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- W122484477 abstract "3-Deoxyglucosone (3DG) has been reported to be generated from Amadori compounds by non-oxidative reaction in vitro and in vivo. Several non-fluorescent imidazolone compounds were identified as arginine adducts of 3DG. Using a 3DG and Nα-benzoylarginine amide (BzArgNH2) reaction system, 2-(Nα-benzoyl-NΔ-ornithylamide)-5-(2,3,4,-trihydroxybutyl)-2-imidazoline-4-one (S12), was identified as an intermediate product. A minor product formed from two molecules of 3DG and one molecule of BzArgNH2 was identified as 2-(Nα-benzoyl-NΔ-ornithylamide)-5,6a-di(2,3,4,-trihydroxybutyl)-5,6-dihydioxydehy-drofuro[2,3-d)imidazole (S11). We speculate that S11 is formed by the addition of 3DG to compound S12. S12 was also identified in a 3DG-insulin reaction system by ESI-MS. In further studies, a fluorescent product was purified from a Nα-acetyllysine-3DG reaction system and identified as 6,8-di-Nα-acetyllysyl-3,3a,8,8a-tetrahydro-3a-hydroxy-2-(1,2-dihydroxyethyl)-5-hydroxymethyl-2H-furo[3′,2: 4,5]pyrrolo-[2,3-c]-pyridinium (Nα-acetyllysyl-pyrropyridine) having fluorescence at Exmax: 376nm and Emmax: 450nm. Quantification of lysyl-pyrropyridine in glycated lysozyme revealed a significant increase in a 3DG-lysozyme system (74.3mmol/mol lysozyme) when compared with a glucose-lysozyme system (6.3mmol/mol lysozyme) incubated at 50°C for 7 days." @default.
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- W122484477 date "2005-01-01" @default.
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- W122484477 title "Reaction Mechanisms Operating in 3-Deoxyglucosone-Protein Systems" @default.
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- W122484477 doi "https://doi.org/10.1533/9781845698447.7.262" @default.
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