The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: (2R,3R,4S,5R,6R)-2-(Hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol( cas:1824-94-8 ) is researched.COA of Formula: C7H14O6.Kroezen, Blijke S.; Conti, Gabriele; Girardi, Benedetta; Cramer, Jonathan; Jiang, Xiaohua; Rabbani, Said; Mueller, Jennifer; Kokot, Maja; Luisoni, Enrico; Ricklin, Daniel; Schwardt, Oliver; Ernst, Beat published the article 《A Potent Mimetic of the Siglec-8 Ligand 6′-Sulfo-Sialyl Lewisx》 about this compound( cas:1824-94-8 ) in ChemMedChem. Keywords: Siglec 8 ligand sulfosialyl Lewisx mimetics; 6’-sulfo-sialyl Lewisx; Siglec-8; asthma; calorimetry; glycosides. Let’s learn more about this compound (cas:1824-94-8).
Siglecs are members of the Ig gene family containing sialic acid binding N-terminal domains. Among them, Siglec-8 is expressed on various cell types of the immune system such as eosinophils, mast cells and weakly on basophils. Crosslinking of Siglec-8 with monoclonal antibodies triggers apoptosis in eosinophils and inhibits degranulation of mast cells, making Siglec-8 a promising target for the treatment of eosinophil- and mast cell-associated diseases such as asthma. The tetrasaccharide 6′-sulfo-sialyl Lewisx has been identified as a specific Siglec-8 ligand in glycan array screening. Here, we describe an extended study enlightening the pharmacophores of 6′-sulfo-sialyl Lewisx and the successful development of a high-affinity mimetic. Retaining the neuraminic acid core, the introduction of a carbocyclic mimetic of the Gal moiety and a sulfonamide substituent in the 9-position gave a 20-fold improved binding affinity. Finally, the residence time, which usually is the Achilles tendon of carbohydrate/lectin interactions, could be improved.
《A Potent Mimetic of the Siglec-8 Ligand 6′-Sulfo-Sialyl Lewisx》 provides a strategy for the preparation of materials with excellent comprehensive properties, which is conducive to broaden the application field of this compound((2R,3R,4S,5R,6R)-2-(Hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol)COA of Formula: C7H14O6.
Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate