Combining Click Reactions for the One-Pot Synthesis of Modular Biomolecule Mimetics
| Autor: | Annie Lambert, Ola Blixt, Anne Brinkø, Christian Risinger, Cyrille Grandjean, Henrik H. Jensen |
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| Přispěvatelé: | Institut Sophia Agrobiotech (ISA), Centre National de la Recherche Scientifique (CNRS)-Université Nice Sophia Antipolis (... - 2019) (UNS), COMUE Université Côte d'Azur (2015-2019) (COMUE UCA)-COMUE Université Côte d'Azur (2015-2019) (COMUE UCA)-Institut National de la Recherche Agronomique (INRA), Institut de biologie de Lille - IBL (IBLI), Université de Lille, Sciences et Technologies-Institut Pasteur de Lille, Réseau International des Instituts Pasteur (RIIP)-Réseau International des Instituts Pasteur (RIIP)-Centre National de la Recherche Scientifique (CNRS)-Université de Lille, Droit et Santé, Centre for Biodiversity Dynamics, Norwegian University of Science and Technology [Trondheim] (NTNU), Norwegian University of Science and Technology (NTNU)-Norwegian University of Science and Technology (NTNU), Institut Sophia Agrobiotech [Sophia Antipolis] (ISA), Institut National de la Recherche Agronomique (INRA)-Université Nice Sophia Antipolis (... - 2019) (UNS), Université Côte d'Azur (UCA)-Université Côte d'Azur (UCA)-Centre National de la Recherche Scientifique (CNRS) |
| Rok vydání: | 2019 |
| Předmět: |
chemistry.chemical_classification
[CHIM.ORGA]Chemical Sciences/Organic chemistry 010405 organic chemistry business.industry Biomolecule Organic Chemistry One-pot synthesis food and beverages Modular design 010402 general chemistry 01 natural sciences Biochemistry Combinatorial chemistry Cycloaddition 0104 chemical sciences Coupling (electronics) chemistry [SDV.SP.PHARMA]Life Sciences [q-bio]/Pharmaceutical sciences/Pharmacology Physical and Theoretical Chemistry business ComputingMilieux_MISCELLANEOUS |
| Zdroj: | Organic Letters Organic Letters, American Chemical Society, 2019, 21 (18), pp.7544-7548. ⟨10.1021/acs.orglett.9b02811⟩ Brinkø, A, Risinger, C, Lambert, A, Blixt, O, Grandjean, C & Jensen, H H 2019, ' Combining Click Reactions for the One-Pot Synthesis of Modular Biomolecule Mimetics ', Organic Letters, vol. 21, no. 18, pp. 7544-7548 . https://doi.org/10.1021/acs.orglett.9b02811 |
| ISSN: | 1523-7052 1523-7060 |
| DOI: | 10.1021/acs.orglett.9b02811 |
| Popis: | Here, we report on the first combined one-pot use of the two so-called "click reactions": the thiol-ene coupling and the copper-catalyzed alkyne-azide cycloaddition. These reactions were employed in an alternating and one-pot fashion to combine appropriately functionalized monomeric carbohydrate building blocks to create mimics of trisaccharides and tetrasaccharides as single anomers, with only minimal purification necessary. The deprotected oligosaccharide mimics were found to bind both plant lectins and human galectin-3. |
| Databáze: | OpenAIRE |
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