156719-47-0Relevant articles and documents
A divergent approach to the synthesis of iGb3 sugar and lipid analogues via a lactosyl 2-azido-sphingosine intermediate
Cheng, Janice M. H.,Dangerfield, Emma M.,Timmer, Mattie S. M.,Stocker, Bridget L.
supporting information, p. 2729 - 2736 (2014/05/06)
Isoglobotrihexosylceramide (iGb3, 1) is an immunomodulatory glycolipid that binds to CD1d and is presented to the T-cell receptor (TCR) of invariant natural killer T (iNKT) cells. To investigate how modifications to the lipid tail or terminal sugar residu
Synthesis of L-altrose and some derivatives
Lunau, Nathalie,Meier, Chris
, p. 6260 - 6270 (2013/01/15)
A convenient approach to the chemical synthesis of L-altrose (1) and its 6-deoxy derivative 2 has been developed by starting from D-galactose (9) and D-fucose (10), respectively. The 5-epimerization by a Mitsunobu inversion of the open-chain D-hexoses was the key step for these routes. Furthermore, the conversion of 2 into peracetylated TDP-6-deoxy-α-L-altrose (3a) was achieved by the cycloSal approach. However, the final deacetylation led to an unexpected side-reaction resulting in the previously unknown 6-deoxy-α-L-altropyranose 1,3-cyclophosphate (4).
A new method for the stereoselective synthesis of α- and β-glycosylamines using the Burgess reagent
Nicolaou,Snyder, Scott A.,Nalbandian, Annie Z.,Longbottom, Deborah A.
, p. 6234 - 6235 (2007/10/03)
Although glycosylamines constitute an important group of carbohydrates from the standpoint of biology and medicine, methods for their synthesis typically lack substrate generality and/or result in variable stereoselectivity, especially in complex contexts
In situ activating glycosylation of 6-deoxysugars: Synthesis of O- α-D- fucosyl(1→4)-O-α-D-fucosyl-(1→4)-O-α-D-quinovosyl-(1→4)-D-quinovose
Koto, Shinkiti,Kusunoki, Ami,Hirooka, Motoko
, p. 967 - 976 (2007/10/03)
The linear tetrasaccharide, α-D-fucopyranosyl-(1→4)-a-D-fucopyranosyl- (1→4)-α-D-quinovopyranosyl-(1→4)-D-quinovopyranose, the sugar cluster of asterosaponin A from the starfish, Asterias amurensis, was synthesized in a convergent manner. We employed an i