1256157-16-0Relevant academic research and scientific papers
Synthesis of a new glycosphingolipid, neurosporaside, from Neurospora crassa
Ohtsuka, Isao,Hada, Noriyasu,Kanemaru, Misaki,Fujii, Takanari,Atsumi, Toshiyuki,Kakiuchi, Nobuko
, p. 9 - 16 (2015)
The glycosphingolipid neurosporaside (α-D-Glcp-(1→2)-β-D-Galp-(1→6)-β-D-Galp-(1→6)-β-D-Galp-(1→)-Cer) occurs in Neurospora crassa. We attempted to synthesize neurosporaside by block synthesis (route A) and linear synthesis (route B). Oligosaccharide derivatives were synthesized using trimethylsilyltrifluoromethanesulfonate and N-iodosuccinimide/trifluoromethane sulfonic acid as promoters. The target tetrasaccharide could not be attained via route A, but route B showed potential: glycosidic bonds (β-D-Galp-(1→6)-β-D-Galp-(1→6)-β-D-Galp) were formed stereoselectively, leading to the synthesis of glycosphingolipid 2.
Synthesis of the pentasaccharide repeating unit of Escherichia coli O128 antigen
Lv, Xun,Cheng, Shuihong,Wei, Guoha,Du, Yuguo
experimental part, p. 2272 - 2276 (2010/12/19)
A pentasaccharide, 4-methoxyphenyl 2-acetamido-2-deoxy-β-d- galactopyranosyl-(1→4)-α-d-galactopyranosyl-(1→3) -2-acetamido-2-deoxy-β-d-galactopyranosyl-(1→6)-[α-l- fucopyranosyl-(1→2)]-β-d-galactopyranoside (1), representing the repeating unit of Escherichia coli O128 antigen, was successfully prepared in 23% overall yield via a convergent '2+3' glycosylation strategy.
