dc.creator | Maza Pérez, Susana | es |
dc.creator | Kayser Gutiérrez, María del Mar | es |
dc.creator | Macchione, Giuseppe | es |
dc.creator | López Prados, Javier | es |
dc.creator | Angulo Álvarez, Jesús | es |
dc.creator | Paz Carrera, Jose Luis de | es |
dc.date.accessioned | 2018-02-20T15:37:55Z | |
dc.date.available | 2018-02-20T15:37:55Z | |
dc.date.issued | 2013 | |
dc.identifier.citation | Maza Pérez, S., Kayser Gutiérrez, M.d.M., Macchione, G., López Prados, J., Angulo Álvarez, J. y Paz Carrera, J.L.d. (2013). Synthesis of chondroitin/dermatan sulfate-like oligosaccharides and evaluation of their protein affinity by fluorescence polarization. Organic and Biomolecular Chemistry, 11, 3510-3525. | |
dc.identifier.issn | 1477-0520 | es |
dc.identifier.uri | https://hdl.handle.net/11441/70453 | |
dc.description.abstract | Here, we present a novel approach for the chemical synthesis of chondroitin and dermatan sulfate oligosaccharides. A key point of this strategy is the preparation and use of an N-trifluoroacetyl galactosamine building block containing a 4,6-O-di-tert-butylsilylene group. Glycosylation reactions proceeded in good yields (74-91%) with our protecting group distribution. Using this approach, we have synthesized, for the first time, a chondroitin/dermatan sulfate-like tetrasaccharide that contains both types of uronic acids, d-glucuronic and l-iduronic acid. Moreover, we have employed a fluorescence polarization competition assay to evaluate the interactions between the synthesized oligosaccharides and FGF-2 (basic fibroblast growth factor). Our results show that this method, using standard instrumentation and minimal sample consumption, is a powerful tool for the rapid analysis of the glycosaminoglycan affinity for proteins in solution. | es |
dc.description.sponsorship | Ministerio de Economía y Competitividad CTQ2009-07168, CTQ2012-32605 | es |
dc.description.sponsorship | Junta de Andalucía P07-FQM-02969 | es |
dc.description.sponsorship | Consejo Superio de Investigaciones Científicas 201180E021 | es |
dc.format | application/pdf | es |
dc.language.iso | eng | es |
dc.publisher | Royal Society of Chemistry (Great Britain) | es |
dc.relation.ispartof | Organic and Biomolecular Chemistry, 11, 3510-3525. | |
dc.rights | Attribution-NonCommercial-NoDerivatives 4.0 Internacional | * |
dc.rights.uri | http://creativecommons.org/licenses/by-nc-nd/4.0/ | * |
dc.title | Synthesis of chondroitin/dermatan sulfate-like oligosaccharides and evaluation of their protein affinity by fluorescence polarization | es |
dc.type | info:eu-repo/semantics/article | es |
dcterms.identifier | https://ror.org/03yxnpp24 | |
dc.type.version | info:eu-repo/semantics/submittedVersion | es |
dc.rights.accessRights | info:eu-repo/semantics/openAccess | es |
dc.relation.projectID | CTQ2009-07168 | es |
dc.relation.projectID | CTQ2012-32605 | es |
dc.relation.projectID | P07-FQM-02969 | es |
dc.relation.projectID | 201180E021 | es |
dc.relation.publisherversion | http://dx.doi.org/10.1039/c3ob40306h | es |
dc.identifier.doi | 10.1039/c3ob40306h | es |
idus.format.extent | 46 p. | es |
dc.journaltitle | Organic and Biomolecular Chemistry | es |
dc.publication.volumen | 11 | es |
dc.publication.initialPage | 3510 | es |
dc.publication.endPage | 3525 | es |