Mass spectrometric evidence for the existence of distinct modifications of different proteins by 2(E),4(E)-decadienal.
2(E),4(E)-Decadienal (DDE), a lipid peroxidation product, was found to covalently modify Lys residues of different proteins by different reactions using mass spectrometry (MALDI-TOF-MS and LC-ESI-MS). DDE mainly formed Lys Schiff base adducts with cytochrome c and ribonuclease A at 10 min, but these reversibly formed adducts almost disappeared after 24 h. In contrast, beta-lactoglobulin (beta-LG) was highly modified by DDE after 24 h. In addition to the Lys Schiff base adducts, DDE formed novel Lys pyridinium adducts as well as Cys Michael adducts with beta-LG.
Zhu
Xiaochun
X
Department of Chemistry and Biochemistry, Case Western Reserve University, Cleveland, Ohio 44106, USA. xiaochun@amgen.com
Tang
Xiaoxia
X
Zhang
Jianye
J
Tochtrop
Gregory P
GP
Anderson
Vernon E
VE
Sayre
Lawrence M
LM
D000447:Aldehydes / Q000009:adverse effects*; D000595:Amino Acid Sequence; D045304:Cytochromes c / Q000032:analysis / Q000378:metabolism; D007782:Lactoglobulins / Q000032:analysis / Q000378:metabolism; D013058:Mass Spectrometry; D008969:Molecular Sequence Data; D011506:Proteins / Q000032:analysis / Q000378:metabolism*; D012259:Ribonuclease, Pancreatic / Q000032:analysis / Q000378:metabolism; D021241:Spectrometry, Mass, Electrospray Ionization; D019032:Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization
D000447:Aldehydes; D007782:Lactoglobulins; D011506:Proteins; C057349:2,4-decadienal; D045304:Cytochromes c; D012259:Ribonuclease, Pancreatic