109429-01-8Relevant articles and documents
Total Synthesis of the Congested, Bisphosphorylated Morganella morganii Zwitterionic Trisaccharide Repeating Unit
Keith, D. Jamin,Townsend, Steven D.
supporting information, p. 12939 - 12945 (2019/08/22)
Zwitterionic polysaccharides (ZPSs) activate T-cell-dependent immune responses by major histocompatibility complex class II presentation. Herein, we report the first synthesis of a Morganella morganii ZPS repeating unit as an enabling tool in the synthesis of novel ZPS materials. The repeating unit incorporates a 1,2-cis-α-glycosidic bond; the problematic 1,2-trans-galactosidic bond, Gal-β-(1 → 3)-GalNAc; and phosphoglycerol and phosphocholine residues which have not been previously observed together as functional groups on the same oligosaccharide. The successful third-generation approach leverages a first in class glycosylation of a phosphoglycerol-functionalized acceptor. To install the phosphocholine unit, a highly effective phosphocholine donor was synthesized.
Hydrolases in organic synthesis: Preparation of enantiomerically pure compounds
Ader, U,Andersch, P,Berger, M,Goergens, U,Seemayer, R,Schneider, M
, p. 145 - 150 (2007/10/02)
Esterhydrolases (Esterases, Lipases) are highly (chemo-, regio- and enantio-) selective biocatalysts for the transformation of racemic and achiral substrates into enantiomerically pure compounds.Numerous examples for their application in the preparation of synthetically useful chiral auxiliaries and building blocks for flavour compounds, pheromones and several pharmaceuticals including β-adrenergic blockers, antidepressants and ACE inhibitors are presented.
Efficient Lipase-Catalyzed Synthesis of Chiral Glycerol Derivatives
Murata, Masakazu,Terao, Yoshiyasu,Achiwa, Kazuo,Nishio, Tishiyuki,Seto, Kazumaro
, p. 2670 - 2672 (2007/10/02)
Efficient asymmetric syntheses of glycerol derivatives were achieved by lipase-catalyzed transesterification. 2-O-Substituted glycerol was enzymatically esterified with acetic acid or acetate in an organic medium to afford an optically active monoester.In
