title: First isolation of geranyl disaccharides from ginger and their relations to aroma formation.
abstract: Three geraniol glycosides were isolated from immature fresh ginger rhizomes (Zingiber officinale Roscoe). Their structures were identified as geranyl 6-O-alpha-L-arabinopyranosyl-beta-D-glucopyranoside (1) geranyl 6-O-beta-D-apiofuranosyl-beta-D-glucopyranoside (2) and geranyl 6-O-beta-D-xylopyranosyl-beta-D-glucopyranoside (3) by spectrometric analyses. After incubating each glycoside with a crude enzyme solution prepared from ginger, geraniol was liberated in all of those fractions. This result indicates that the glycosides are related to the formation of geraniol-related compounds in ginger aroma.
authors.affiliation: Graduate School of Humanities and Sciences, Ochanomizu University, Tokyo, Japan.
authors.forename: Y
authors.initials: Y
authors.lastname: Sekiwa
authors.forename: A
authors.initials: A
authors.lastname: Kobayashi
authors.forename: K
authors.initials: K
authors.lastname: Kubota
authors.forename: M
authors.initials: M
authors.lastname: Takenaka
mesh_terms: D000080462:Acyclic Monoterpenes; D004187:Disaccharides / Q000737:chemistry / Q000302:isolation & purification*; D020939:Zingiber officinale / Q000737:chemistry* / Q000201:enzymology / Q000378:metabolism; D005960:Glucosides / Q000737:chemistry / Q000302:isolation & purification*; D006026:Glycoside Hydrolases / Q000378:metabolism; D006868:Hydrolysis; D007564:Japan; D015394:Molecular Structure; D039821:Monoterpenes; D019906:Nuclear Magnetic Resonance, Biomolecular; D009812:Odorants / Q000032:analysis; D010946:Plants, Medicinal / Q000737:chemistry* / Q000201:enzymology; D027343:Rhizome / Q000737:chemistry* / Q000201:enzymology; D016339:Spectrometry, Mass, Fast Atom Bombardment; D017365:Spices; D013729:Terpenes / Q000138:chemical synthesis / Q000737:chemistry / Q000302:isolation & purification* / Q000378:metabolism
chemical_list: D000080462:Acyclic Monoterpenes; D004187:Disaccharides; D005960:Glucosides; D039821:Monoterpenes; D013729:Terpenes; C447240:geranyl 6-O-alpha-L-arabinopyranosyl-beta-D-glucopyranoside; C447241:geranyl 6-O-beta-D-apiofuranosyl-beta-D-glucopyranoside; C083043:geranyl 6-O-xylopyranosyl-glucopyranoside; D006026:Glycoside Hydrolases; C007836:geraniol; C007076:citral