Synthesis of fluorinated maltose derivatives for monitoring protein interaction by ¹⁹F NMR

Scholarly Works

• Mangin, F.; Chauhan, V.; Guillet, P.; Damian, M.; Soulié, M.; Banères, J.-L.; Durand, G. Surfmer versus Polymer Effect toward Solubilization and Stabilization of Membrane Proteins. ACS Applied Polymer Materials 2024, 6, 3139–3149. doi:10.1021/acsapm.3c02858
• Sommer, K.; Zollfrank, C. Block Copolysaccharides from Methylated and Acetylated Cellulose and Starch. Biomacromolecules 2022, 23, 2280–2289. doi:10.1021/acs.biomac.1c01673
• Si, A.; Jayasinghe, T. D.; Thanvi, R.; Kapil, S.; Ronning, D.; Sucheck, S. J. Stereoselective synthesis of a 4-⍺-glucoside of valienamine and its X-ray structure in complex with Streptomyces coelicolor GlgE1-V279S. Scientific reports 2021, 11, 13413. doi:10.1038/s41598-021-92554-9
• Fu, F.; Fan, Y.; Chen, L.; Zhang, J.; Li, J. Water Solubility and Surface Activity of Alkoxyethyl β-d-Maltosides. Journal of agricultural and food chemistry 2020, 68, 8330–8340. doi:10.1021/acs.jafc.0c00349
• Chen, C.-X.; Fan, Y.-Z.; Cao, C.-C.; Wang, H.-P.; Fan, Y.-N.; Jiang, J.-J.; Wei, Z.-W.; Maurin, G.; Su, C.-Y. Dynamic Coordination Chemistry of Fluorinated Zr‐MOFs: Synthetic Control and Reassembly/Disassembly beyond de novo Synthesis to Tune the Structure and Property. Chemistry (Weinheim an der Bergstrasse, Germany) 2020, 26, 8254–8261. doi:10.1002/chem.202001052
• Uhrig, M. L.; Lantaño, B.; Postigo, A. Synthetic strategies for fluorination of carbohydrates. Organic & biomolecular chemistry 2019, 17, 5173–5189. doi:10.1039/c9ob00405j
• Staal, X.; Koshkina, O.; Srinivas, M. In vivo 19-fluorine magnetic resonance imaging. Fluorine in Life Sciences: Pharmaceuticals, Medicinal Diagnostics, and Agrochemicals; Elsevier, 2019; pp 397–424. doi:10.1016/b978-0-12-812733-9.00011-8
• Dalvit, C.; Vulpetti, A. Ligand-Based Fluorine NMR Screening: Principles and Applications in Drug Discovery Projects. Journal of medicinal chemistry 2018, 62, 2218–2244. doi:10.1021/acs.jmedchem.8b01210
• Xu, Z.; Liu, C.; Zhao, S.; Chen, S.; Zhao, Y. Molecular Sensors for NMR-Based Detection. Chemical reviews 2018, 119, 195–230. doi:10.1021/acs.chemrev.8b00202
• Namavari, M.; Gowrishankar, G.; Srinivasan, A.; Gambhir, S. S.; Haywood, T.; Beinat, C. A novel synthesis of 6′′‐[18F]‐fluoromaltotriose as a PET tracer for imaging bacterial infection. Journal of labelled compounds & radiopharmaceuticals 2018, 61, 408–414. doi:10.1002/jlcr.3601
• Patel, K.; Song, F.; Andreana, P. R. Synthesis of substrate analogues as potential inhibitors for Mycobacterium tuberculosis enzyme MshC. Carbohydrate research 2017, 453-454, 10–18. doi:10.1016/j.carres.2017.10.014
• Dalvit, C.; Knapp, S. 19F NMR isotropic chemical shift for efficient screening of fluorinated fragments which are racemates and/or display multiple conformers. Magnetic resonance in chemistry : MRC 2017, 55, 1091–1095. doi:10.1002/mrc.4640
• Dalvit, C.; Piotto, M. 19 F NMR transverse and longitudinal relaxation filter experiments for screening: a theoretical and experimental analysis. Magnetic resonance in chemistry : MRC 2016, 55, 106–114. doi:10.1002/mrc.4500
• Thanna, S.; Lindenberger, J. J.; Gaitonde, V.; Ronning, D. R.; Sucheck, S. J. Synthesis of 2-deoxy-2,2-difluoro-α-maltosyl fluoride and its X-ray structure in complex with Streptomyces coelicolor GlgEI-V279S. Organic & biomolecular chemistry 2015, 13, 7542–7550. doi:10.1039/c5ob00867k
• Vlasiou, M.; Drouza, C. 19F NMR for the speciation and quantification of the OH-molecules in complex matrices. Analytical Methods 2015, 7, 3680–3684. doi:10.1039/c5ay00178a
• Fattori, J.; Rodrigues, F. H. S.; de Moraes Pontes, J. G.; Espíndola, A. P. D. M.; Tasic, L. Monitoring Intermolecular and Intramolecular Interactions by NMR Spectroscopy. 2015; pp 180–266.
• Lindhorst, T. K. Multivalent glycosystems for nanoscience. Beilstein journal of organic chemistry 2014, 10, 2345–2347. doi:10.3762/bjoc.10.244
• Namavari, M.; Gowrishankar, G.; Hoehne, A.; Jouannot, E.; Gambhir, S. S. Synthesis of [18F]-labelled Maltose Derivatives as PET Tracers for Imaging Bacterial Infection. Molecular imaging and biology 2014, 17, 168–176. doi:10.1007/s11307-014-0793-5
• Dalvit, C.; Invernizzi, C.; Vulpetti, A. Fluorine as a hydrogen-bond acceptor: experimental evidence and computational calculations. Chemistry (Weinheim an der Bergstrasse, Germany) 2014, 20, 11058–11068. doi:10.1002/chem.201402858
• Albler, C.; Schmid, W. Synthetic Routes towards Fluorine-Containing Amino Sugars: Synthesis of Fluorinated Analogues of Tomosamine and 4-Amino-4-deoxyarabinose. European Journal of Organic Chemistry 2014, 2014, 2451–2459. doi:10.1002/ejoc.201301614

Explore citations to this article at