{"@context":{"@vocab":"https://cir.nii.ac.jp/schema/1.0/","rdfs":"http://www.w3.org/2000/01/rdf-schema#","dc":"http://purl.org/dc/elements/1.1/","dcterms":"http://purl.org/dc/terms/","foaf":"http://xmlns.com/foaf/0.1/","prism":"http://prismstandard.org/namespaces/basic/2.0/","cinii":"http://ci.nii.ac.jp/ns/1.0/","datacite":"https://schema.datacite.org/meta/kernel-4/","ndl":"http://ndl.go.jp/dcndl/terms/","jpcoar":"https://github.com/JPCOAR/schema/blob/master/2.0/"},"@id":"https://cir.nii.ac.jp/crid/1362825895412365440.json","@type":"Article","productIdentifier":[{"identifier":{"@type":"DOI","@value":"10.1021/ac302733c"}},{"identifier":{"@type":"URI","@value":"https://pubs.acs.org/doi/pdf/10.1021/ac302733c"}},{"identifier":{"@type":"PMID","@value":"23327693"}}],"resourceType":"学術雑誌論文(journal article)","dc:title":[{"@value":"Combination of Liquid Chromatography–Fourier Transform Ion Cyclotron Resonance-Mass Spectrometry with <sup>13</sup>C-Labeling for Chemical Assignment of Sulfur-Containing Metabolites in Onion Bulbs"},{"@language":"en","@value":"Combination of liquid chromatography-Fourier transform ion cyclotron resonance-mass spectrometry with 13C-labeling for chemical assignment of sulfur-containing metabolites in onion bulbs."}],"description":[{"notation":[{"@value":"Phytochemicals containing heteroatoms (N, O, S, and halogens) often have biological activities that are beneficial to humans. Although targeted profiling methods for such phytochemicals are expected to contribute to rapid chemical assignments, thus making phytochemical genomics and crop breeding much more efficient, there are few profiling methods for the metabolites. Here, as an ultrahigh performance approach, we propose a practical profiling method for S-containing metabolites (S-omics) using onions (Allium cepa) as a representative species and (12)C- and (13)C-based mass spectrometry (MS) and tandem mass spectrometry (MS/MS) analyses by liquid chromatography-Fourier transform ion cyclotron resonance-mass spectrometry (LC-FTICR-MS). Use of the ultrahigh quality data from FTICR-MS enabled simplifying the previous methods to determine specific elemental compositions. MS analysis with a resolution of250,000 full width at half-maximum and a mass accuracy of1 ppm can distinguish S-containing monoisotopic ions from other ions on the basis of the natural abundance of (32)S and (34)S and the mass differences among the S isotopes. Comprehensive peak picking using the theoretical mass difference (1.99579 Da) between (32)S-containing monoisotopic ions and their (34)S-substituted counterparts led to the assignment of 67 S-containing monoisotopic ions from the (12)C-based MS spectra, which contained 4693 chromatographic ions. The unambiguous elemental composition of 22 ions was identified through comparative analysis of the (12)C- and (13)C-based MS spectra. Finally, of these, six ions were found to be derived from S-alk(en)ylcysteine sulfoxides and glutathione derivatives. This S-atom-driven approach afforded an efficient chemical assignment of S-containing metabolites, suggesting its potential application for screening not only S but also other heteroatom-containing metabolites in MS-based metabolomics."}]}],"creator":[{"@id":"https://cir.nii.ac.jp/crid/1382825895412365569","@type":"Researcher","foaf:name":[{"@value":"Ryo Nakabayashi"}],"jpcoar:affiliationName":[{"@value":"RIKEN Plant Science Center, 1-7-22 Suehiro-cho, Tsurumi-ku, Yokohama 230-0045,\rJapan"}]},{"@id":"https://cir.nii.ac.jp/crid/1382825895412365573","@type":"Researcher","foaf:name":[{"@value":"Yuji Sawada"}],"jpcoar:affiliationName":[{"@value":"RIKEN Plant Science Center, 1-7-22 Suehiro-cho, Tsurumi-ku, Yokohama 230-0045,\rJapan"}]},{"@id":"https://cir.nii.ac.jp/crid/1382825895412365571","@type":"Researcher","foaf:name":[{"@value":"Yutaka Yamada"}],"jpcoar:affiliationName":[{"@value":"RIKEN Plant Science Center, 1-7-22 Suehiro-cho, Tsurumi-ku, Yokohama 230-0045,\rJapan"}]},{"@id":"https://cir.nii.ac.jp/crid/1382825895412365570","@type":"Researcher","foaf:name":[{"@value":"Makoto Suzuki"}],"jpcoar:affiliationName":[{"@value":"RIKEN Plant Science Center, 1-7-22 Suehiro-cho, Tsurumi-ku, Yokohama 230-0045,\rJapan"}]},{"@id":"https://cir.nii.ac.jp/crid/1382825895412365568","@type":"Researcher","foaf:name":[{"@value":"Masami Yokota Hirai"}],"jpcoar:affiliationName":[{"@value":"RIKEN Plant Science Center, 1-7-22 Suehiro-cho, Tsurumi-ku, Yokohama 230-0045,\rJapan"}]},{"@id":"https://cir.nii.ac.jp/crid/1382825895412365572","@type":"Researcher","foaf:name":[{"@value":"Tetsuya Sakurai"}],"jpcoar:affiliationName":[{"@value":"RIKEN Plant Science Center, 1-7-22 Suehiro-cho, Tsurumi-ku, Yokohama 230-0045,\rJapan"}]},{"@id":"https://cir.nii.ac.jp/crid/1382825895412365574","@type":"Researcher","foaf:name":[{"@value":"Kazuki Saito"}],"jpcoar:affiliationName":[{"@value":"RIKEN Plant Science Center, 1-7-22 Suehiro-cho, Tsurumi-ku, Yokohama 230-0045,\rJapan"},{"@value":"Graduate School of\rPharmaceutical\rSciences, Chiba University, 1-8-1 Inohana,\rChuo-ku, Chiba 260-8675, Japan"}]}],"publication":{"publicationIdentifier":[{"@type":"PISSN","@value":"00032700"},{"@type":"EISSN","@value":"15206882"}],"prism:publicationName":[{"@value":"Analytical Chemistry"}],"dc:publisher":[{"@value":"American Chemical Society (ACS)"}],"prism:publicationDate":"2013-01-17","prism:volume":"85","prism:number":"3","prism:startingPage":"1310","prism:endingPage":"1315"},"reviewed":"false","url":[{"@id":"https://pubs.acs.org/doi/pdf/10.1021/ac302733c"}],"createdAt":"2013-01-17","modifiedAt":"2023-04-13","foaf:topic":[{"@id":"https://cir.nii.ac.jp/all?q=Fourier%20Analysis","dc:title":"Fourier Analysis"},{"@id":"https://cir.nii.ac.jp/all?q=Plant%20Extracts","dc:title":"Plant Extracts"},{"@id":"https://cir.nii.ac.jp/all?q=Tandem%20Mass%20Spectrometry","dc:title":"Tandem Mass Spectrometry"},{"@id":"https://cir.nii.ac.jp/all?q=Onions","dc:title":"Onions"},{"@id":"https://cir.nii.ac.jp/all?q=Cyclotrons","dc:title":"Cyclotrons"},{"@id":"https://cir.nii.ac.jp/all?q=Plant%20Roots","dc:title":"Plant Roots"},{"@id":"https://cir.nii.ac.jp/all?q=Sulfur","dc:title":"Sulfur"},{"@id":"https://cir.nii.ac.jp/all?q=Chromatography,%20Liquid","dc:title":"Chromatography, Liquid"}],"relatedProduct":[{"@id":"https://cir.nii.ac.jp/crid/1050001202554144896","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@language":"en","@value":"Using Metabolomic Approaches to Explore Chemical Diversity in Rice"}]},{"@id":"https://cir.nii.ac.jp/crid/1050002213762175104","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@language":"en","@value":"Development of high-throughput quantitative analytical method for l-cysteine-containing dipeptides by LC–MS/MS toward its fermentative production"}]},{"@id":"https://cir.nii.ac.jp/crid/1050564287411360512","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["references"],"jpcoar:relatedTitle":[{"@language":"en","@value":"Chromosomal organization and sequence diversity of genes encoding lachrymatory factor synthase in Allium cepa L."},{"@value":"Chromosomal Organization and Sequence Diversity of Genes Encoding Lachrymatory Factor Synthase in <i>Allium cepa</i> L."}]},{"@id":"https://cir.nii.ac.jp/crid/1360001113984986624","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@value":"Advances in computational metabolomics and databases deepen the understanding of metabolisms"}]},{"@id":"https://cir.nii.ac.jp/crid/1360001114221977344","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"RIKEN tandem mass spectral database (ReSpect) for phytochemicals: A plant-specific MS/MS-based data resource and database"}]},{"@id":"https://cir.nii.ac.jp/crid/1360002216112004864","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@value":"Phytochemical genomics — a new trend"}]},{"@id":"https://cir.nii.ac.jp/crid/1360002216603672192","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@value":"Hydrogen Rearrangement Rules: Computational MS/MS Fragmentation and Structure Elucidation Using MS-FINDER Software"}]},{"@id":"https://cir.nii.ac.jp/crid/1360002217846645632","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Metabolomics of a Single Vacuole Reveals Metabolic Dynamism in an Alga <i>Chara australis</i>"}]},{"@id":"https://cir.nii.ac.jp/crid/1360004239462065280","@type":"Article","resourceType":"学術雑誌論文(journal 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approach for determining growth-specific metabolites based on Fourier transform ion cyclotron resonance mass spectrometry"}]},{"@id":"https://cir.nii.ac.jp/crid/1360013168752753280","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@value":"Metabolomics and complementary techniques to investigate the plant phytochemical cosmos"}]},{"@id":"https://cir.nii.ac.jp/crid/1360013170422597888","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Dual Labeling of Metabolites for Metabolome Analysis (DLEMMA): A New Approach for the Identification and Relative Quantification of Metabolites by Means of Dual Isotope Labeling and Liquid Chromatography−Mass Spectrometry"}]},{"@id":"https://cir.nii.ac.jp/crid/1360014417037075840","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Stable Isotope Assisted Assignment of Elemental Compositions for 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metabolomics using stable isotope labeling for identifying the missing specialized metabolism in plants"}]},{"@id":"https://cir.nii.ac.jp/crid/1360574093789026560","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Metabolomics for Functional Genomics, Systems Biology, and Biotechnology"}]},{"@id":"https://cir.nii.ac.jp/crid/1360574096264711552","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Functional genomics by integrated analysis of metabolome and transcriptome of Arabidopsis plants over‐expressing an MYB transcription factor"}]},{"@id":"https://cir.nii.ac.jp/crid/1360577366990070144","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Plant Gene Clusters and Opiates"}]},{"@id":"https://cir.nii.ac.jp/crid/1360846643135624576","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Dissection of genotype–phenotype associations in rice grains using metabolome quantitative trait loci analysis"}]},{"@id":"https://cir.nii.ac.jp/crid/1360849942913366144","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@value":"Metabolomics with <sup>15</sup>N Labeling for Characterizing Missing Monoterpene Indole Alkaloids in Plants"}]},{"@id":"https://cir.nii.ac.jp/crid/1360855570754409600","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Comprehensive metabolic profiling and phenotyping of interspecific introgression lines for tomato improvement"}]},{"@id":"https://cir.nii.ac.jp/crid/1360855570909585920","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"An onion enzyme that makes the eyes water"}]},{"@id":"https://cir.nii.ac.jp/crid/1360855571020421632","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"A γ-Glutamyl Peptide Isolated from Onion (<i>Allium cepa</i>L.) by Bioassay-Guided Fractionation Inhibits Resorption Activity of Osteoclasts"}]},{"@id":"https://cir.nii.ac.jp/crid/1360855571092908672","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"GLYCOALKALOID METABOLISM1 Is Required for Steroidal Alkaloid Glycosylation and Prevention of Phytotoxicity in Tomato"}]},{"@id":"https://cir.nii.ac.jp/crid/1361131419486226432","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@value":"Sulphur systems biology—making sense of omics data"}]},{"@id":"https://cir.nii.ac.jp/crid/1361137043769579008","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Untargeted large-scale plant metabolomics using liquid chromatography coupled to mass spectrometry"}]},{"@id":"https://cir.nii.ac.jp/crid/1361137044603044480","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"The genetics of 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ultrahigh-field Fourier transform ion cyclotron resonance mass spectrometry"}]},{"@id":"https://cir.nii.ac.jp/crid/1361699994423844608","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Polyphenol Identification Based on Systematic and Robust High-Resolution Accurate Mass Spectrometry Fragmentation"}]},{"@id":"https://cir.nii.ac.jp/crid/1361699995284240256","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"<sup>13</sup>C Isotope-Labeled Metabolomes Allowing for Improved Compound Annotation and Relative Quantification in Liquid Chromatography-Mass Spectrometry-based Metabolomic Research"}]},{"@id":"https://cir.nii.ac.jp/crid/1361975841850595456","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@value":"Analysis of potential anti-aging beverage Pru, a traditional Cuban refreshment, by desorption electrospray ionization-mass spectrometry and FTICR tandem 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metabolomics for understanding of global responses to nutritional stresses in\n                    <i>Arabidopsis thaliana</i>"}]},{"@id":"https://cir.nii.ac.jp/crid/1363107368285883904","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Toward the Storage Metabolome: Profiling the Barley Vacuole"}]},{"@id":"https://cir.nii.ac.jp/crid/1363388843827697792","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"A Strategy for the Determination of the Elemental Composition by Fourier Transform Ion Cyclotron Resonance Mass Spectrometry Based on Isotopic Peak Ratios"}]},{"@id":"https://cir.nii.ac.jp/crid/1363388845968416128","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Widely Targeted Metabolomics Based on Large-Scale MS/MS Data for Elucidating Metabolite Accumulation Patterns in Plants"}]},{"@id":"https://cir.nii.ac.jp/crid/1363670319653889152","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Elemental formula annotation of polar and lipophilic metabolites using\n                    <sup>13</sup>\n                    C,\n                    <sup>15</sup>\n                    N and\n                    <sup>34</sup>\n                    S isotope labelling, in combination with high‐resolution mass spectrometry"}]},{"@id":"https://cir.nii.ac.jp/crid/1363951793494962688","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Bioactive S-alk(en)yl cysteine sulfoxide metabolites in the genus Allium: the chemistry of potential therapeutic agents"}]},{"@id":"https://cir.nii.ac.jp/crid/1363951793692691712","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"High‐resolution plant metabolomics: from mass spectral features to metabolites and from whole‐cell analysis to subcellular metabolite distributions"}]},{"@id":"https://cir.nii.ac.jp/crid/1364233269470326528","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Metabolomics reveals comprehensive reprogramming involving two independent metabolic responses of Arabidopsis to UV‐B light"}]},{"@id":"https://cir.nii.ac.jp/crid/1364233270745013888","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Silencing Onion Lachrymatory Factor Synthase Causes a Significant Change in the Sulfur Secondary Metabolite Profile"}]},{"@id":"https://cir.nii.ac.jp/crid/1390001204326850560","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@language":"en","@value":"Revisiting anabasine biosynthesis in tobacco hairy roots expressing plant lysine decarboxylase gene by using <sup>15</sup>N-labeled lysine"},{"@value":"Revisiting anabasine biosynthesis in tobacco hairy roots expressing plant lysine decarboxylase 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