97576-68-6Relevant articles and documents
Convergent Synthesis of a Bisecting N-Acetylglucosamine (GlcNAc)-Containing N-Glycan
Manabe, Yoshiyuki,Shomura, Hiroki,Minamoto, Naoya,Nagasaki, Masahiro,Takakura, Yohei,Tanaka, Katsunori,Silipo, Alba,Molinaro, Antonio,Fukase, Koichi
supporting information, p. 1544 - 1551 (2018/05/30)
The chemical synthesis of a bisecting N-acetylglucosamine (GlcNAc)-containing N-glycan was achieved by a convergent synthetic route through [4+2] and [6+2] glycosylations. This synthetic route reduced the number of reaction steps, although the key glycosylations were challenging in terms of yields and selectivities owing to steric hindrance at the glycosylation site and a lack of neighboring group participation. The yields of these glycosylations were enhanced by stabilizing the oxocarbenium ion intermediate through ether coordination. Glycosyl donor protecting groups were explored in an effort to realize perfect α selectivity by manipulating remote participation. The simultaneous glycosylations of a tetrasaccharide with two disaccharides was investigated to efficiently construct a bisecting GlcNAc-containing N-glycan.
Intramolecular aglycon delivery for (1 → 2)-β-mannosylation: Towards the synthesis of phospholipomannan of Candida albicans
Gannedi, Veeranjaneyulu,Ali, Asif,Singh, Parvinder Pal,Vishwakarma, Ram A.
, p. 2945 - 2947 (2014/05/06)
A high yielding method for 1,2-cis-β-D-mannosylation by intra-molecular aglycon delivery (IAD) through p-methoxy benzyl ether/acetal exchange and phenylsulfoxide donor is reported, along with its application in iterative assembly of antigenic (1 → 2)-β-pe
Synthesis of truncated analogues for studying the process of glycosyl phosphatidylinositol modification
John, Franklin,Hendrickson, Tamara L.
supporting information; experimental part, p. 2080 - 2083 (2010/07/03)
Figure presented Many eukaryotic proteins are modified with a glycosylphosphatidylinositol (GPI) anchor at their C-termini. This post-translational modification causes these proteins to be noncovalently tethered to the plasma membrane. The synthesis of tr