Cooperative effects between arginine and glutamic acid in the amino acid catalyzed aldol reaction
Catalysis of the aldol reaction between cyclohexanone and 4-nitrobenzaldehyde by mixtures of L-Arg and of L-Glu in wet DMSO takes place with higher enantioselectivity (up to a seven-fold enhancement in the anti- aldol for the 1:1 mixture) than that observed when either L-Glu or L-Arg alone are used...
| Autores: | , |
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| Tipo de recurso: | artículo |
| Estado: | Versión aceptada para publicación |
| Fecha de publicación: | 2016 |
| País: | España |
| Institución: | Universidad de Barcelona |
| Repositorio: | Dipòsit Digital de la UB |
| OAI Identifier: | oai:diposit.ub.edu:2445/107935 |
| Acceso en línea: | https://hdl.handle.net/2445/107935 |
| Access Level: | acceso abierto |
| Palabra clave: | Aminoàcids Catàlisi Química supramolecular Àcid glutàmic Quiralitat Amino acids Catalysis Supramolecular chemistry Glutamic acid Chirality |
| Sumario: | Catalysis of the aldol reaction between cyclohexanone and 4-nitrobenzaldehyde by mixtures of L-Arg and of L-Glu in wet DMSO takes place with higher enantioselectivity (up to a seven-fold enhancement in the anti- aldol for the 1:1 mixture) than that observed when either L-Glu or L-Arg alone are used as the catalysts. These results can be explained by the formation of a catalytically active hydrogen-bonded complex between both amino acids, and demonstrate the possibility of positive cooperative effects in catalysis by two different α-amino acids. Chirality |
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