Formyline, a new glycation compound from the reaction of lysine and 3-deoxypentosone

摘要: A previously uncharacterized glycation compound was isolated from a reaction mixture of N-α-Boc-lysine and 3-deoxypentosone by semi-preparative ion-exchange chromatography identified nuclear magnetic resonance (NMR) spectroscopy as 6-(2-formyl-1-pyrrolyl)-l-norleucine (formyline). 3-Deoxypentosone pentoses like ribose, arabinose, or xylose were the predominant precursors new compound, but formyline can also be formed lysine degradation products disaccharides glucuronic acid. The Amadori lactuloselysine ribuloselysine, which synthesized improved methods characterized NMR spectroscopy, shown not to form when heated in dry state without added, indicating that reactions between side chain dicarbonyl compounds are main pathways for formation rather than transformation containing products. Finally, it HPLC analysis after enzymatic digestion peptide-bound during incubation casein under conditions comparable food processing.