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Convergent synthesis of tetra- and penta-saccharide fragments of dimeric Lewis X.

Carbohydr. Res.. 2019; 
FormanAdam,HendelJenifer,AuzanneauFrance-Isab
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Bacterial Expression System … The resulting plasmid was designated pCOLA-fkp-fucP. The futA gene (GeneBank acc. no. AE000511) of H. pylori strain 26695 was codon-optimized for expression in E. coli and prepared synthetically by GenScript Corporation (Piscataway, NJ, USA) … Get A Quote

摘要

The convergent synthesis of tetra- and penta-saccharide fragments of the TACA dimeric Le is described. The synthetic strategy relied on the preparation of a protected GlcNTCA-(1,3)-Gal-(1,4)-GlcNAc trisaccharide diol free at O-3 of both glucosamine residues. Key steps in the preparation of this diol involved glycosylation at O-4 of N-acetylglucosamine using activation of a trichloroacetimidate with BF·EtO at 40 °C, removal of the non-reducing end O-3' chloroacetate with thiourea, and glycosylation with a N-trichloroacetamido glucosamine trichloroacetimidate donor. After conversion to the diol acceptor, the trisaccharide was selectively fucosylated at the nonreducing end under NIS/TMSOTf activation... More

关键词

Dimeric Le(x),Fucosylation,Oligosaccharide,Synth