Por favor, use este identificador para citar o enlazar a este item:
http://hdl.handle.net/10261/48566
COMPARTIR / EXPORTAR:
SHARE CORE BASE | |
Visualizar otros formatos: MARC | Dublin Core | RDF | ORE | MODS | METS | DIDL | DATACITE | |
Campo DC | Valor | Lengua/Idioma |
---|---|---|
dc.contributor.author | Harrak Serifi, Youssef | - |
dc.contributor.author | Barra, Carolina M. | - |
dc.contributor.author | Delgado Huertas, Antonio | - |
dc.contributor.author | Castaño, A. Raúl | - |
dc.contributor.author | Llebaria, Amadeu | - |
dc.date.accessioned | 2012-04-20T07:16:15Z | - |
dc.date.available | 2012-04-20T07:16:15Z | - |
dc.date.issued | 2011 | - |
dc.identifier.citation | Journal of the American Chemical Society | es_ES |
dc.identifier.issn | 0002-7863 | - |
dc.identifier.uri | http://hdl.handle.net/10261/48566 | - |
dc.description.abstract | A new class of α-galactosylceramide (αGC) nonglycosidic analogues bearing galacto-configured aminocyclitols as sugar surrogates have been obtained. The aminocyclohexane having a hydroxyl substitution pattern similar to an α-galactoside is efficiently obtained by a sequence involving Evans aldol reaction and ring-closing metathesis with a Grubbs catalyst to give a key intermediate cyclohexene, which has been converted in galacto-aminocyclohexanes that are linked through a secondary amine to a phytoceramide lipid having a cerotyl N-acyl group. Natural Killer T (NKT) cellular assays have resulted in the identification of an active compound, HS161, which has been found to promote NKT cell expansion in vitro in a similar fashion but more weakly than αGC. This compound stimulates the release of Interferon-γ (IFNγ) and Interleukin-4 (IL-4) in iNKT cell culture but with lower potency than αGC. The activation of Invariant Natural Killer T (iNKT) cells by this compound has been confirmed in flow cytometry experiments. Remarkably, when tested in mice, HS161 selectively induces a very strong production of IFN-γ indicative of a potent Th1 cytokine profile. Overall, these data confirm the agonist activity of αGC lipid analogues having charged amino-substituted polar heads and their capacity to modulate the response arising from iNKT cell activation in vivo. | es_ES |
dc.description.sponsorship | This work was supported by MICINN (Project CTQ2008–01426/BQU), Fondos Feder (EU), Generalitat de Catalunya (2005SGR01063), UAB (PRP2007–06), and CSIC (200480E561). The authors thank E. Dalmau for HRMS analysis and Dr, M. Egido-Gabas and Dr. Amaya Castro for analytical support. Y.H. thanks MICINN for a Juan de la Cierva fellowship. | es_ES |
dc.language.iso | eng | es_ES |
dc.publisher | American Chemical Society | es_ES |
dc.rights | closedAccess | es_ES |
dc.title | Galacto-Configured Aminocyclitol Phytoceramides Are Potent in Vivo Invariant Natural Killer T Cell Stimulators | es_ES |
dc.type | artículo | es_ES |
dc.identifier.doi | 10.1021/ja202610x | - |
dc.description.peerreviewed | Peer reviewed | es_ES |
dc.relation.publisherversion | http://dx.doi.org/10.1021/ja202610x | es_ES |
dc.identifier.e-issn | 1520-5126 | - |
dc.type.coar | http://purl.org/coar/resource_type/c_6501 | es_ES |
item.openairetype | artículo | - |
item.grantfulltext | none | - |
item.cerifentitytype | Publications | - |
item.openairecristype | http://purl.org/coar/resource_type/c_18cf | - |
item.fulltext | No Fulltext | - |
item.languageiso639-1 | en | - |
Aparece en las colecciones: | (IQAC) Artículos |
CORE Recommender
SCOPUSTM
Citations
39
checked on 17-abr-2024
WEB OF SCIENCETM
Citations
37
checked on 17-feb-2024
Page view(s)
331
checked on 19-abr-2024
Google ScholarTM
Check
Altmetric
Altmetric
NOTA: Los ítems de Digital.CSIC están protegidos por copyright, con todos los derechos reservados, a menos que se indique lo contrario.