Studies on (β,1→5) and (β,1→6) linked octyl Galf disaccharides as substrates for mycobacterial galactosyltransferase activity

A tethering mechanism for length control in a processive carbohydrate polymerization

“…S2B). These results are similar to those obtained by others (26,27), but they contrast with data obtained by using 5. The latter findings suggest that the lipid substituent, and not solely the saccharide, is a key determinant of processivity.…”

Synthesis of galactofuranose-containing disaccharides using thioimidoyl-type donors

“…This approach is highly competitive with those proposed by Plusquellec et al 49 or Reynolds and co-workers. 50 For subsequent glycosidation of donors 5-8, we were first interested in synthesizing the b-D D-Galf-(1!6)-a-D DGlcp disaccharide residue found in E. coli (K-12 strain) and particularly focused our attention on the nature of the promoter (Table 2). To ensure selective activation of the thioimidoyl donor, no halonium ion was used as promoter.…”

Recent knowledge and innovations related to hexofuranosides: structure, synthesis and applications

“…2,12 Assuming that D D-Gal is the most widespread hexose in such compounds, much effort was dedicated to its chemistry. Approximately all of the most known families of donors were used to prepare di-and trisaccharides: furanosyl halides, 160 in spite of their low stability, 1-acyl donors, [161][162][163] even if they are a priori less reactive than other donors, n-pentenyl furanosides, 159,164 trichloroacetimidates, 163,[165][166][167] thiofuranosides, 157,163 sulfoxides 168,169 and also recently thioimidates. 167 More challenging tasks deal with the synthesis of higher oligosaccharides characterized by the presence of internal galactofuranosyl entities.…”