Síntese de β-D-galactopiranosídeos de arila diméricos para avaliação de sua interação com a lectina de Erythrina cristagalli Synthesis of dimeric aryl β-D-galactopyranosides for the evaluation of their interaction with the Erythrina cristagalli lectin
Autor: | Rute Cunha Figueiredo, Nádia Burkowski Meyer, Maria Auxiliadôra Fontes Prado, Ricardo José Alves, Javier Rojo |
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Jazyk: | English<br />Spanish; Castilian<br />Portuguese |
Rok vydání: | 2009 |
Předmět: | |
Zdroj: | Química Nova, Vol 32, Iss 8, Pp 2128-2132 (2009) |
Druh dokumentu: | article |
ISSN: | 0100-4042 1678-7064 |
DOI: | 10.1590/S0100-40422009000800026 |
Popis: | The synthesis of two new D-galactose-based dimers having a 1,4-butanediamine spacer is reported aiming at the evaluation of their interaction with the Erythrina cristagalli lectin. The title compounds were prepared in four and five steps from 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside bromide, in 20 % and 15 % overall yield, respectively, using the Doebner modification of the Koenavenagel reaction as the key sep. The lectin-carbohydrate interaction could be evaluated for only one dimer, due to solubility problems. A twofold enhancement of affinity was observed, compared to the corresponding monovalent ligand. |
Databáze: | Directory of Open Access Journals |
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