Identification of the nitration site of insulin by peroxynitrite

Journal of Peptide Science

Volumn 13, Issue 3, 2007, Pages 149-153

  Chi, Quan ^a   Huang, Kaixun ^a  

^a HUAZHONG UNIVERSITY OF SCIENCE AND TECHNOLOGY   (China)

Author keywords

HPLC; Insulin; Mass spectrometry; Native PAGE; Nitration

Indexed keywords

DISULFIDE; INSULIN; INSULIN DERIVATIVE; PEROXYNITRITE; TYROSINE;

ALPHA CHAIN; ARTICLE; BETA CHAIN; CRYSTAL STRUCTURE; ENZYME MECHANISM; HORMONE DETERMINATION; HORMONE STRUCTURE; MATRIX ASSISTED LASER DESORPTION IONIZATION TIME OF FLIGHT MASS SPECTROMETRY; NITRATION; POLYACRYLAMIDE GEL ELECTROPHORESIS; PRIORITY JOURNAL; PROTEIN MODIFICATION; PROTEIN PURIFICATION; REVERSED PHASE HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; STRUCTURE ANALYSIS;

AMINO ACID SEQUENCE; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; INSULIN; INSULIN, LONG-ACTING; PEROXYNITROUS ACID; SERINE ENDOPEPTIDASES; SPECTROMETRY, MASS, MATRIX-ASSISTED LASER DESORPTION-IONIZATION; TYROSINE;

EID: 33947242290     PISSN: 10752617     EISSN: 10991387     Source Type: Journal    
DOI: 10.1002/psc.805     Document Type: Article

References (18)

1. Turko IV, Murad F. Protein nitration in cardiovascular diseases. Pharmacol. Rev. 2002; 54: 619-634.
2. Szabo C. Multiple pathways of peroxynitrite cytotoxicity. Toxicol. Lett. 2003; 140-141: 105-112.
3. Alvarez B, Radi R. Peroxynitrite reactivity with amino acids and proteins. Amino Acids 2003; 25: 295-311.
4. Delaney CA, Tyrberg B, Bouwens L, Vaghef H, Hellman B, Eizirik DL. Sensitivity of human pancreatic islets to peroxynitrite-induced cell dysfunction and death. FEBS Lett. 1996; 394: 300-306.
5. Suarez-Pinzon WL, Szabo C, Rabinovitch A. Development of autoimmune diabetes in NOD mice is associated with the formation of peroxynitrite in pancreatic islet beta-cells. Diabetes 1997; 46: 907-911.
6. Abdel-Wahab YH, O'Harte FP, Ratcliff H, McClenaghan NH, Barnett CR, Flatt PR. Glycation of insulin in the islets of Langerhans of normal and diabetic animals. Diabetes 1996; 45: 1489-1496.
7. Sokolovsky M, Riordan JF, Vallee BL. Tetranitromethane. A reagent for the nitration of tyrosyl residues in proteins. Biochemistry 1966; 5: 3582-3589.
8. Morris JW, Mercola DA, Arquilla ER. Preparation and properties of 3-nitrotyrosine insulins. Biochemistry 1970; 9: 3930-3937.
9. Carpenter FH, Boesel RW, Sakai DD. [Tetrakis(3-nitrotyrosine)] insulin. Biochemistry 1980; 19: 5926-5931.
10. Boesel RW, Carpenter FH. Crosslinking during the nitration of bovine insulin with tetranitromethane. Biochem. Biophys. Res. Commun. 1970; 38: 678-682.
11. Cutfield SM, Dodson GG, Ronco N, Cutfield JF. Preparation and activity of nitrated insulin dimer. Int. J. Pept. Protein Res. 1986; 27: 335-343.
12. Chi Q, Wang T, Huang K. Effect of insulin nitration by peroxynitrite on its biological activity. Biochem. Biophys. Res. Commun. 2005; 330: 791-796.
13. Radi R, Beckman JS, Bush KM, Freeman BA. Peroxynitrite oxidation of sulfhydryls. The cytotoxic potential of superoxide and nitric oxide. J. Biol. Chem. 1991; 266: 4244-4250.
14. Sarver A, Scheffier NK, Shetlar MD, Gibson BW. Analysis of peptides and proteins containing nitrotyrosine by matrix-assisted laser desorption/ ionization mass spectrometry. J. Am. Soc. Mass Spectrom. 2001; 12: 439-448.
15. Petersson AS, Steen H, Kalume DE, Caidahl K, Roepstorff P. Investigation of tyrosine nitration in proteins by mass spectrometry. J. Mass Spectrom. 2001; 36: 616-625.
16. Yomota C, Yoshii Y, Takahata T, Okada S. Separation of B-3 monodesamidoinsulin from human insulin by high-performance liquid chromatography under alkaline conditions. J. Chromatogr., A 1996; 721: 89-96.
17. Baker EN, Blundell TL, Cutfield JF, Cutfield SM, Dodson EJ, Dodson GG, Hodgkin DM, Hubbard RE, Isaacs NW, Reynolds CD. The structure of 2Zn pig insulin crystals at 1.5 Å resolution. Philos. Trans. R. Soc. Lond., B, Biol. Sci. 1988; 319: 369-456.
18. Ischiropoulos H. Biological selectivity and functional aspects of protein tyrosine nitration. Biochem. Biophys. Res. Commun. 2003; 305: 776-783.