title: α-Rhamnosyl-β-glucosidase-catalyzed reactions for analysis and biotransformations of plant-based foods.
abstract: Most aroma compounds exist in vegetal tissues as disaccharide conjugates, rutinose being an abundant sugar moiety in grapes. The availability of aroma precursors would facilitate analytical analysis of plant-based foods. The diglycosidase α-rhamnosyl-β-glucosidase from Acremonium sp. DSM 24697 efficiently transglycosylated the rutinose moiety from hesperidin to 2-phenylethanol, geraniol, and nerol in an aqueous-organic biphasic system. 2-Phenethyl rutinoside was synthesized up to millimolar level with an 80% conversion regarding the donor hesperidin. The hydrolysis of the synthesized aroma precursors was not detected in an aqueous medium. However, in the presence of ethanol as a sugar acceptor, the enzyme was able to transfer the disaccharide residue forming the alkyl-rutinoside. The aroma precursors were significantly hydrolyzed (up to 3-4% in 2 h at 30 °C), which indicated the potential use of the enzyme for biotechnological applications, for example, in aroma modulation of fermented foods.
authors.affiliation: INCITAP-Consejo Nacional de Investigaciones Científicas y Técnicas, Departamento de Química, Facultad de Ciencias Exactas y Naturales, Universidad Nacional de La Pampa, Av. Uruguay 151, (6300) Santa Rosa, La Pampa, Argentina.
authors.forename: Marisol
authors.initials: M
authors.lastname: Minig
authors.forename: Laura S
authors.initials: LS
authors.lastname: Mazzaferro
authors.forename: Rosa
authors.initials: R
authors.lastname: Erra-Balsells
authors.forename: Gabriela
authors.initials: G
authors.lastname: Petroselli
authors.forename: Javier D
authors.initials: JD
authors.lastname: Breccia
mesh_terms: D004187:Disaccharides / Q000378:metabolism; D005504:Food Analysis; D005524:Food Technology; D005959:Glucosidases / Q000378:metabolism*; D006031:Glycosylation; D006569:Hesperidin / Q000378:metabolism; D009812:Odorants / Q000032:analysis; D010945:Plants, Edible / Q000737:chemistry* / Q000378:metabolism*
chemical_list: D004187:Disaccharides; C539209:rutinose; D006569:Hesperidin; D005959:Glucosidases