Synthesis of a heparan sulfate mimetic disaccharide with a conformationally locked residue from a common intermediate
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Description
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-glucosyl trichloroacetimidate donor with a 1,6-anhydro-2-azido-2-deoxy--D-glucose 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.
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| ID Code: | 27851 |
|---|---|
| Item Type: | Contribution to Journal (Journal Article) |
| Refereed: | Yes |
| Measurements or Duration: | 5 pages |
| Keywords: | Disaccharides, Fibroblast Growth Factors, Heparan Sulfate Mimetics |
| DOI: | 10.1016/j.carres.2009.09.012 |
| ISSN: | 0008-6215 |
| Pure ID: | 31954234 |
| Divisions: | Past > QUT Faculties & Divisions > Faculty of Science and Technology Past > Institutes > Institute of Health and Biomedical Innovation Past > QUT Faculties & Divisions > Science & Engineering Faculty Current > Research Centres > Australian Research Centre for Aerospace Automation |
| Copyright Owner: | Consult author(s) regarding copyright matters |
| Copyright Statement: | This work is covered by copyright. Unless the document is being made available under a Creative Commons Licence, you must assume that re-use is limited to personal use and that permission from the copyright owner must be obtained for all other uses. If the document is available under a Creative Commons License (or other specified license) then refer to the Licence for details of permitted re-use. It is a condition of access that users recognise and abide by the legal requirements associated with these rights. If you believe that this work infringes copyright please provide details by email to qut.copyright@qut.edu.au |
| Deposited On: | 12 Oct 2009 02:24 |
| Last Modified: | 06 Mar 2024 07:31 |
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