167990-44-5

Upstream product

• 64913-16-2 L-fucose tetraacetate 
• 181786-26-5 3-(α-L-fucopyranosyl)-prop-1-ene 
• 145987-57-1 3,4,5-tri-O-acetyl-2,6-anhydro-1,7,8,9-tetradeoxy-L-glycero-D-galacto-non-8-enitol 
• 100-39-0 benzyl bromide 
• 167990-42-3 3-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-1-propene 

Downstream Products

• 181629-32-3 1-[(2S,3R)-2-amino-4-benzyloxy-N-(tert-butoxycarbonyl)-3-hydroxybutyryloxy]-3-(tri-O-benzyl-α-L-fucopyranosyl)propane 
• 181629-31-2 {(1S,2R)-3-Benzyloxy-2-hydroxy-1-[3-((2S,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-propylcarbamoyl]-propyl}-carbamic acid tert-butyl ester 
• 181629-29-8 3-(tri-O-benzyl-α-L-fucopyranosyl)-1-propylamine 
• 181629-30-1 3-(tri-O-benzyl-α-L-fucopyranosyl)-1-propyl bromide 

Relevant academic research and scientific papers

GLUCOSE-RESPONSIVE INSULIN CONJUGATES

Insulin conjugates comprising an insulin analog molecule covalently attached to at least one bi-dentate linker having two arms, each arm independently attached to a ligand comprising a saccharide and wherein the saccharide for at least one ligand of the linker is fucose are disclosed. The insulin conjugates display a pharmacokinetic (PK) and/or pharmacodynamic (PD) profile that is responsive to the systemic concentrations of a saccharide such as glucose or alpha-methylmannose even when administered to a subject in need thereof in the absence of an exogenous multivalent saccharide-binding molecule such as Con A.

GLUCOSE-RESPONSIVE INSULIN CONJUGATES

Insulin conjugates comprising an insulin molecule covalently attached to at least one bi-dentate linker having two arms, each arm independently attached to a ligand comprising a saccharide and wherein the saccharide for at least one ligand of the linker is fucose are disclosed. The insulin conjugates display a pharmacokinetic (PK) and/or pharmacodynamic (PD) profile that is responsive to the systemic concentrations of a saccharide such as glucose or alpha-methylmannose even when administered to a subject in need thereof in the absence of an exogenous multivalent saccharide-binding molecule such as Con A.

Sweet and salted: Sugars meet hydroxyapatite

Carbonated hydroxyapatite (CHA) has been successfully biodecorated with carbohydrate derivatives, via silylation of the hydroxy groups of the apatite and subsequent covalent bonding with a suitably functionalized carbohydrate moiety. The presented procedu

Design and synthesis of C-linked fucosides as inhibitors of E-selectin

Two series of C-linked fucosides as mimetics for the tetrasaccharide sialyl Lewis X have been synthesized and tested as inhibitors of E-Selectin. The fucopeptides have been prepared from three key intermediates, including α-C-allyl fucose, natural and unnatural amino acids bearing hydroxyl groups and an α,ω-diacid moiety for the imitation of the essential three parts of SLe(x), i.e., the Fuc, Gal, and NeuAc. The nature and distance of the linkage of the fucose moiety to the amino acids as well as the distance between the amino acids and the terminal carboxylic acid group turned out to be crucial for the biological activity. In addition the necessity of both OH groups (4- and 6-OH) in the Gal part could be confirmed. Conformational NMR study of the most active mimetic supports the structure-activity relationship. A second series of mimetics was prepared, where Fuc and Gal moieties were purely C-linked. In the synthesis of β-C-allyl galactose an intramolecular 1,2-hydride shift led to an interesting side product. However, the substituted glycosidic oxygens led to a substantial loss of conformational constrain, which could not be compensated and resulted in low activity.