Rapid configuration analysis of the solenopsins

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dc.contributor.authorPianaro, Adriana
dc.contributor.authorFox, Eduardo G. P. [UNESP]
dc.contributor.authorBueno, Odair C. [UNESP]
dc.contributor.authorMarsaioli, Anita J.
dc.contributor.institutionUniversidade Estadual de Campinas (UNICAMP)
dc.contributor.institutionUniversidade Estadual Paulista (Unesp)
dc.date.accessioned2014-05-20T13:55:35Z
dc.date.available2014-05-20T13:55:35Z
dc.date.issued2012-05-15
dc.description.abstractA protocol for rapid access to the relative and absolute configurations of the solenopsins, the venom alkaloids of fire ants (Solenopsis spp.), was developed based on chiral capillary gas chromatography. The synthesis of racemic mixtures of 2-methyl-6-alkylpiperidines and the isolation of natural (2R,6R)- and (2R,6S)-2-methyl-6-undecylpiperidines allowed for the standardization of the chromatographic method. Application of this protocol revealed the previously unknown natural occurrence of four stereoisomers of 2-methyl-6-undecylpiperidine in venom samples from workers and gynes of Solenopsis saevissima. (C) 2012 Elsevier Ltd. All rights reserved.en
dc.description.affiliationUniv Campinas UNICAMP, Inst Chem, BR-13083970 Campinas, SP, Brazil
dc.description.affiliationSão Paulo State Univ UNESP, Inst Biosci, Res Ctr Social Insect, BR-13506900 Rio Claro, SP, Brazil
dc.description.affiliationUnespSão Paulo State Univ UNESP, Inst Biosci, Res Ctr Social Insect, BR-13506900 Rio Claro, SP, Brazil
dc.description.sponsorshipCoordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)
dc.description.sponsorshipFundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)
dc.format.extent635-642
dc.identifierhttp://dx.doi.org/10.1016/j.tetasy.2012.05.005
dc.identifier.citationTetrahedron-asymmetry. Oxford: Pergamon-Elsevier B.V. Ltd, v. 23, n. 9, p. 635-642, 2012.
dc.identifier.doi10.1016/j.tetasy.2012.05.005
dc.identifier.issn0957-4166
dc.identifier.urihttp://hdl.handle.net/11449/19893
dc.identifier.wosWOS:000306252900002
dc.language.isoeng
dc.publisherPergamon-Elsevier B.V. Ltd
dc.relation.ispartofTetrahedron-asymmetry
dc.relation.ispartofsjr0,516
dc.rights.accessRightsAcesso restrito
dc.sourceWeb of Science
dc.titleRapid configuration analysis of the solenopsinsen
dc.typeArtigo
dcterms.licensehttp://www.elsevier.com/about/open-access/open-access-policies/article-posting-policy
dcterms.rightsHolderPergamon-Elsevier B.V. Ltd
unesp.campusUniversidade Estadual Paulista (Unesp), Instituto de Biociências, Rio Claropt

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