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Título: | Dynamic Covalent Identification of an Efficient Heparin Ligand |
Autor: | Corredor, Miriam CSIC ORCID; Carbajo, Daniel CSIC ORCID; Domingo, Cecilia CSIC; Pérez, Yolanda CSIC ORCID; Bujons, Jordi CSIC ORCID; Messeguer, Àngel; Alfonso, Ignacio CSIC ORCID | Palabras clave: | Dynamics Dynamic covalent chemistry Glycosaminoglycans Heparin Molecular recognition Supramolecular chemistry |
Fecha de publicación: | 10-sep-2018 | Editor: | Wiley-Blackwell | Citación: | Angewandte Chemie - International Edition 57 (37): 11973-11977 (2018) | Resumen: | Despite heparin being the most widely used macromolecular drug, the design of small-molecule ligands to modulate its effects has been hampered by the structural properties of this polyanionic polysaccharide. Now a dynamic covalent selection approach is used to identify a new ligand for heparin, assembled from extremely simple building blocks. The amplified molecule strongly binds to heparin (K D in the low μm range, ITC) by a combination of electrostatic, hydrogen bonding, and CH–π interactions as shown by NMR and molecular modeling. Moreover, this ligand reverts the inhibitory effect of heparin within an enzymatic cascade reaction related to blood coagulation. This study demonstrates the power of dynamic covalent chemistry for the discovery of new modulators of biologically relevant glycosaminoglycans. © 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim | Versión del editor: | https://doi.org/10.1002/anie.201806770 | URI: | http://hdl.handle.net/10261/181442 | DOI: | 10.1002/anie.201806770 |
Aparece en las colecciones: | (IQAC) Artículos |
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Dynamic covalent identification of an efficient heparin ligand.pdf | 6,61 MB | Adobe PDF | Visualizar/Abrir | |
anie201806770-sup-0001-misc_information.pdf | Material suplementario | 5,75 MB | Adobe PDF | Visualizar/Abrir |
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