title: BODIPY-labeled DC-SIGN-targeting glycodendrons efficiently internalize and route to lysosomes in human dendritic cells.
abstract: Glycodendrons bearing nine copies of mannoses or fucoses have been prepared by an efficient convergent strategy based on Cu(I) catalyzed azide-alkyne cycloaddition (CuAAC). These glycodendrons present a well-defined structure and have an adequate size and shape to interact efficiently with the C-type lectin DC-SIGN. We have selected a BODIPY derivative to label these glycodendrons due to its interesting physical and chemical properties as chromophore. These BODIPY-labeled glycodendrons were internalized into dendritic cells by mean of DC-SIGN. The internalized mannosylated and fucosylated dendrons are colocalized with LAMP1, which suggests routing to lysosomes. The interaction of these glycodendrons with DC-SIGN at the surface of dendritic cells did not induce maturation of the cells. Signaling analysis by checking different cytokines indicated also the lack of induction the expression of inflammatory and noninflammatory cytokines by these second generation glycodendrons.
authors.affiliation: Glycosystems Laboratory, Instituto de Investigaciones Químicas, Universidad de Sevilla, Seville, Spain.
authors.forename: Renato
authors.initials: R
authors.lastname: Ribeiro-Viana
authors.forename: Juan J
authors.initials: JJ
authors.lastname: García-Vallejo
authors.forename: Daniel
authors.initials: D
authors.lastname: Collado
authors.forename: Ezequiel
authors.initials: E
authors.lastname: Pérez-Inestrosa
authors.forename: Karien
authors.initials: K
authors.lastname: Bloem
authors.forename: Yvette
authors.initials: Y
authors.lastname: van Kooyk
authors.forename: Javier
authors.initials: J
authors.lastname: Rojo
mesh_terms: D000480:Alkynes / Q000737:chemistry; D001386:Azides / Q000737:chemistry; D001896:Boron Compounds / Q000737:chemistry*; D002384:Catalysis; D015815:Cell Adhesion Molecules / Q000378:metabolism*; D003300:Copper / Q000737:chemistry; D003500:Cyclization; D016207:Cytokines / Q000032:analysis; D050091:Dendrimers / Q000138:chemical synthesis / Q000737:chemistry / Q000378:metabolism*; D003713:Dendritic Cells / Q000166:cytology* / Q000378:metabolism; D004705:Endocytosis; D004797:Enzyme-Linked Immunosorbent Assay; D006001:Glycoconjugates / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism*; D006801:Humans; D020014:K562 Cells; D037181:Lectins, C-Type / Q000378:metabolism*; D008247:Lysosomes / Q000378:metabolism*; D015394:Molecular Structure; D011956:Receptors, Cell Surface / Q000378:metabolism*; D012016:Reference Values; D000099215:DC-Specific ICAM-3 Grabbing Nonintegrin
chemical_list: D000480:Alkynes; D001386:Azides; D001896:Boron Compounds; D015815:Cell Adhesion Molecules; D003300:Copper; D016207:Cytokines; D050091:Dendrimers; D006001:Glycoconjugates; D037181:Lectins, C-Type; D011956:Receptors, Cell Surface; D000099215:DC-Specific ICAM-3 Grabbing Nonintegrin; C095489:4,4-difluoro-4-bora-3a,4a-diaza-s-indacene