2003
DOI: 10.1021/bc034008k
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Glycodendritic Structures Based on Boltorn Hyperbranched Polymers and Their Interactions with Lens culinaris Lectin

Abstract: Multivalent scaffolds bearing carbohydrates have been prepared to mediate biological processes where carbohydrates are involved. These systems consist of dendritic structures based on Boltorn H20 and H30 hyperbranched polymers to which carbohydrates are linked through a convenient spacer. Mannose has been chosen as a sugar unit to test the viability of this strategy. These glycodendritic compounds have been prepared in a few steps with good yields, showing a high solubility in physiological media and low toxic… Show more

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Cited by 86 publications
(66 citation statements)
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“…Conjugation of the unprotected aminopropyl glycosides 18-21 with the carboxylic linker 26 in DMF using diisopropylcarbodiimide (DIC) and 1-hydroxybenzotriazole (HOBt) [45] resulted in a mixture of products (Scheme 1B). Purification on Sephadex LH-20 was used to remove excess aminosugars, derivatives of the coupling reagents, and their sub-products.…”
Section: Preparation Of Neoglycoconjugates By Peptidic Couplingmentioning
confidence: 99%
“…Conjugation of the unprotected aminopropyl glycosides 18-21 with the carboxylic linker 26 in DMF using diisopropylcarbodiimide (DIC) and 1-hydroxybenzotriazole (HOBt) [45] resulted in a mixture of products (Scheme 1B). Purification on Sephadex LH-20 was used to remove excess aminosugars, derivatives of the coupling reagents, and their sub-products.…”
Section: Preparation Of Neoglycoconjugates By Peptidic Couplingmentioning
confidence: 99%
“…This approach has the potential to afford multivalent DC-SIGN antagonists of high potency, that also display improved accessibility and chemical stability over previously studied materials. Their DC-SIGN binding properties could be studied in Surface Plasmon Resonance (SPR) and in infection cellular models, using azidofunctionalized mannose 5 [23], the pseudo-trisaccharide 2b [24] and pseudo-disaccharide 3b [25] to synthesize appropriate controls.…”
Section: Introductionmentioning
confidence: 99%
“…Among these multivalent systems, glycodendrimers are one of the most popular systems (4), and they have been used previously in several processes, including blockage of viral receptors (13,15). Previous works with glycodendritic structures, based on the hyperbranched polymer BoltornH30 (Perstorp Specialty Chemicals), have shown a number of advantages, including low cytotoxicity, high solubility in physiological media, and relatively low cost (2).…”
mentioning
confidence: 99%
“…The expression plasmid for the GP of the Zaire strain of EBOV (i.e., EBOV-GP) was kindly provided by A. Sanchez (Centers for Disease Control and Prevention) (21). BH30sucMan was prepared as described elsewhere (2). Jurkat cells stably transduced with DC-SIGN were infected with EBOV-GPpseudotyped lentiviral vectors expressing luciferase using a multiplicity of infection of 0.1.…”
mentioning
confidence: 99%