Clusters of ligands on dendrimer surfaces

The development of methodology that is designed to allow a significant increase in the patterning and in the functionalization of the dendrimer is the ultimate goal of the research described here. Glycoside clusters based on TRIS were formed using click chemistry and were attached to PAMAM dendrimer...

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Bibliographic Details
Published in:Bioorganic & medicinal chemistry letters 2011-09, Vol.21 (17), p.5078-5083
Main Authors: Schlick, Kristian H., Morgan, Joel R., Weiel, Julianna J., Kelsey, Melissa S., Cloninger, Mary J.
Format: Article
Language:English
Subjects:
Biological and medical sciences
Carbohydrate Sequence
chemistry
Cluster Mannosides
concanavalin A
Dendrimers
Dendrimers - chemistry
Enzyme-Linked Immunosorbent Assay
Glycodendrimers
glycosides
Ligands
Medical sciences
Miscellaneous
Molecular Sequence Data
Multivalency
Pharmacology. Drug treatments
Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization
sugars
Surface Properties
Tris-mannosides
utility functions
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Summary:The development of methodology that is designed to allow a significant increase in the patterning and in the functionalization of the dendrimer is the ultimate goal of the research described here. Glycoside clusters based on TRIS were formed using click chemistry and were attached to PAMAM dendrimers. A series of dendrimers bearing tris-mannoside and an ethoxyethanol group was synthesized, and the binding interactions of these dendrimers with Concanavalin A were evaluated using inhibition ELISAs. The results of the inhibition ELISAs suggest that tris-mannoside clusters can replace individual sugars on the dendrimer without loss of function. Since tris-mannoside clustering allows for a redistribution of the dendrimers’ surface functionalities, from this chemistry one can envision patterned dendrimers that incorporate multiple groups to increase the function and utility of the dendrimer.
ISSN:0960-894X
1464-3405
DOI:10.1016/j.bmcl.2011.03.100