Imidazolone, a novel advanced glycation end product, is present at high levels in kidneys of rats with streptozotocin-induced diabetes.

Abstract

We produced a monoclonal antibody to imidazolones A and B, novel advanced glycation end products formed from the reaction of 3-deoxyglucosone (3-DG) with the guanidino group of arginine. Liquid chromatography/mass spectrometry demonstrated that the formation of imidazolone A by incubating 3-DG with arginine is very rapid, reaching a maximum concentration within 24 h, but the formation of imidazolone B is very slow and low in quantity even after 2 weeks. Thus, at physiological conditions the formation of imidazolone A is dominant, while that of imidazolone B is negligible. Immunochemistry demonstrated that the imidazolone content in the kidneys of streptozotocin-induced diabetic rats was significantly higher than in the control rats. Serum levels of 3-DG in the diabetic rats were also significantly higher than in control rats. 3-DG attacks the arginine residues of the tissue proteins, producing imidazolone at high levels in the kidneys affected by diabetic nephropathy.

• Authors: T Niwa, T Katsuzaki, Y Ishizaki, F Hayase, T Miyazaki, T Uematsu, N Tatemichi, Y Takei
• Journal: FEBS letters (FEBS Lett) Vol. 407 Issue 3 Pg. 297-302 (May 05 1997) ISSN: 0014-5793 [Print] England
• PMID: 9175872 (Publication Type: Journal Article)

Chemical References

• 2-benzamido-5-(5-((2,3,4-trihydroxybutyl)-4-oxo-2-imidazolin-2-yl)amino)pentanamide
• 2-benzamido-5--(5-((2,3,4-trihydroxybutyl)-4-oxoimidazol-2-yl)amino)pentanamide
• Antibodies, Monoclonal
• Glycation End Products, Advanced
• Imidazoles
• Arginine
• Deoxyglucose
• 3-deoxyglucosone

Topics

• Animals
• Antibodies, Monoclonal
• Arginine (analogs & derivatives, immunology, metabolism)
• Deoxyglucose (analogs & derivatives, blood)
• Diabetes Mellitus, Experimental (metabolism)
• Diabetic Nephropathies (metabolism)
• Glycation End Products, Advanced (immunology, metabolism)
• Imidazoles (immunology, metabolism)
• Kidney (metabolism)
• Kinetics
• Maillard Reaction
• Male
• Mice
• Rats
• Rats, Wistar