857467-67-5Relevant academic research and scientific papers
Synthesis of a heparan sulfate mimetic disaccharide with a conformationally locked residue from a common intermediate
Fairweather, Jon K.,Karoli, Tomislav,Liu, Ligong,Bytheway, Ian,Ferro, Vito
experimental part, p. 2394 - 2398 (2010/01/03)
A simple mimetic of a heparan sulfate disaccharide sequence that binds to the growth factors FGF-1 and FGF-2 was synthesized by coupling a 2-azido-2-deoxy-d-glucopyranosyl trichloroacetimidate donor with a 1,6-anhydro-2-azido-2-deoxy-β-d-glucopyranose acceptor. Both the donor and acceptor were obtained from a common intermediate readily obtained from d-glucal. Molecular docking calculations showed that the predicted locations of the disaccharide sulfo groups in the binding site of FGF-1 and FGF-2 are similar to the positions observed for co-crystallized heparin-derived oligosaccharides obtained from published crystal structures.
