title: Synthesis of sugar fatty acid esters using a β-xylosidase from Aspergillus awamori for transxylosylation.
abstract: Aspergillus awamori K4 β-xylosidase has broad acceptor specificity. It has been used to synthesize a sugar fatty acid ester via its transxylosylation activity. One xylosyl residue was initially transferred to hexamethylene glycol as a linker with a yield of 0.36 g/g xylobiose. Linoleic acid was subsequently linked to one terminal hydroxyl side of the transfer product hydroxyhexyl xyloside through an esterification reaction catalyzed by a lipase. The synthesis of hexyl linoleoyl xyloside was confirmed by TOF-MS analysis. The binding with a linker improved the esterification reaction because of the hydrophobic hexamethylene chain and also prevented steric hindrance by the xylosyl residue. This sugar fatty acid ester synthesis method using transglycosylation should facilitate the production of emulsifiers or surfactants with various functions.
authors.affiliation: Department of Life and Nutritional Science, Fukuyama University, 1-985 Sanzo, Fukuyama, Hiroshima 729-0292, Japan. kurakake@fubac.fukuyama-u.ac.jp
authors.forename: Masahiro
authors.initials: M
authors.lastname: Kurakake
authors.forename: Yosuke
authors.initials: Y
authors.lastname: Ito
authors.forename: Toshiaki
authors.initials: T
authors.lastname: Komaki
mesh_terms: D001230:Aspergillus / Q000201:enzymology*; D006027:Glycosides / Q000138:chemical synthesis*; D014994:Xylose / Q000737:chemistry*; D014995:Xylosidases / Q000737:chemistry* / Q000378:metabolism*
chemical_list: D006027:Glycosides; C010807:xylosides; D014994:Xylose; D014995:Xylosidases; C026579:exo-1,4-beta-D-xylosidase