Abstract
IN the enzymatic transglycosylation reactions catalysed by ordinary glycosidases, the transfer of glycosyl group from aryl glycosides to simple alcohols and sugars was known to proceed easily1, whereas the reverse reaction, namely, with alkyl glycosides and oligo- and poly-sac-charides as donor and phenols as acceptor, has not been realized. These facts suggest that the bond-energy of aryl glycosides may be higher than that of alkyl glycosides or oligosaccharides, so the failure of aryl glycoside formation from alkyl glycosides or oligosaccharides might be due to the insufficiency of the bond energy of the latter. For the biosynthesis of aryl glycoside the intervention of uridine diphosphate sugars has been shown to be needed2. In view of the comparatively high bond energy of sucrose it appeared not unlikely to carry out enzymatic transfer of fructosyl residue of sucrose to phenols leading to the formation of aryl fructoside. The present report describes the enzymatic formation of p-hydroxyphenyl β-D-fructo-furanoside from sucrose and hydroquinone and its characterization.
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NAKAMURA, S., MIWA, T. Formation of Aryl β-D-Fructofuranoside by Enzymatic Transglycosylation. Nature 202, 291 (1964). https://doi.org/10.1038/202291a0
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DOI: https://doi.org/10.1038/202291a0
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