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dc.contributor.authorJiménez Blanco, José L.-
dc.contributor.authorBootello, Purificación-
dc.contributor.authorGutiérrez-Gallego, Ricardo-
dc.contributor.authorOrtiz-Mellet, Carmen-
dc.contributor.authorGarcía-Fernández, José Manuel-
dc.date.accessioned2011-07-20T08:29:27Z-
dc.date.available2011-07-20T08:29:27Z-
dc.date.issued2007-07-12-
dc.identifier.citationSynthesis - Journal of Synthetic Organic Chemistry (16): 2545-2558 (2007)es_ES
dc.identifier.issn0039-7881-
dc.identifier.urihttp://hdl.handle.net/10261/37862-
dc.description4 páginas, 1 figura, 6 esquemas.es_ES
dc.description.abstractA general blockwise strategy for the synthesis of accurately sequenced unnatural glycooligomers that can reproduce the branching patterns encountered in native oligosaccharides, based on the use of thiourea groups as intersaccharide bridges, is reported. The linear pseudooligosaccharide backbone is built from monosaccharide building blocks bearing a latent amino group and an isothiocyanate functionality through an iterative process in three steps per cycle that include: (i) thiourea-forming reaction, (ii) deprotection of the hydroxyl groups in the adduct and (iii) generation of a new amino group in the growing chain. Branching points are incorporated by inserting links bearing orthogonal amine functionalities at specific locations in the chain. The approach is illustrated by the preparation of glucopyranosylthiourea pseudoheptasaccharides that mimic the branching patterns of a phytoalexin elicitor oligosaccharine and of lentinan.es_ES
dc.description.sponsorshipWe thank the Spanish Ministerio de Educación y Ciencia for financial support (contracts CTQ2004-05854/BQU and CTQ2006-15515-C02-01/BQU).es_ES
dc.language.isoenges_ES
dc.publisherThiemees_ES
dc.rightsclosedAccesses_ES
dc.subjectCarbohydrate oligomerses_ES
dc.subjectOligosaccharideses_ES
dc.subjectSulfures_ES
dc.subjectThioureases_ES
dc.subjectIsothiocyanateses_ES
dc.titleSynthesis of Thiourea-Linked Glycooligomers that Mimic the Branching Patterns of Natural Oligosaccharideses_ES
dc.typeartículoes_ES
dc.identifier.doi10.1055/s-2007-983794-
dc.description.peerreviewedPeer reviewedes_ES
dc.relation.publisherversionhttp://dx.doi.org/10.1055/s-2007-983794es_ES
dc.identifier.e-issn1437-210X-
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