80235-69-4Relevant academic research and scientific papers
Stereodivergent synthesis of right- and left-handed iminoxylitol heterodimers and monomers. Study of their impact on β-glucocerebrosidase activity
Stauffert, Fabien,Serra-Vinardell, Jenny,Gómez-Grau, Marta,Michelakakis, Helen,Mavridou, Irene,Grinberg, Daniel,Vilageliu, Llu?sa,Casas, Josefina,Bodlenner, Anne,Delgado, Antonio,Compain, Philippe
, p. 3681 - 3705 (2017)
A library of dimers and heterodimers of both enantiomers of 2-O-alkylated iminoxylitol derivatives has been synthesised and evaluated on β-glucocerebrosidase (GCase), the enzyme responsible for Gaucher disease (GD). Although the objective was to target simultaneously the active site and a secondary binding site of the glucosidase, the (-)-2-iminoxylitol moiety seemed detrimental for imiglucerase inhibition and no significant enhancement was obtained in G202R, N370S and L444P fibroblasts. However, all compounds having at least one (+)-2-O-alkyl iminoxylitol are GCase inhibitors in the nano molar range and are significant GCase activity enhancers in G202R fibroblats, as confirmed by a decrease of glucosylceramide levels and by co-localization studies.
Phosphatidyl myo-inositol mannosides mimics built on an acyclic or heterocyclic core: Synthesis and anti-inflammatory properties
Front, Sophie,Court, Nathalie,Bourigault, Marie-Laure,Rose, Stephanie,Ryffel, Bernhard,Erard, Francois,Quesniaux, Valerie F.J.,Martin, Olivier R.
scheme or table, p. 2081 - 2093 (2012/07/01)
Phosphatidyl myo-inositol mannosides (PIMs) are constituents of the mycobacterial cell wall and possess immunomodulatory activities. Certain PIM derivatives have immunoprotective activity and are of interest as anti-inflammatory agents. In order to identi
Stereocontrolled elaboration of natural (-)-polycavernoside A, a powerfully toxic metabolite of the red alga Polycavernosa tsudai
Paquette, Leo A.,Barriault, Louis,Pissarnitski, Dmitri,Johnston, Jeffrey N.
, p. 619 - 631 (2007/10/03)
A stereoselective total synthesis of natural levorotatory polycavernoside A (1) has been achieved. Initial investigations produced the properly activated disaccharide unit 18b via the conjoining of building blocks originating from L-fucose and D-xylose. T
STUDIES DIRECTED TOWARD THE TOTAL SYNTHESIS OF POLYCAVERNOSIDE A. ENANTIOSELECTIVE SYNTHESIS OF THE DISACCHARIDE COMPONENT
Johnston, Jeffrey N.,Paquette, Leo A.
, p. 4341 - 4344 (2007/10/02)
Adaptation of the Mukaiyama-Nicolaou protocol to the coupling of a monounprotected thioglycoside to a glycosyl fluoride is capable of delivering the unusual disaccharide present in the title toxin.
