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Article: Isomerization of trans-astaxanthin to cis-isomers in organic solvents

TitleIsomerization of trans-astaxanthin to cis-isomers in organic solvents
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. 9, p. 3656-3660 How to Cite?
AbstractThe isomerization of trans-astaxanthin to cis-isomers in organic solvents was investigated. trans-Astaxanthin was dissolved in dimethyl sulfoxide, dichloromethane, chloroform, acetone, methanol, acetonitrile, and a mixture of dichloromethane and methanol (25:75) respectively, and heated at 35 °C followed by analyzing cis- and trans-astaxanthins in the solutions using HPLC. The isomerization rates of trans-astaxanthin were dependent on the solvent, and the following order was found: dichloromethane > chloroform > the mixture of dichloromethane and methanol (25:75) > methanol > acetonitrile > acetone > dimethyl sulfoxide. In different solvents, the relative contents of 9-cis and 13-cis-astaxanthins formed during isomerization were different. In all solvents, 13-cis-isomer was the main cis-isomer from trans-astaxanthin, trans-Astaxanthin dissolved in dichloromethane or chloroform was very readily isomerized to cis-isomers, especially for dichloromethane, in which a maximum isomerization percentage was found and an equilibrium practically was reached after an appropriate time interval. Results also indicated that a higher temperature could promote markedly the isomerization of trans-astaxanthin.
Persistent Identifierhttp://hdl.handle.net/10722/178651
ISSN
2015 Impact Factor: 2.857
2015 SCImago Journal Rankings: 1.246
References

 

DC FieldValueLanguage
dc.contributor.authorYuan, JPen_US
dc.contributor.authorChen, Fen_US
dc.date.accessioned2012-12-19T09:48:56Z-
dc.date.available2012-12-19T09:48:56Z-
dc.date.issued1999en_US
dc.identifier.citationJournal Of Agricultural And Food Chemistry, 1999, v. 47 n. 9, p. 3656-3660en_US
dc.identifier.issn0021-8561en_US
dc.identifier.urihttp://hdl.handle.net/10722/178651-
dc.description.abstractThe isomerization of trans-astaxanthin to cis-isomers in organic solvents was investigated. trans-Astaxanthin was dissolved in dimethyl sulfoxide, dichloromethane, chloroform, acetone, methanol, acetonitrile, and a mixture of dichloromethane and methanol (25:75) respectively, and heated at 35 °C followed by analyzing cis- and trans-astaxanthins in the solutions using HPLC. The isomerization rates of trans-astaxanthin were dependent on the solvent, and the following order was found: dichloromethane > chloroform > the mixture of dichloromethane and methanol (25:75) > methanol > acetonitrile > acetone > dimethyl sulfoxide. In different solvents, the relative contents of 9-cis and 13-cis-astaxanthins formed during isomerization were different. In all solvents, 13-cis-isomer was the main cis-isomer from trans-astaxanthin, trans-Astaxanthin dissolved in dichloromethane or chloroform was very readily isomerized to cis-isomers, especially for dichloromethane, in which a maximum isomerization percentage was found and an equilibrium practically was reached after an appropriate time interval. Results also indicated that a higher temperature could promote markedly the isomerization of trans-astaxanthin.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.meshKineticsen_US
dc.subject.meshModels, Molecularen_US
dc.subject.meshSolventsen_US
dc.subject.meshSpectrophotometryen_US
dc.subject.meshStereoisomerismen_US
dc.subject.meshXanthophyllsen_US
dc.subject.meshBeta Carotene - Analogs & Derivatives - Chemistryen_US
dc.titleIsomerization of trans-astaxanthin to cis-isomers in organic solventsen_US
dc.typeArticleen_US
dc.identifier.emailChen, F: sfchen@hku.hken_US
dc.identifier.authorityChen, F=rp00672en_US
dc.description.naturelink_to_subscribed_fulltexten_US
dc.identifier.doi10.1021/jf981319uen_US
dc.identifier.pmid10552699-
dc.identifier.scopuseid_2-s2.0-0032818389en_US
dc.identifier.hkuros52966-
dc.relation.referenceshttp://www.scopus.com/mlt/select.url?eid=2-s2.0-0032818389&selection=ref&src=s&origin=recordpageen_US
dc.identifier.volume47en_US
dc.identifier.issue9en_US
dc.identifier.spage3656en_US
dc.identifier.epage3660en_US
dc.publisher.placeUnited Statesen_US
dc.identifier.scopusauthoridYuan, JP=7403401467en_US
dc.identifier.scopusauthoridChen, F=7404907980en_US

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