Characterization of an imidazolium compound formed by reaction of methylglyoxal and N^α-hippuryllysine

Abstract

The 1,3-di-Nα-hippuryllysino-4-methylimidazolium salt 6 has been identified as a major product of reaction of the α-dicarbonyl compound, methylglyoxal 1, with the lysine derivative, Nα-hippuryllysine (Nα-benzoylglycyllysine)2, in phosphate buffer at neutral pH, suggesting a mechanism for crosslinking of protein by 1 and related dicarbonyl compounds during the Maillard reaction.