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Lahssen El Blidi, Zeinab Assaf, Flora Camps Bres, Henri Veschambre, Vincent Théry, Jean Bolte and Marielle Lemaire Fructose-1,6-Bisphosphate Aldolase-Mediated Synthesis of Aminocyclitols (Analogues of Valiolamine) and their Evaluation as Glycosidase Inhibitors ChemCatChem 1

Article first published online: 6 OCT 2009 | DOI: 10.1002/cctc.200900151

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The synthesis of nitrocyclitols is performed in a one-pot process with two enzymes (RAMA and phytase) and three reactions in which two carbon–carbon bonds are formed with high stereoselectivity. Four stereocenters are created and an enantiomerically pure compound is isolated for each aldehyde tested. The inhibition properties of the corresponding amines show selectivity for β-Glc and β-Gal.

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