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Síntese de β-D-galactopiranosídeos de arila diméricos para avaliação de sua interação com a lectina de Erythrina cristagalli

2009; Brazilian Chemical Society; Volume: 32; Issue: 8 Linguagem: Inglês

10.1590/s0100-40422009000800026

ISSN

1678-7064

Autores

Rute C. Figueiredo, Nádia Burkowski Meyer, Maria Auxiliadôra Fontes Prado, Ricardo José Alves, Javier Rojo,

Tópico(s)

Glycosylation and Glycoproteins Research

Resumo

THE Erythrina cristagalli LECTIN.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-b-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.

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