Synthesis, physico-chemical properties and complexing abilities of new amphiphilic ligands from d-galacturonic acid
| Autor: | Richard Plantier-Royon, Véronique Nardello-Rataj, Jean-Bernard Behr, Anas Allam, Laurent Dupont |
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| Přispěvatelé: | Institut de Chimie Moléculaire de Reims - UMR 7312 (ICMR), SFR Condorcet, Université de Reims Champagne-Ardenne (URCA)-Université de Picardie Jules Verne (UPJV)-Centre National de la Recherche Scientifique (CNRS)-Université de Reims Champagne-Ardenne (URCA)-Université de Picardie Jules Verne (UPJV)-Centre National de la Recherche Scientifique (CNRS)-SFR CAP Santé (Champagne-Ardenne Picardie Santé), Université de Reims Champagne-Ardenne (URCA)-Université de Picardie Jules Verne (UPJV)-Université de Reims Champagne-Ardenne (URCA)-Université de Picardie Jules Verne (UPJV)-Université de Reims Champagne-Ardenne (URCA)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS) |
| Rok vydání: | 2010 |
| Předmět: |
Octanol
Anomer Glycoligands Glycosidation [CHIM.INOR]Chemical Sciences/Inorganic chemistry Ligands 010402 general chemistry 01 natural sciences Biochemistry Analytical Chemistry law.invention chemistry.chemical_compound Aminolysis law Amphiphile Organic chemistry [CHIM.COOR]Chemical Sciences/Coordination chemistry Microwaves Electron paramagnetic resonance Molecular Structure 010405 organic chemistry Ligand Hexuronic Acids Organic Chemistry Electron Spin Resonance Spectroscopy Amphiphiles General Medicine Combinatorial chemistry 0104 chemical sciences Models Chemical chemistry Titration d-Galacturonic acid Microwave activation D-Galacturonic acid |
| Zdroj: | Carbohydrate Research Carbohydrate Research, Elsevier, 2010, 345 (6), pp.731-739. ⟨10.1016/j.carres.2010.01.009⟩ |
| ISSN: | 0008-6215 |
| Popis: | International audience; This paper describes a convenient and efficient synthesis of new complexing surfactants from d-galacturonic acid and n-octanol as renewable raw materials in a two-step sequence. In the first step, simultaneous O-glycosidation–esterification under Fischer conditions was achieved. The anomeric ratio of the products was studied based on the main experimental parameters and the activation mode (thermal or microwave). In the second step, aminolysis of the n-octyl ester was achieved with various functionalized primary amines under standard thermal or microwave activation. The physico-chemical properties of these new amphiphilic ligands were measured and these compounds were found to exhibit interesting surface properties. Complexing abilities of one uronamide ligand functionalized with a pyridine moiety toward Cu(II) ions was investigated in solution by EPR titrations. A solid compound was also synthesized and characterized, its relative structure was deduced from spectroscopic data. |
| Databáze: | OpenAIRE |
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