2026-04-17T03:05:46Zhttps://recercat.cat/oai/requestoai:recercat.cat:2445/1103932025-12-04T21:43:20Zcom_2072_1057col_2072_478917col_2072_478933
RECERCAT
author
Calderón i Almendro, Raquel
author
Mercadal, Nerea
author
Abad Saiz, José Luis
author
Ariza Piquer, Xavier
author
Delgado Cirilo, Antonio
author
García Gómez, Jordi
author
Rodríguez Ramírez, Aleix
author
Fabriàs Domingo, Gemma
2017-05-03T13:40:20Z2018-04-23T22:01:15Z2017-04-232017-05-03T13:40:21Z
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.
cc-by-nc-nd (c) Elsevier B.V., 2017 http://creativecommons.org/licenses/by-nc-nd/3.0/es info:eu-repo/semantics/openAccess
Esfingolípids
Síntesi orgànica
Estereoquímica
Enzimologia
Sphingolipids
Organic synthesis
Stereochemistry
Enzymology
Stereoselective preparation of quaternary 2-vinyl sphingosines and ceramides and their effect on basal sphingolipid metabolism
info:eu-repo/semantics/article info:eu-repo/semantics/acceptedVersion