title: Syntheses of sulfo-glycodendrimers using click chemistry and their biological evaluation.
abstract: A series of novel glycol-clusters containing sulfonated N-acetyl-D-glucosamine (GlcNAc) have been synthesized using click chemistry. Three dendrimers with aromatic dendrons were synthesized using chlorination, azidation and click chemistries. The resulting dendrimers were modified with azide-terminated sulfonated GlcNAc using click chemistry. The sulfonated dendrimers showed affinity for proteins, including the lectin wheat germ agglutinin and amyloid beta peptide (1-42). The dendrimers of G1 and G2 in particular showed the largest affinity for the proteins. The addition of the sulfonated GlcNAc dendrimers of G1 and G2 exhibited an inhibition effect on the aggregation of the amyloid beta peptide, reduced the b-sheet conformation, and led to a reduction in the level of nanofiber formation.
authors.affiliation: Department of Chemical Engineering, Graduate School of Engineering, Kyushu University, 744 Motooka, Nishi-ku, Fukuoka 819-0395, Japan. miuray@chem-eng.kyushu-u.ac.jp
authors.forename: Yoshiko
authors.initials: Y
authors.lastname: Miura
authors.forename: Shunsuke
authors.initials: S
authors.lastname: Onogi
authors.forename: Tomohiro
authors.initials: T
authors.lastname: Fukuda
mesh_terms: D000117:Acetylglucosamine / Q000031:analogs & derivatives / Q000737:chemistry; D016229:Amyloid beta-Peptides / Q000737:chemistry / Q000378:metabolism; D057930:Click Chemistry; D050091:Dendrimers / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism; D005944:Glucosamine / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000737:chemistry*; D037102:Lectins / Q000737:chemistry / Q000378:metabolism; D011485:Protein Binding
chemical_list: D016229:Amyloid beta-Peptides; D050091:Dendrimers; D037102:Lectins; D005944:Glucosamine; D000117:Acetylglucosamine