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.issued
2017-05-03T13:40:20Z
dc.date.issued
2018-04-23T22:01:15Z
dc.date.issued
2017-04-23
dc.date.issued
2017-05-03T13:40:21Z
dc.identifier
https://hdl.handle.net/2445/110393
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
application/pdf
dc.publisher
Elsevier B.V.
dc.relation
Versió postprint del document publicat a: https://doi.org/10.1016/j.chemphyslip.2017.04.008
dc.relation
Chemistry and Physics of Lipids, 2017, vol. 205, p. 34-41
dc.relation
https://doi.org/10.1016/j.chemphyslip.2017.04.008
dc.rights
cc-by-nc-nd (c) Elsevier B.V., 2017
dc.rights
http://creativecommons.org/licenses/by-nc-nd/3.0/es
dc.rights
info:eu-repo/semantics/openAccess
dc.source
Articles publicats en revistes (Química Inorgànica i Orgànica)
dc.subject
Síntesi orgànica
dc.subject
Estereoquímica
dc.subject
Organic synthesis
dc.subject
Stereochemistry
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
