Stereoselective preparation of quaternary 2-vinyl sphingosines and ceramides and their effect on basal sphingolipid metabolism
| dc.contributor.author | Calderón i Almendro, Raquel | |
| dc.contributor.author | Mercadal, Nerea | |
| dc.contributor.author | Abad Saiz, José Luis | |
| dc.contributor.author | Ariza Piquer, Xavier | |
| dc.contributor.author | Delgado Cirilo, Antonio | |
| dc.contributor.author | García Gómez, Jordi | |
| dc.contributor.author | Rodríguez Ramírez, Aleix | |
| dc.contributor.author | Fabriàs Domingo, Gemma | |
| dc.date.accessioned | 2017-05-03T13:40:20Z | |
| dc.date.available | 2018-04-23T22:01:15Z | |
| dc.date.issued | 2017-04-23 | |
| dc.date.updated | 2017-05-03T13:40:21Z | |
| dc.description.abstract | The dicyclohexylborane-mediated addition of allene 1 to (E)-2-tridecenal affords a quaternary protected 2-amino-2-vinyl-1,3-diol in good yield as a single diastereomer. This compound is readily transformed into the four stereoisomers of the quaternary (E)-2-vinyl analogs of sphingosine. The metabolic fate and the effect of these compounds on the basal sphingolipid metabolism in human A549 lung adenocarcinoma cells has been studied, together with the ceramide analog of the most relevant vinylsphingosine derivative. | |
| dc.format.extent | 8 p. | |
| dc.format.mimetype | application/pdf | |
| dc.identifier.idgrec | 671168 | |
| dc.identifier.issn | 0009-3084 | |
| dc.identifier.pmid | 28445710 | |
| dc.identifier.uri | https://hdl.handle.net/2445/110393 | |
| dc.language.iso | eng | |
| dc.publisher | Elsevier B.V. | |
| dc.relation.isformatof | Versió postprint del document publicat a: https://doi.org/10.1016/j.chemphyslip.2017.04.008 | |
| dc.relation.ispartof | Chemistry and Physics of Lipids, 2017, vol. 205, p. 34-41 | |
| dc.relation.uri | https://doi.org/10.1016/j.chemphyslip.2017.04.008 | |
| dc.rights | cc-by-nc-nd (c) Elsevier B.V., 2017 | |
| dc.rights.accessRights | info:eu-repo/semantics/openAccess | |
| dc.rights.uri | http://creativecommons.org/licenses/by-nc-nd/3.0/es | |
| dc.source | Articles publicats en revistes (Química Inorgànica i Orgànica) | |
| dc.subject.classification | Esfingolípids | |
| dc.subject.classification | Síntesi orgànica | |
| dc.subject.classification | Estereoquímica | |
| dc.subject.classification | Enzimologia | |
| dc.subject.other | Sphingolipids | |
| dc.subject.other | Organic synthesis | |
| dc.subject.other | Stereochemistry | |
| dc.subject.other | Enzymology | |
| dc.title | Stereoselective preparation of quaternary 2-vinyl sphingosines and ceramides and their effect on basal sphingolipid metabolism | |
| dc.type | info:eu-repo/semantics/article | |
| dc.type | info:eu-repo/semantics/acceptedVersion |
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