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Frucooligosaccharides purification: Complexing simple sugars with phenylboronic acid

Porras-Domínguez, Jaime R., Rodríguez-Alegría, María Elena, Miranda, Alfonso, Alvarez Berber, Laura Patricia, Edmundo, Castillo, López Munguía, Agustín
Food chemistry 2019 v.285 pp. 204-212
byproducts, enzymatic reactions, ethyl acetate, fructooligosaccharides, fructose, functional foods, glucose, phenylboronic acids, prebiotics, sucrose, transferases
Prebiotic fructooligosaccharides (FOS) are currently obtained by enzymatic reaction with fructosyltransferases (FTFs) using sucrose as both donor and acceptor. In these reactions glucose results as the most abundant by-product, arising from each fructosyl transfer event and, together with fructose, because of the inherent hydrolytic activity of the FTFs. As FOS are mainly used as prebiotic in nutraceutical foods, the reduction or total elimination of monosaccharides is required. In this work the selective elimination of monosaccharides from a synthetic FOS mixture was achieved through the selective complexation of glucose and fructose with phenyl boronic acid (PBAc) followed by ethyl-acetate extraction. The process was applied to a complex mixture of FOS obtained in an enzymatic synthesis reaction containing 40% glucose, 15.8% fructose and 35% of FOS, elimination of the sugars was achieved through 3:1 molar reactions, resulting in a levan-type FOS product with 97% purity.