An efficient synthesis of D-galactose-based multivalent neoglycoconjugates

Journal of the Brazilian Chemical Society

Universidade Federal de Minas Gerais, Belo Horizonte, Brazil¹  Figueiredo, Rute C.¹  Alves, Ricardo J.¹  Andrade, Saulo F. de¹  Souza Filho, José D. de¹  Universidade Federal de Ouro Preto¹  Instituto de Ciências Exatas¹ 

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

DOI  :  10.1590/S0103-50532012000600010

学科分类：化学（综合）

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】

Unknown