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Article: Detection, characterization, and quantification of resveratrol glycosides in transgenic arabidopsis over-expressing a sorghum stilbene synthase gene by liquid chromatography/tandem mass spectrometry

TitleDetection, characterization, and quantification of resveratrol glycosides in transgenic arabidopsis over-expressing a sorghum stilbene synthase gene by liquid chromatography/tandem mass spectrometry
Authors
Issue Date2007
PublisherJohn Wiley & Sons Ltd. The Journal's web site is located at http://www.interscience.wiley.com/jpages/0951-4198/
Citation
Rapid Communications In Mass Spectrometry, 2007, v. 21 n. 24, p. 4101-4108 How to Cite?
AbstractTransgenic Arabidopsis plants were analyzed by liquid chromatography/tandem mass spectrometry (LC/MS/MS) to investigate the glycosylation patterns of resveratrol derived from expression of a sorghum stilbene synthase gene. In negative ionization mode, the different resveratrol derivatives fragmented to yield the diagnostic deprotonated resveratrol ion at m/z 227.2. The use of precursor ion scanning led to the identification of precursor ions for different resveratrol glycosides through rapid differentiation from other phytochemical constituents. Structural information was generated simultaneously from the low-collision-energy product ion spectra using hybrid linear ion-trap mass spectrometry. Three additional resveratrol-related metabolites - a resveratrol diglucoside (M1) and trans- and cis-resveratrol acetylhexosides (M2 and M3) - were detected in the crude plant extracts. The identities of M1, M2, and M3 were confirmed by accurate mass analysis on a quadrupole time-of-flight mass spectrometer as well as β-glucosidase digestion or UV-induced isomerization. Quantitative analyses by LC/MS in multiple reaction monitoring mode revealed that resveratrol diglucoside and cis-resveratrol acetyhexoside accumulated up to 2.79 and 10.38 μg/g, respectively, while trans-resveratrol acetylhexoside was barely detectable. This study demonstrated the power of the hybrid linear ion-trap technology for simultaneous profiling and structural characterization of stilbene-related metabolites, which would be useful to understand how resveratrol is modified in sorghum and other plants. Copyright © 2007 John Wiley & Sons, Ltd.
Persistent Identifierhttp://hdl.handle.net/10722/157500
ISSN
2015 Impact Factor: 2.226
2015 SCImago Journal Rankings: 0.819
ISI Accession Number ID
References

 

DC FieldValueLanguage
dc.contributor.authorLo, Cen_HK
dc.contributor.authorLe Blanc, JCYen_HK
dc.contributor.authorYu, CKYen_HK
dc.contributor.authorSze, KHen_HK
dc.contributor.authorNg, DCMen_HK
dc.contributor.authorChu, IKen_HK
dc.date.accessioned2012-08-08T08:50:36Z-
dc.date.available2012-08-08T08:50:36Z-
dc.date.issued2007en_HK
dc.identifier.citationRapid Communications In Mass Spectrometry, 2007, v. 21 n. 24, p. 4101-4108en_HK
dc.identifier.issn0951-4198en_HK
dc.identifier.urihttp://hdl.handle.net/10722/157500-
dc.description.abstractTransgenic Arabidopsis plants were analyzed by liquid chromatography/tandem mass spectrometry (LC/MS/MS) to investigate the glycosylation patterns of resveratrol derived from expression of a sorghum stilbene synthase gene. In negative ionization mode, the different resveratrol derivatives fragmented to yield the diagnostic deprotonated resveratrol ion at m/z 227.2. The use of precursor ion scanning led to the identification of precursor ions for different resveratrol glycosides through rapid differentiation from other phytochemical constituents. Structural information was generated simultaneously from the low-collision-energy product ion spectra using hybrid linear ion-trap mass spectrometry. Three additional resveratrol-related metabolites - a resveratrol diglucoside (M1) and trans- and cis-resveratrol acetylhexosides (M2 and M3) - were detected in the crude plant extracts. The identities of M1, M2, and M3 were confirmed by accurate mass analysis on a quadrupole time-of-flight mass spectrometer as well as β-glucosidase digestion or UV-induced isomerization. Quantitative analyses by LC/MS in multiple reaction monitoring mode revealed that resveratrol diglucoside and cis-resveratrol acetyhexoside accumulated up to 2.79 and 10.38 μg/g, respectively, while trans-resveratrol acetylhexoside was barely detectable. This study demonstrated the power of the hybrid linear ion-trap technology for simultaneous profiling and structural characterization of stilbene-related metabolites, which would be useful to understand how resveratrol is modified in sorghum and other plants. Copyright © 2007 John Wiley & Sons, Ltd.en_HK
dc.languageengen_US
dc.publisherJohn Wiley & Sons Ltd. The Journal's web site is located at http://www.interscience.wiley.com/jpages/0951-4198/en_HK
dc.relation.ispartofRapid Communications in Mass Spectrometryen_HK
dc.rightsRapid Communications in Mass Spectrometry . Copyright © John Wiley & Sons Ltd.-
dc.subject.meshAcyltransferases - Genetics - Metabolismen_US
dc.subject.meshArabidopsis - Chemistry - Genetics - Metabolismen_US
dc.subject.meshChromatography, High Pressure Liquiden_US
dc.subject.meshDna, Plant - Geneticsen_US
dc.subject.meshGene Expression Regulation, Enzymologicen_US
dc.subject.meshGene Expression Regulation, Planten_US
dc.subject.meshGlycosides - Analysis - Chemistry - Metabolismen_US
dc.subject.meshGlycosylationen_US
dc.subject.meshPlant Extracts - Chemistryen_US
dc.subject.meshPlants, Genetically Modifieden_US
dc.subject.meshSorghum - Enzymologyen_US
dc.subject.meshSpectrometry, Mass, Electrospray Ionization - Methodsen_US
dc.subject.meshStilbenes - Analysis - Chemistry - Metabolismen_US
dc.subject.meshTandem Mass Spectrometry - Methodsen_US
dc.titleDetection, characterization, and quantification of resveratrol glycosides in transgenic arabidopsis over-expressing a sorghum stilbene synthase gene by liquid chromatography/tandem mass spectrometryen_HK
dc.typeArticleen_HK
dc.identifier.emailLo, C: clivelo@hkucc.hku.hken_HK
dc.identifier.emailSze, KH: khsze@hku.hken_HK
dc.identifier.emailChu, IK: ivankchu@hku.hken_HK
dc.identifier.authorityLo, C=rp00751en_HK
dc.identifier.authoritySze, KH=rp00785en_HK
dc.identifier.authorityChu, IK=rp00683en_HK
dc.description.naturelink_to_subscribed_fulltexten_US
dc.identifier.doi10.1002/rcm.3316en_HK
dc.identifier.pmid18023075-
dc.identifier.scopuseid_2-s2.0-37649000301en_HK
dc.identifier.hkuros142719-
dc.relation.referenceshttp://www.scopus.com/mlt/select.url?eid=2-s2.0-37649000301&selection=ref&src=s&origin=recordpageen_HK
dc.identifier.volume21en_HK
dc.identifier.issue24en_HK
dc.identifier.spage4101en_HK
dc.identifier.epage4108en_HK
dc.identifier.isiWOS:000251833200023-
dc.publisher.placeUnited Kingdomen_HK
dc.identifier.scopusauthoridLo, C=15737175700en_HK
dc.identifier.scopusauthoridYves Le Blanc, JC=7801494755en_HK
dc.identifier.scopusauthoridYu, CKY=8932539000en_HK
dc.identifier.scopusauthoridSze, KH=7006735061en_HK
dc.identifier.scopusauthoridNg, DCM=36981534500en_HK
dc.identifier.scopusauthoridChu, IK=7103327484en_HK

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