title: Elucidation of chemical pathways in the maillard reaction by 17O-NMR spectroscopy.
abstract: 17O-NMR spectroscopy was employed as an innovative method to help understand mechanistic pathways in sugar fragmentation. Elucidation of reaction mechanisms to final Maillard end products was achieved by starting from specific intermediates obtained by synthesis, such as 1-deoxy-D-erythro-hexo-2,3-diulose. This alpha-dicarbonyl was thermally treated in the presence of 17O-enriched water under alkaline conditions. The reaction products were monitored by 17O-NMR spectroscopy and their structures corroborated by complementary techniques. For the first time, evidence is shown for the direct formation of acetic acid from 1-deoxy-D-erythro-hexo-2,3-diulose by an oxidative alpha-dicarbonyl cleavage and incorporation of a 17OH group into the acetic acid released as sugar fragment.
authors.affiliation: Nestlé Research Center, P.O. Box 44, 1000 Lausanne 26, Switzerland.
authors.forename: Fabien
authors.initials: F
authors.lastname: Robert
authors.forename: Francia Arce
authors.initials: FA
authors.lastname: Vera
authors.forename: Frank
authors.initials: F
authors.lastname: Kervella
authors.forename: Tomas
authors.initials: T
authors.lastname: Davidek
authors.forename: Imre
authors.initials: I
authors.lastname: Blank
mesh_terms: D002241:Carbohydrates / Q000737:chemistry*; D008401:Gas Chromatography-Mass Spectrometry; D007700:Kinetics; D009682:Magnetic Resonance Spectroscopy / Q000379:methods*; D015416:Maillard Reaction; D008958:Models, Molecular; D010103:Oxygen Isotopes
chemical_list: D002241:Carbohydrates; D010103:Oxygen Isotopes