1055361-96-0Relevant articles and documents
Convergent synthesis of glycodendropeptides by click chemistry approaches
Kowalczyk, Wioleta,Andreu, David,Mascaraque, Ainhoa,Sanchez-Navarro, MacArena,Rojo, Javier
, p. 4565 - 4573,9 (2012)
Mannosylation facilitates the uptake of immunogenic peptides by antigen-processing cells expressing mannose receptors at their surface. Mannose-receptor interactions not only induce internalization but also trigger strong T-cell stimulation, such as that of the dendritic cell-specific intercellular ICAM-3 grabbing non-integrin (DC-SIGN), a lectin that plays a key role in the immune response against different pathogens. We describe here two efficient synthetic strategies for structurally well-defined mannose-displaying glycodendropeptides with up to 16 peptide and 9 mannose copies. Our approaches integrate previously optimized synthetic methods for producing both peptide and glycan dendrimers, and make extensive use of CuI-catalyzed Huisgen 1,3-dipolar cycloaddition for both the building of the glycodendron moieties and their subsequent conjugation to the peptide components. These strategies are versatile and straightforward enabling full control of chemical structure as well as readily tunable valency. Mannose-displaying glycodendropeptides with up to 16 peptide and 9 mannose copies have been synthesized making extensive use of CuI-catalyzed Huisgen 1,3-dipolar cycloaddition for both the building of the glycodendrons and their subsequent conjugation to single peptides or peptide dendrimers based on a branched lysine scaffold. Copyright
Self-Assembly of Amphiphilic Janus Dendrimers into Mechanically Robust Supramolecular Hydrogels for Sustained Drug Release
Nummelin, Sami,Liljestr?m, Ville,Saarikoski, Eve,Ropponen, Jarmo,Nyk?nen, Antti,Linko, Veikko,Sepp?l?, Jukka,Hirvonen, Jouni,Ikkala, Olli,Bimbo, Luis M.,Kostiainen, Mauri A.
, p. 14433 - 14439 (2015)
Compounds that can gelate aqueous solutions offer an intriguing toolbox to create functional hydrogel materials for biomedical applications. Amphiphilic Janus dendrimers with low molecular weights can readily form self-assembled fibers at very low mass pr
Multivalent, bifunctional dendrimers prepared by click chemistry
Wu, Peng,Malkoch, Michael,Hunt, Jasmine N.,Vestberg, Robert,Kaltgrad, Eiton,Finn,Fokin, Valery V.,Sharpless, K. Barry,Hawker, Craig J.
, p. 5775 - 5777 (2005)
Unsymmetrical dendrimers, containing both mannose binding units and coumarin fluorescent units, have been prepared using click chemistry and shown to be highly efficient, dual-purpose recognition/detection agents for the inhibition of hemagglutination. The Royal Society of Chemistry 2005.