File Download

There are no files associated with this item.

  Links for fulltext
     (May Require Subscription)
Supplementary

Article: Synthesis of glycodendrimers by modification of poly(propylene imine) dendrimers

TitleSynthesis of glycodendrimers by modification of poly(propylene imine) dendrimers
Authors
KeywordsCarbohydrates
Dendrimers
Glycosides
Neoglycoconjugates
Polymers
Issue Date1997
Citation
Chemistry - A European Journal, 1997, v. 3, n. 6, p. 974-984 How to Cite?
AbstractThe use of preformed poly-(propylene imine) dendrimers (DAB-dendr- (NH2)(x)) for the rapid and facile construction of high molecular weight carbohydrate-coated dendrimers (glycodendrimers) is presented. An efficient attachment of spacer-armed derivatives of D-galactose and lactose to the primary amino end groups of DAB-dendr (NH2)(x) has been achieved by means of amide bond formation, using the N-hydroxysuccinimide coupling procedure. Acetate protecting groups have been employed in order to avoid side reactions at the coupling stage. Deacetylation leads to the target glycodendrimers. The reactivity of all the available DAB dendr-(NH2)(x) (generations 1-5) has been investigated and a series of homologous carbohydratecoated dendrimers have been synthesized. In addition, the attachment of larger saccharide moieties has been demonstrated by the condensation of a trisgalactoside cluster with DAB-dendr-(NH2)(x) carrying both four and eight primary amino groups. The regularity of the glycodendrimers has been proven by NMR spectroscopy, and the molecular weights of the low-generation carbohydrate-coated dendrimers have been determined by mass spectrometry. Modifications of DAB dendr (NH2)(x) with biologically active carbohydrates affords a new and simple approach to high molecular weight tom pounds that may be considered as neoglycoconjugates with perfectly symmetrical structures and that offer much promise as multivalent ligands involved in carbohydrate protein interactions.
Persistent Identifierhttp://hdl.handle.net/10722/332409
ISSN
2023 Impact Factor: 3.9
2023 SCImago Journal Rankings: 1.058
ISI Accession Number ID

 

DC FieldValueLanguage
dc.contributor.authorAshton, Peter R.-
dc.contributor.authorBoyd, Sue E.-
dc.contributor.authorBrown, Christopher L.-
dc.contributor.authorNepogodiev, Sergey A.-
dc.contributor.authorMeijer, E. W.-
dc.contributor.authorPeerlings, H. W.I.-
dc.contributor.authorStoddart, J. Fraser-
dc.date.accessioned2023-10-06T05:11:15Z-
dc.date.available2023-10-06T05:11:15Z-
dc.date.issued1997-
dc.identifier.citationChemistry - A European Journal, 1997, v. 3, n. 6, p. 974-984-
dc.identifier.issn0947-6539-
dc.identifier.urihttp://hdl.handle.net/10722/332409-
dc.description.abstractThe use of preformed poly-(propylene imine) dendrimers (DAB-dendr- (NH2)(x)) for the rapid and facile construction of high molecular weight carbohydrate-coated dendrimers (glycodendrimers) is presented. An efficient attachment of spacer-armed derivatives of D-galactose and lactose to the primary amino end groups of DAB-dendr (NH2)(x) has been achieved by means of amide bond formation, using the N-hydroxysuccinimide coupling procedure. Acetate protecting groups have been employed in order to avoid side reactions at the coupling stage. Deacetylation leads to the target glycodendrimers. The reactivity of all the available DAB dendr-(NH2)(x) (generations 1-5) has been investigated and a series of homologous carbohydratecoated dendrimers have been synthesized. In addition, the attachment of larger saccharide moieties has been demonstrated by the condensation of a trisgalactoside cluster with DAB-dendr-(NH2)(x) carrying both four and eight primary amino groups. The regularity of the glycodendrimers has been proven by NMR spectroscopy, and the molecular weights of the low-generation carbohydrate-coated dendrimers have been determined by mass spectrometry. Modifications of DAB dendr (NH2)(x) with biologically active carbohydrates affords a new and simple approach to high molecular weight tom pounds that may be considered as neoglycoconjugates with perfectly symmetrical structures and that offer much promise as multivalent ligands involved in carbohydrate protein interactions.-
dc.languageeng-
dc.relation.ispartofChemistry - A European Journal-
dc.subjectCarbohydrates-
dc.subjectDendrimers-
dc.subjectGlycosides-
dc.subjectNeoglycoconjugates-
dc.subjectPolymers-
dc.titleSynthesis of glycodendrimers by modification of poly(propylene imine) dendrimers-
dc.typeArticle-
dc.description.naturelink_to_subscribed_fulltext-
dc.identifier.doi10.1002/chem.19970030620-
dc.identifier.scopuseid_2-s2.0-0030974418-
dc.identifier.volume3-
dc.identifier.issue6-
dc.identifier.spage974-
dc.identifier.epage984-
dc.identifier.isiWOS:A1997XJ94600017-

Export via OAI-PMH Interface in XML Formats


OR


Export to Other Non-XML Formats