Identification of N7-(1-carboxyethyl)-arginine, a novel posttranslational protein modification of arginine formed at high hydrostatic pressure.
An aqueous solution of Nalpha-acetylarginine (0.1 mol/L) and glucose (0.3 mol/L) in 0.5 mol/L 3-[N-morpholino]propanesulfonic acid (5 mL; pH 7.0) was incubated at 110 degrees C for 2 h with application of high hydrostatic pressure (HHP). After enzymic deacetylation, the arginine modifications formed were separated by ion exchange chromatography. Besides N5-(4,5-dihydro-4-methyl-5-oxo-1H-imidazol-2-yl)-L-ornithine, the novel arginine modification N7-(1-carboxyethyl)-arginine was identified based on NMR and LC/MS measurements and synthesis-in particular, in samples reacted at a pressure of 600 MPa. As compared to samples treated at normal pressure, both compounds were formed in higher amounts at increased pressure.
Alt
Nadja
N
Department of Chemistry, Technical University of Munich, Lichtenbergstrasse 4, D-85748 Garching, Germany.
Schieberle
Peter
P
D001120:Arginine / Q000031:analogs & derivatives* / Q000737:chemistry / Q000378:metabolism; D005947:Glucose; D006874:Hydrostatic Pressure; D011499:Protein Processing, Post-Translational
C504873:N7-(1-carboxyethyl)arginine; D001120:Arginine; D005947:Glucose