An efficient synthesis of GDP-hexanolamine, a key tool for the purification of fucosyltransferases.
A new efficient synthesis of GDP-hexanolamine from hexanolamine is reported with an overall yield of 71%. The pyrophosphate formation, the key step of this preparation, was achieved through a sequential GMP activation procedure based on polytrifluoroacetylation of GMP followed by activation of the phosphate group by 1-methylimidazole.
Vincent
Stéphane P
SP
Laboratoire des Processus Sélectifs en Chimie Organique et Bioorganique, Département de Chimie, UMR 8642 du CNRS, Ecole Normale Supérieure, 24 rue Lhomond, F-75231 Paris, France. svincent@junie.ens.fr
Gastinel
Louis N
LN
D000081:Acetamides; D005463:Fluoroacetates; D005647:Fucosyltransferases / Q000302:isolation & purification*; D006586:Hexanes / Q000138:chemical synthesis*; D009005:Monosaccharides / Q000138:chemical synthesis*; D014269:Trifluoroacetic Acid / Q000737:chemistry
D000081:Acetamides; D005463:Fluoroacetates; C476484:GDP-hexanolamine; D006586:Hexanes; D009005:Monosaccharides; C030688:trifluoroacetamide; D014269:Trifluoroacetic Acid; D005647:Fucosyltransferases