title: Identification and determination of alpha-dicarbonyl compounds formed in the degradation of sugars.
abstract: The alpha-dicarbonyl compounds formed in the degradation of glucose and fructose were analyzed by HPLC using 2,3-diaminonaphthalene as derivatizing reagent, and identified as glucosone (GLUCO), 3-deoxyglucosone (3DG), 3-deoxyxylosone (3DX), tetrosone (TSO), triosone (TRIO), 3-deoxytetrosone (3DT), glyoxal (GO), and methylglyoxal (MGO). The results suggest that alpha-dicarbonyl compounds were formed from glucose via non-oxidative 3-deoxyglucosone formation and oxidative glucosone formation in glucose degradation. In addition, TRIO, GO, and MGO were also formed from glyceraldehyde as intermediate. The alpha-dicarbonyl compounds might be formed from glucose via these pathways in diabetes.
authors.affiliation: Department of Agricultural Chemistry, Faculty of Agriculture, Meiji University, Japan.
authors.forename: Teruyuki
authors.initials: T
authors.lastname: Usui
authors.forename: Satoshi
authors.initials: S
authors.lastname: Yanagisawa
authors.forename: Mio
authors.initials: M
authors.lastname: Ohguchi
authors.forename: Miku
authors.initials: M
authors.lastname: Yoshino
authors.forename: Risa
authors.initials: R
authors.lastname: Kawabata
authors.forename: Junko
authors.initials: J
authors.lastname: Kishimoto
authors.forename: Yumi
authors.initials: Y
authors.lastname: Arai
authors.forename: Kaoru
authors.initials: K
authors.lastname: Aida
authors.forename: Hirohito
authors.initials: H
authors.lastname: Watanabe
authors.forename: Fumitaka
authors.initials: F
authors.lastname: Hayase
mesh_terms: D002851:Chromatography, High Pressure Liquid; D003847:Deoxyglucose / Q000031:analogs & derivatives* / Q000737:chemistry / Q000378:metabolism; D005632:Fructose / Q000378:metabolism*; D005947:Glucose / Q000378:metabolism*; D017127:Glycation End Products, Advanced / Q000032:analysis / Q000737:chemistry / Q000378:metabolism*; D006037:Glyoxal / Q000737:chemistry / Q000378:metabolism*; D007661:Ketoses / Q000737:chemistry / Q000378:metabolism*; D015416:Maillard Reaction; D008956:Models, Chemical; D015394:Molecular Structure
chemical_list: D017127:Glycation End Products, Advanced; D007661:Ketoses; C017022:glucosone; D005632:Fructose; D006037:Glyoxal; C048054:3-deoxy-glycero-pentos-2-ulose; D003847:Deoxyglucose; C016350:3-deoxyglucosone; D005947:Glucose