Structural elucidation of the oxidation product of aminoethylcysteine ketimine decarboxylated dimer by peroxynitrite

Tetrahedron

Volumn 60, Issue 19, 2004, Pages 4151-4157

  Mannina, Luisa ^a,b   Viel, Stéphane ^a,b   Duprè, Silvestro ^c   Pecci, Laura ^c   Fontana, Mario ^c   Pinnen, Francesco ^d   Antonucci, Antonio ^c   Segre, Anna Laura ^b  

^a UNIVERSITY OF MOLISE   (Italy)

^b CNR Consiglio Nazionale delle Ricerche   (Italy)

^c SAPIENZA UNIVERSITY OF ROME   (Italy)

^d UNIVERSITY OF CHIETI   (Italy)

Author keywords

13C NMR; 1H NMR; Aminoethylcysteine ketimine; Chirality; Cyclodextrin; Peroxynitrite

Indexed keywords

2H 1,4 THIAZINE 5,6 DIHYDRO 3 CARBOXYLIC ACID; CARBOXYLIC ACID DERIVATIVE; CYSTEINE DERIVATIVE; DIMER; PEROXYNITRITE; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL STRUCTURE; CHIRALITY; DECARBOXYLATION; DIMERIZATION; ION TRAP MASS SPECTROMETRY; ISOMER; MOLECULAR INTERACTION; OXIDATION; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; STRUCTURE ANALYSIS;

EID: 1942439882     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2004.03.048     Document Type: Article

References (32)

1. Hermann P., Willhardt I. Z. Physiol. Chem. 349:1968;395-398.
2. Cini C., Foppoli C., De Marco C. Ital. J. Biochem. 27:1978;305-320.
3. Costa M., Pensa B., Fontana M., Foppoli C., Cavallini D. Biochim. Biophys. Acta. 881:1986;314-320.
4. Cavallini D., Ricci G., Duprè S., Pecci L., Costa M., Matarese R.M., Pensa B., Antonucci A., Solinas S.P., Fontana M. Eur. J. Biochem. 202:1991;217-223.
5. Fontana M., Brunori A., Costa M., Antonucci A. Neurochem. Res. 22:1997;821-824.
6. Hermann P. Chem. Ber. 94:1961;442-445.
7. Pecci L., Antonucci A., Matarese R.M., Solinas S.P., Cavallini D. Physiol. Chem. Phys. Med. NMR. 23:1991;221-227.
8. Matarese R.M., Macone A., Maggio A., Cavallini D. J. Chromatogr. Sect. B. 683:1996;269-272.
9. Matarese R.M., Macone A., Crescentini G., Duprè S., Cavallini D. Neurochem. Int. 32:1998;365-368.
10. Matarese R.M., Macone A., Antonini A., Maggio A., Antonucci A. J. Chromatogr. Sect. B. 732:1999;137-144.
11. Pecci L., Fontana M., Montefoschi G., Cavallini D. Biochem. Biophys. Res. Commun. 205:1994;264-268.
12. Pecci L., Montefoschi G., Antonucci A., Cavallini D. Physiol. Chem. Phys. Med. NMR. 27:1995;223-229.
13. Matarese R.M., Macone A., Fontana M., Duprè S., Cavallini D. Biochem. Mol. Biol. Int. 46:1998;829-837.
14. Macone, A.; Matarese, R. M.; Gentili, V.; Antonucci, A.; Duprè, S.; Nardini, M. Submitted for publication.
15. Fontana M., Pecci L., Macone A., Cavallini D. Free Radical Res. 29:1998;435-440.
16. Huie R.E., Padmaja S. Free Radical Res. Commun. 18:1993;195-199.
17. Eiserich J.P., Patel R.P., O'Donnel V.B. Mol. Aspects Med. 19:1998;221-357.
18. Radi R., Beckman J.S., Bush K.M., Freeman B.A. Arch. Biochem. Biophys. 288:1991;481-487.
19. Trujillo M., Radi R. Arch. Biochem. Biophys. 397:2002;91-98.
20. Beckman J.S. Chem. Res. Toxicol. 9:1996;836-844.
21. Kirsch M., De Groot H. J. Biol. Chem. 275:2000;16702-16708.
22. Inoue S., Kawanishi S. FEBS Lett. 371:1995;86-88.
23. Lymar S., Hurst J.K. Inorg. Chem. 37:1998;294-301.
24. Gow A., Duran D., Thom S.R., Ischiropoulos H. Arch. Biochem. Biophys. 333:1996;42-48.
25. Bonini M.G., Augusto O. J. Biol. Chem. 276:2001;9749-9754.
26. Meli R., Nauser T., Latal P., Koppenol W.H. J. Biol. Inorg. Chem. 7:2002;31-39.
27. Pecci L., Antonucci A., Pinnen F., Cavallini D. Amino Acids. 18:2000;61-67.
28. Connors K.A. Chem. Rev. 97:1997;1325-1357.
29. Bertrand M.P., Escoubet S., Gastaldi S., Timokhlin V.L. Chem. Commun. 3:2002;216-217.
30. Masuda M., Mower H.F., Pignatelli B., Celan I., Friesen M.D., Nishino H., Ohshima H. Chem. Res. Toxicol. 13:2000;301-308.
31. Beckman J.S., Chen J., Ischiropoulos H., Crow J.P. Methods Enzymol. 233:1994;229-240.
32. Braun S., Kalinowski H.O., Berger S. 150 and more basic NMR experiments, a practical course. 1998;Wiley-VCH, Weinheim. pp 1-581.