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Article: Thermal degradation of sulforaphane in aqueous solution

TitleThermal degradation of sulforaphane in aqueous solution
Authors
Issue Date1999
PublisherAmerican Chemical Society. The Journal's web site is located at http://pubs.acs.org/journal/jafcau
Citation
Journal Of Agricultural And Food Chemistry, 1999, v. 47 n. 8, p. 3121-3123 How to Cite?
AbstractSulforaphane, a cancer chemopreventive agent identified from broccoli, was degraded in an aqueous solution at 50 and 100 °C. The reaction mixtures were extracted with methylene chloride and analyzed by gas chromatography (GC) and gas chromatography/mass spectrometry (GC/MS). Dimethyl disulfide, S- methyl methylthiosulfinate, S-methyl methylthiosulfonate, methyl (methylthio)methyl disulfide, 1,2,4-trithiolane, 4-isothiocyanato-1- (methylthio)-1-butene, and 3-butenyl isothiocyanate were identified as volatile decomposition products. After methylene chloride extraction, the aqueous layer was dried and silica gel column chromatography was used to separate and purify the nonvolatile decomposition products. The major thermal degradation compound was determined by 1H NMR, 13C NMR, and FAB-MS as N,N'-di(4-methylsulfinyl)butyl thiourea. A possible mechanism for the formation of these products is proposed.
Persistent Identifierhttp://hdl.handle.net/10722/178656
ISSN
2015 Impact Factor: 2.857
2015 SCImago Journal Rankings: 1.246
ISI Accession Number ID
References

 

DC FieldValueLanguage
dc.contributor.authorJin, Yen_US
dc.contributor.authorWang, Men_US
dc.contributor.authorRosen, RTen_US
dc.contributor.authorHo, CTen_US
dc.date.accessioned2012-12-19T09:48:59Z-
dc.date.available2012-12-19T09:48:59Z-
dc.date.issued1999en_US
dc.identifier.citationJournal Of Agricultural And Food Chemistry, 1999, v. 47 n. 8, p. 3121-3123en_US
dc.identifier.issn0021-8561en_US
dc.identifier.urihttp://hdl.handle.net/10722/178656-
dc.description.abstractSulforaphane, a cancer chemopreventive agent identified from broccoli, was degraded in an aqueous solution at 50 and 100 °C. The reaction mixtures were extracted with methylene chloride and analyzed by gas chromatography (GC) and gas chromatography/mass spectrometry (GC/MS). Dimethyl disulfide, S- methyl methylthiosulfinate, S-methyl methylthiosulfonate, methyl (methylthio)methyl disulfide, 1,2,4-trithiolane, 4-isothiocyanato-1- (methylthio)-1-butene, and 3-butenyl isothiocyanate were identified as volatile decomposition products. After methylene chloride extraction, the aqueous layer was dried and silica gel column chromatography was used to separate and purify the nonvolatile decomposition products. The major thermal degradation compound was determined by 1H NMR, 13C NMR, and FAB-MS as N,N'-di(4-methylsulfinyl)butyl thiourea. A possible mechanism for the formation of these products is proposed.en_US
dc.languageengen_US
dc.publisherAmerican Chemical Society. The Journal's web site is located at http://pubs.acs.org/journal/jafcauen_US
dc.relation.ispartofJournal of Agricultural and Food Chemistryen_US
dc.subject.meshAnticarcinogenic Agents - Chemistryen_US
dc.subject.meshBrassicaen_US
dc.subject.meshCookingen_US
dc.subject.meshHot Temperatureen_US
dc.subject.meshMagnetic Resonance Spectroscopyen_US
dc.subject.meshSolutionsen_US
dc.subject.meshSpectrometry, Mass, Fast Atom Bombardmenten_US
dc.subject.meshThiocyanates - Chemistryen_US
dc.subject.meshWateren_US
dc.titleThermal degradation of sulforaphane in aqueous solutionen_US
dc.typeArticleen_US
dc.identifier.emailWang, M: mfwang@hku.hken_US
dc.identifier.authorityWang, M=rp00800en_US
dc.description.naturelink_to_subscribed_fulltexten_US
dc.identifier.doi10.1021/jf990082een_US
dc.identifier.pmid10552618-
dc.identifier.scopuseid_2-s2.0-0032854044en_US
dc.relation.referenceshttp://www.scopus.com/mlt/select.url?eid=2-s2.0-0032854044&selection=ref&src=s&origin=recordpageen_US
dc.identifier.volume47en_US
dc.identifier.issue8en_US
dc.identifier.spage3121en_US
dc.identifier.epage3123en_US
dc.identifier.isiWOS:000082128700024-
dc.publisher.placeUnited Statesen_US
dc.identifier.scopusauthoridJin, Y=55215771400en_US
dc.identifier.scopusauthoridWang, M=7406691844en_US
dc.identifier.scopusauthoridRosen, RT=7202895150en_US
dc.identifier.scopusauthoridHo, CT=7404652573en_US

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