The formation of argpyrimidine in glyceraldehyde-related glycation.
Three major glyceraldehyde-related advanced glycation end products (AGEs) were formed from a mixture of N(alpha)-acetyllysine, N(alpha)-acetylarginine, and glyceraldehyde. Two of the compounds were MG-H1 and GLAP, as previously reported, and the other compound was identified as N(alpha)-acetyl-N(delta)-(5-hydroxy-4,6-dimethyl-pyrimidin-2-yl)-ornithine, argpyrimidine (APN). APN is a modification product of arginine residue, but it did not form from glyceraldehyde with arginine residue. The coexistence of lysine residue was necessary to APN formation.
Usui
Teruyuki
T
Department of Agricultural Chemistry, Faculty of Agriculture, Meiji University, Kawasaki, Kanagawa 214-8571, Japan.
Ohguchi
Mio
M
Watanabe
Hirohito
H
Hayase
Fumitaka
F
D005947:Glucose / Q000737:chemistry*; D005985:Glyceraldehyde / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D009952:Ornithine / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D011743:Pyrimidines / Q000138:chemical synthesis*; D013050:Spectrometry, Fluorescence; D016339:Spectrometry, Mass, Fast Atom Bombardment; D013056:Spectrophotometry, Ultraviolet
D011743:Pyrimidines; C107313:argpyrimidine; D005985:Glyceraldehyde; D009952:Ornithine; D005947:Glucose