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Article: Synthesis of spacer-armed glucodendrimers based on the modification of poly(propylene imine) dendrimers

TitleSynthesis of spacer-armed glucodendrimers based on the modification of poly(propylene imine) dendrimers
Authors
KeywordsAmphiphiles
Carbohydrates
Cluster glucosides
Dendrimers
Neoglycoconjugates
Polymers
Issue Date1998
Citation
European Journal of Organic Chemistry, 1998, n. 9, p. 1879-1886 How to Cite?
AbstractThe use of preformed poly(propylene imine) dendrimers [DAB(Pa)x] with reactive primary amine end groups proved to be very useful for the construction of saccharide surfacecoated dendrimers. For this purpose, amide bonds were introduced by a reaction between the primary amine end groups of the dendrimers with N-succinimidyl-activated esters of spacer-armed acetyl-protected thioglucopyranoside units. The linear alkyl chain spacers between the dendrimer surface and the saccharide units was increased in length with 1, 5 and 10 carbon atoms. These spacer arms were introduced to determine the influence of local saccharide surface concentration variations on the dendrimer properties. After modification of the dendrimers with these saccharide units, the acetyl protecting groups were removed. Purification of these derivatives was accomplished by using dialysis either in water or in aqueous methanol. The solubility behavior of the resulting glucodendrimers proved to be strongly dependent on the hydrophobic part, i.e. the alkyl chain spacers in the molecule. Therefore, these nanosized multivalent structures, appropriate for studying carbohydrate-protein interactions, are also proposed useful for investigating amphiphilic properties.
Persistent Identifierhttp://hdl.handle.net/10722/332314
ISSN
2023 Impact Factor: 2.5
2023 SCImago Journal Rankings: 0.584

 

DC FieldValueLanguage
dc.contributor.authorPeerlings, H. W.I.-
dc.contributor.authorNepogodiev, Sergey A.-
dc.contributor.authorStoddart, J. Fraser-
dc.contributor.authorMeijer, E. W.-
dc.date.accessioned2023-10-06T05:10:30Z-
dc.date.available2023-10-06T05:10:30Z-
dc.date.issued1998-
dc.identifier.citationEuropean Journal of Organic Chemistry, 1998, n. 9, p. 1879-1886-
dc.identifier.issn1434-193X-
dc.identifier.urihttp://hdl.handle.net/10722/332314-
dc.description.abstractThe use of preformed poly(propylene imine) dendrimers [DAB(Pa)x] with reactive primary amine end groups proved to be very useful for the construction of saccharide surfacecoated dendrimers. For this purpose, amide bonds were introduced by a reaction between the primary amine end groups of the dendrimers with N-succinimidyl-activated esters of spacer-armed acetyl-protected thioglucopyranoside units. The linear alkyl chain spacers between the dendrimer surface and the saccharide units was increased in length with 1, 5 and 10 carbon atoms. These spacer arms were introduced to determine the influence of local saccharide surface concentration variations on the dendrimer properties. After modification of the dendrimers with these saccharide units, the acetyl protecting groups were removed. Purification of these derivatives was accomplished by using dialysis either in water or in aqueous methanol. The solubility behavior of the resulting glucodendrimers proved to be strongly dependent on the hydrophobic part, i.e. the alkyl chain spacers in the molecule. Therefore, these nanosized multivalent structures, appropriate for studying carbohydrate-protein interactions, are also proposed useful for investigating amphiphilic properties.-
dc.languageeng-
dc.relation.ispartofEuropean Journal of Organic Chemistry-
dc.subjectAmphiphiles-
dc.subjectCarbohydrates-
dc.subjectCluster glucosides-
dc.subjectDendrimers-
dc.subjectNeoglycoconjugates-
dc.subjectPolymers-
dc.titleSynthesis of spacer-armed glucodendrimers based on the modification of poly(propylene imine) dendrimers-
dc.typeArticle-
dc.description.naturelink_to_subscribed_fulltext-
dc.identifier.scopuseid_2-s2.0-0002054946-
dc.identifier.issue9-
dc.identifier.spage1879-
dc.identifier.epage1886-

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