53829-58-6Relevant academic research and scientific papers
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
, p. 204 - 212 (2019)
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.
Thermodynamically controlled regioselective glycosylation of fully unprotected sugars through Bis(boronate) intermediates
Kaji, Eisuke,Yamamoto, Daisuke,Shirai, Yuko,Ishige, Koji,Arai, Yoshika,Shirahata, Tatsuya,Makino, Kazuishi,Nishino, Takashi
, p. 3536 - 3539 (2014/06/23)
Fully unprotected D-glucose, D-mannose, and D-fructose were regioselectively glycosylated with several phenylthioglycosides to afford glycosyl-β(1→6)-α/β-D-glucopyranose, glycosyl- β(1→1)-α-D-mannofuranoside, and glycosyl-β(1→1)- β-D-fructopyranose in goo
