S. Ciccotosto et al., SYNTHESIS AND EVALUATION OF N-ACETYLNEURAMINIC ACID-BASED AFFINITY MATRICES FOR THE PURIFICATION OF SIALIC ACID-RECOGNIZING PROTEINS, Glycoconjugate journal, 15(7), 1998, pp. 663-669
The synthesis of 2-S-(2-aminoethyl) io-D-glycero-alpha-D-galacto-2-non
ulopyranosidonic acid (1) has been successfully achieved from the prec
ursors methyl hio-D-glycero-alpha-D-galacto-2-nonulopyranosonate (2) a
nd 2-bromo-N-(tert-butoxycarbonyl)-ethylamine (5). Compounds 1 and 2 w
ere coupled, via amino and thioglycosidic linkages, respectively, to e
poxy-activated Sepharose 6B. The resultant affinity adsorbents have pr
oved efficient in purifying the sialic acid-recognizing enzyme Vibrio
cholerae sialidase, in a one-step process with yields in the order of
60%.