Total Synthesis of <i>Cordyceps militaris</i> Glycans via Stereoselective Orthogonal One-Pot Glycosylation and α-Glycosylation Strategies
Yuxin Ma, Qiong Jiang, Xiufang Wang, Guozhi Xiao
Abstract
Cordyceps militaris glycans with potent antioxidant activities have been efficiently and collectively synthesized. The synthetic approach features the following: (1) a stereoselective orthogonal one-pot glycosylation strategy for both 1,2-trans- and 1,2-cis-glycosidic linkages; (2) a merged reagent modulation and remote anchimeric assistance (RMRAA) α-glucosylation strategy; (3) DMF-modulated α-glucosylation; (4) convergent [3 + 4 + 6] orthogonal one-pot assembly of the target tridecasaccharide.
Topics & Concepts
StereoselectivityGlycosylationChemistryGlycosidic bondCordyceps militarisGlycanReagentStereochemistryCordycepsBiochemistryOrganic chemistryGlycoproteinEnzymeCatalysisFood scienceCarbohydrate Chemistry and SynthesisEnzyme Production and CharacterizationMicrobial Metabolites in Food Biotechnology