Synthesis and interfacial properties of new 6-sulfate sugar-based anionic surfactants
| Autor: | Isabelle Pezron, Anne Wadouachi, Séma Golonu, Alla Nesterenko, Audrey Drelich, Bemba Abdellahi, Gwladys Pourceau, Vincent Chagnault, David Lesur, Rémy Bois |
|---|---|
| Přispěvatelé: | Laboratoire de Glycochimie, des Antimicrobiens et des Agro-ressources - UMR CNRS 7378 (LG2A ), Université de Picardie Jules Verne (UPJV)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Transformation Intégrée de la Matière Renouvelable (TIMR), Université de Technologie de Compiègne (UTC), SFR Condorcet, Université de Reims Champagne-Ardenne (URCA)-Université de Picardie Jules Verne (UPJV)-Centre National de la Recherche Scientifique (CNRS) |
| Jazyk: | angličtina |
| Rok vydání: | 2021 |
| Předmět: |
chemistry.chemical_classification
010405 organic chemistry Organic Chemistry Xylose 010402 general chemistry 01 natural sciences Biochemistry 0104 chemical sciences chemistry.chemical_compound Sulfation chemistry Galactose Amide Drug Discovery Functional group Organic chemistry Monosaccharide [CHIM]Chemical Sciences Sugar Alkyl |
| Zdroj: | Tetrahedron Letters Tetrahedron Letters, Elsevier, 2021, 74, pp.153113. ⟨10.1016/j.tetlet.2021.153113⟩ |
| ISSN: | 0040-4039 |
| DOI: | 10.1016/j.tetlet.2021.153113⟩ |
| Popis: | International audience; Three families of anionic sugar-based surfactants bearing a sulfate functional group on the primary position of a monosaccharide were synthesized and their physicochemical properties were compared. The first family corresponds to 6-sulfate derivatives of commercially available octa- and dodecyl β-d-gluco- and galactopyranosides. The second and the third families contain an amide linker between the sulfated monosaccharide (galactose, glucose or xylose) and the hydrophobic alkyl chain. Twelve of the as-synthesized anionic glycolipids, including nine novel sulfated compounds, were investigated for their surface activity at the air/liquid interface and for their self-assembling properties. These sugar-based surfactants show surface properties similar to those of commercial anionic surfactants (SDS and SLES) with good ability to reduce surface tension. The obtained results confirm the interest in these new bio-based molecules for potential substitution of anionic surfactants in various formulations. |
| Databáze: | OpenAIRE |
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