An efficient synthesis of D-galactose-based multivalent neoglycoconjugates

Journal of the Brazilian Chemical Society

Saulo F. De Andrade²  Rute C. Figueiredo¹  José D. De Souza Filho²  Ricardo J. Alves¹ 

[1] ,Instituto de Ciências Exatas Departamento de Química

关键词: glycodendrimers;    D-galactose;    synthesis;    pentaerythrityltetramine;    PAMAM;   

DOI  :  10.1590/S0103-50532012000600010

来源: SciELO

【 摘 要 】

In this work, the synthesis of dimeric, trimeric and tetrameric D-galactose-based neoglycoconjugates is reported. The monosaccharide ligand was prepared in 5 straightforward steps from D-galactose using the Doebner modification of the Knoevenagel reaction for chain elongation. The ligand was coupled to 1,4-butanediamine, tris-(2-ethylamino)amine, pentaerythrityltetramine and PAMAM dendrimers (1,4-butanodiamine core G0 and 1,12-dodecanediamine core G0). The unprotected glycodendrimers were purified by size-exclusion chromatography (SEC). This was the only step in which a chromatographic method was employed throughout the synthetic route. This is a new and efficient strategy for the preparation of neoglycoconjugates.

【 授权许可】

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