Synthesis and NMR experiments of (4,5,6-13C)-deoxymannojirimycin. A new entry to 13C-labeled glycosidase inhibitors |
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| Authors: | Murruzzu Caterina Alonso Mònica Canales Angeles Jiménez-Barbero Jesus Riera Antoni |
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| Institution: | Unitat de Recerca en Síntesi Asimètrica (URSA-PCB), Institute for Biomedical Research (IRB) and Departament de Química Orgànica, Universitat de Barcelona, Parc Científic de Barcelona c/Josep Samitier, 1-5, 08028 Barcelona, Spain. |
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| Abstract: | The synthesis of (4,5,6-13C)-deoxymannojirimycin is described. The route employed is based on Sharpless asymmetric epoxidation of (1,2,3-13C)(E)-2,4-pentadien-1-ol and uses ring-closing metathesis as a key step. The labeled compound may be easily used for protein-binding experiments using NMR spectroscopic methods. |
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| Keywords: | Glycosidase inhibitors Azasugars Labeled compounds Sharpless epoxidation |
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