut@@ Yusuke Nomura @@aut@@ Takahiro Kusukawa @@aut@@ Hiroshi Ando @@aut@@ Keiji Matsumoto @@aut@@ Kazuhito Wada @@aut@@ Tomonari Tanaka @@aut@@ Hitomi Ohara @@aut@@ Yuji Aso @@aut@@
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callnumber-first	Q - Science
author	Mei Sano
spellingShingle	Mei Sano misc QH301-705.5 misc itaconic acid misc hydroxyhexyl itaconic acid misc screening misc Mizoroki–Heck reaction misc Biology (General) Microbial Screening Based on the Mizoroki–Heck Reaction Permits Exploration of Hydroxyhexylitaconic-Acid-Producing Fungi in Soils
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topic_title	QH301-705.5 Microbial Screening Based on the Mizoroki–Heck Reaction Permits Exploration of Hydroxyhexylitaconic-Acid-Producing Fungi in Soils itaconic acid hydroxyhexyl itaconic acid screening Mizoroki–Heck reaction
topic	misc QH301-705.5 misc itaconic acid misc hydroxyhexyl itaconic acid misc screening misc Mizoroki–Heck reaction misc Biology (General)
topic_unstemmed	misc QH301-705.5 misc itaconic acid misc hydroxyhexyl itaconic acid misc screening misc Mizoroki–Heck reaction misc Biology (General)
topic_browse	misc QH301-705.5 misc itaconic acid misc hydroxyhexyl itaconic acid misc screening misc Mizoroki–Heck reaction misc Biology (General)
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title	Microbial Screening Based on the Mizoroki–Heck Reaction Permits Exploration of Hydroxyhexylitaconic-Acid-Producing Fungi in Soils
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title_full	Microbial Screening Based on the Mizoroki–Heck Reaction Permits Exploration of Hydroxyhexylitaconic-Acid-Producing Fungi in Soils
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author_browse	Mei Sano Ryoki Yada Yusuke Nomura Takahiro Kusukawa Hiroshi Ando Keiji Matsumoto Kazuhito Wada Tomonari Tanaka Hitomi Ohara Yuji Aso
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title_sort	microbial screening based on the mizoroki–heck reaction permits exploration of hydroxyhexylitaconic-acid-producing fungi in soils
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title_auth	Microbial Screening Based on the Mizoroki–Heck Reaction Permits Exploration of Hydroxyhexylitaconic-Acid-Producing Fungi in Soils
abstract	Recently, we developed a unique microbial screening method based on the Mizoroki–Heck reaction for itaconic acid (IA)-producing fungi. This method revealed that 37 out of 240 fungal strains isolated from soils produce vinyl compounds, including IA. In this study, we further characterized these compounds in order to verify that the screening method permits the isolation of fungi that produce other vinyl compounds, excluding IA. HPLC analysis showed that 11 out of 37 isolated strains produced IA, similar to <i<Aspergillus terreus</i< S12-1. Surprisingly, the other 8 isolated strains produced two vinyl compounds with HPLC retention times different from that of IA. From these strains, the vinyl compounds of <i<Aspergillus niger</i< S17-5 were characterized. Mass spectrometric and NMR analyses showed that they were identical to 8-hydroxyhexylitaconic acid (8-HHIA) and 9-HHIA. This finding showed that 8-HHIA- and 9-HHIA-producing fungi, as well as IA-producing fungi, are ubiquitously found in soils. Neither 8-HHIA nor 9-HHIA showed antibacterial or anti-inflammatory activities. Interestingly, 8-HHIA and 9-HHIA showed cytotoxicity against the human cervical cancer cell line (HeLa) and human diploid cell line (MRC-5), and MRC-5 only, respectively, compared to IA at the same concentration. This study indicates that the screening method could easily discover fungi producing 8-HHIA and 9-HHIA in soils.
abstractGer	Recently, we developed a unique microbial screening method based on the Mizoroki–Heck reaction for itaconic acid (IA)-producing fungi. This method revealed that 37 out of 240 fungal strains isolated from soils produce vinyl compounds, including IA. In this study, we further characterized these compounds in order to verify that the screening method permits the isolation of fungi that produce other vinyl compounds, excluding IA. HPLC analysis showed that 11 out of 37 isolated strains produced IA, similar to <i<Aspergillus terreus</i< S12-1. Surprisingly, the other 8 isolated strains produced two vinyl compounds with HPLC retention times different from that of IA. From these strains, the vinyl compounds of <i<Aspergillus niger</i< S17-5 were characterized. Mass spectrometric and NMR analyses showed that they were identical to 8-hydroxyhexylitaconic acid (8-HHIA) and 9-HHIA. This finding showed that 8-HHIA- and 9-HHIA-producing fungi, as well as IA-producing fungi, are ubiquitously found in soils. Neither 8-HHIA nor 9-HHIA showed antibacterial or anti-inflammatory activities. Interestingly, 8-HHIA and 9-HHIA showed cytotoxicity against the human cervical cancer cell line (HeLa) and human diploid cell line (MRC-5), and MRC-5 only, respectively, compared to IA at the same concentration. This study indicates that the screening method could easily discover fungi producing 8-HHIA and 9-HHIA in soils.
abstract_unstemmed	Recently, we developed a unique microbial screening method based on the Mizoroki–Heck reaction for itaconic acid (IA)-producing fungi. This method revealed that 37 out of 240 fungal strains isolated from soils produce vinyl compounds, including IA. In this study, we further characterized these compounds in order to verify that the screening method permits the isolation of fungi that produce other vinyl compounds, excluding IA. HPLC analysis showed that 11 out of 37 isolated strains produced IA, similar to <i<Aspergillus terreus</i< S12-1. Surprisingly, the other 8 isolated strains produced two vinyl compounds with HPLC retention times different from that of IA. From these strains, the vinyl compounds of <i<Aspergillus niger</i< S17-5 were characterized. Mass spectrometric and NMR analyses showed that they were identical to 8-hydroxyhexylitaconic acid (8-HHIA) and 9-HHIA. This finding showed that 8-HHIA- and 9-HHIA-producing fungi, as well as IA-producing fungi, are ubiquitously found in soils. Neither 8-HHIA nor 9-HHIA showed antibacterial or anti-inflammatory activities. Interestingly, 8-HHIA and 9-HHIA showed cytotoxicity against the human cervical cancer cell line (HeLa) and human diploid cell line (MRC-5), and MRC-5 only, respectively, compared to IA at the same concentration. This study indicates that the screening method could easily discover fungi producing 8-HHIA and 9-HHIA in soils.
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title_short	Microbial Screening Based on the Mizoroki–Heck Reaction Permits Exploration of Hydroxyhexylitaconic-Acid-Producing Fungi in Soils
url	https://doi.org/10.3390/microorganisms8050648 https://doaj.org/article/be4350324c384ec1bf224432eac24c11 https://www.mdpi.com/2076-2607/8/5/648 https://doaj.org/toc/2076-2607
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Microbial Screening Based on the Mizoroki–Heck Reaction Permits Exploration of Hydroxyhexylitaconic-Acid-Producing Fungi in Soils

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