192505-54-7

Upstream product

• 192505-53-6 3-O-acetyl-1,6-anhydro-2-O-benzyl-β-D-glucopyranose 
• 192505-52-5 (2S,3S,4S,5R)-3-((2R,3S,4R,5R,6R)-6-Acetoxymethyl-3,4,5-trimethoxy-tetrahydro-pyran-2-ylmethyl)-4,5-dimethoxy-6-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-2-carboxylic acid benzyl ester 
• 215094-09-0 1,6-anhydro-2-O-benzyl-4-O-(tetrahydropyran-2-yl)-β-D-glucopyranose 
• 20194-18-7 sodium phenyl-methanolate 
• 67313-50-2 1,6:2,3-dianhydro-4-O-(tetrahydropyran-2-yl)-β-D-mannopyranose 

Relevant academic research and scientific papers

Introducing a C-interglycosidic bond in a biologically active pentasaccharide hardly affects its biological properties

We describe here the synthesis and the biological activity of a 'C-pentasaccharide', a new analogue of the antithrombin III (AT III) binding region of heparin containing a methylene bridge in place of an interglycosidic oxygen atom. The affinity for AT III and the anti-factor Xa activity of this compound have been compared with that of the corresponding selected 'O-pentasaccharide'. Such a structural modification slightly decreased the affinity of this compound for AT III as well as its anti-factor Xa activity (880±40 anti-Xa units versus 1180±30 anti-Xa units for the C-pentasaccharide and the O-pentasaccharide, respectively). This compound therefore represents the first example of a new class of anti-factor Xa pentasaccharides containing a C-interglycosidic bond. Copyright (C) 1998 Elsevier Science Ltd.