Screening for Sulfur Compounds by Molybdenum-Catalyzed Oxidation Combined with Liquid Chromatography-Mass Spectrometry

The molybdenum (Mo)-catalyzed oxidation of sulfide under neutral conditions yields sulfone. This reaction proceeds more smoothly than olefin epoxidation and primary or secondary alcohol oxidation. In this study, Mo-catalyzed oxidation was used to screen for sulfur compounds (named “MoS-scr...

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Main Authors: Hirotaka Matsuo, Yu Hanamure, Rei Miyano, Yōko Takahashi, Satoshi Ōmura, Takuji Nakashima
Format: Article
Language:English
Published: MDPI AG 2020-01-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/25/2/240
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author Hirotaka Matsuo
Yu Hanamure
Rei Miyano
Yōko Takahashi
Satoshi Ōmura
Takuji Nakashima
author_facet Hirotaka Matsuo
Yu Hanamure
Rei Miyano
Yōko Takahashi
Satoshi Ōmura
Takuji Nakashima
author_sort Hirotaka Matsuo
collection DOAJ
description The molybdenum (Mo)-catalyzed oxidation of sulfide under neutral conditions yields sulfone. This reaction proceeds more smoothly than olefin epoxidation and primary or secondary alcohol oxidation. In this study, Mo-catalyzed oxidation was used to screen for sulfur compounds (named &#8220;MoS-screening&#8221;) in microbial broths by liquid chromatography-mass spectrometry (LC/MS). To demonstrate proof-of-concept, known sulfur microbial compounds were successfully identified from a mixture of non-sulfur microbial compounds as sulfinyl or sulfonyl products of Mo-catalyzed oxidation. Then our MoS-screening method was used to screen 300 samples of microbial broth for sulfur compounds. One of the identified compounds was a kitasetaline-containing <i>N</i>-acetyl cysteine moiety produced by an actinomycete strain. These results demonstrate the potential of MoS-screening in the search for new sulfur compounds from microbial sources.
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spelling doaj.art-41ca103814ec4fc39c37a1d52fbb018e2022-12-22T00:54:34ZengMDPI AGMolecules1420-30492020-01-0125224010.3390/molecules25020240molecules25020240Screening for Sulfur Compounds by Molybdenum-Catalyzed Oxidation Combined with Liquid Chromatography-Mass SpectrometryHirotaka Matsuo0Yu Hanamure1Rei Miyano2Yōko Takahashi3Satoshi Ōmura4Takuji Nakashima5Kitasato Institute for Life Sciences, Kitasato University, 5-9-1 Shirokane, Minato-ku, Tokyo 108-8641, JapanKitasato Institute for Life Sciences, Kitasato University, 5-9-1 Shirokane, Minato-ku, Tokyo 108-8641, JapanGraduate School of Infection Control Sciences, Kitasato University, 5-9-1 Shirokane, Minato-ku, Tokyo 108-8641, JapanKitasato Institute for Life Sciences, Kitasato University, 5-9-1 Shirokane, Minato-ku, Tokyo 108-8641, JapanKitasato Institute for Life Sciences, Kitasato University, 5-9-1 Shirokane, Minato-ku, Tokyo 108-8641, JapanKitasato Institute for Life Sciences, Kitasato University, 5-9-1 Shirokane, Minato-ku, Tokyo 108-8641, JapanThe molybdenum (Mo)-catalyzed oxidation of sulfide under neutral conditions yields sulfone. This reaction proceeds more smoothly than olefin epoxidation and primary or secondary alcohol oxidation. In this study, Mo-catalyzed oxidation was used to screen for sulfur compounds (named &#8220;MoS-screening&#8221;) in microbial broths by liquid chromatography-mass spectrometry (LC/MS). To demonstrate proof-of-concept, known sulfur microbial compounds were successfully identified from a mixture of non-sulfur microbial compounds as sulfinyl or sulfonyl products of Mo-catalyzed oxidation. Then our MoS-screening method was used to screen 300 samples of microbial broth for sulfur compounds. One of the identified compounds was a kitasetaline-containing <i>N</i>-acetyl cysteine moiety produced by an actinomycete strain. These results demonstrate the potential of MoS-screening in the search for new sulfur compounds from microbial sources.https://www.mdpi.com/1420-3049/25/2/240microbial metabolitesmolybdenum-catalyzed oxidationmos-screeningscreening methodsulfoxidationsulfur compounds
spellingShingle Hirotaka Matsuo
Yu Hanamure
Rei Miyano
Yōko Takahashi
Satoshi Ōmura
Takuji Nakashima
Screening for Sulfur Compounds by Molybdenum-Catalyzed Oxidation Combined with Liquid Chromatography-Mass Spectrometry
Molecules
microbial metabolites
molybdenum-catalyzed oxidation
mos-screening
screening method
sulfoxidation
sulfur compounds
title Screening for Sulfur Compounds by Molybdenum-Catalyzed Oxidation Combined with Liquid Chromatography-Mass Spectrometry
title_full Screening for Sulfur Compounds by Molybdenum-Catalyzed Oxidation Combined with Liquid Chromatography-Mass Spectrometry
title_fullStr Screening for Sulfur Compounds by Molybdenum-Catalyzed Oxidation Combined with Liquid Chromatography-Mass Spectrometry
title_full_unstemmed Screening for Sulfur Compounds by Molybdenum-Catalyzed Oxidation Combined with Liquid Chromatography-Mass Spectrometry
title_short Screening for Sulfur Compounds by Molybdenum-Catalyzed Oxidation Combined with Liquid Chromatography-Mass Spectrometry
title_sort screening for sulfur compounds by molybdenum catalyzed oxidation combined with liquid chromatography mass spectrometry
topic microbial metabolites
molybdenum-catalyzed oxidation
mos-screening
screening method
sulfoxidation
sulfur compounds
url https://www.mdpi.com/1420-3049/25/2/240
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