Consecutive halogen transfer between various functional groups induced by reaction of hypohalous acids: NADH oxidation by halogenated amide groups

Archives of Biochemistry and Biophysics

Volumn 371, Issue 1, 1999, Pages 107-114

  Prutz W A ^a  

^a UNIVERSITY OF FREIBURG   (Germany)

Author keywords

Amide chlorination; Chlorine transfer; Hypobromite; Hypochlorite; NADH oxidation; Nucleotide chlorination

Indexed keywords

ASCORBIC ACID; CYCLIC GMP; DIPEPTIDE; GLUTATHIONE; GLUTATHIONE DISULFIDE; INOSINE DERIVATIVE; METHIONINE; REDUCED NICOTINAMIDE ADENINE DINUCLEOTIDE; REDUCED NICOTINAMIDE ADENINE DINUCLEOTIDE PHOSPHATE;

ARTICLE; BROMINATION; CHEMICAL REACTION KINETICS; CHLORINATION; CONTROLLED STUDY; HALOGENATION; OXIDATION; PEPTIDE ANALYSIS; PRIORITY JOURNAL; REACTION ANALYSIS;

EID: 0344210992     PISSN: 00039861     EISSN: None     Source Type: Journal    
DOI: 10.1006/abbi.1999.1377     Document Type: Article

References (33)

1. Jesaitis A. J., Dratz E. A. The Molecular Basis of Oxidative Damage by Leukocytes. 1992;CRC Press, Boca Raton.
2. Albrich J. M., McCarty C. A., Hurst J. K. Proc. Natl. Acad. Sci. USA. 78:1981;210-214.
3. Winterbourn C. C. Biochim. Biophys. Acta. 840:1985;204-210.
4. Folkes L. K., Candeias L. P., Wardman P. Arch. Biochem. Biophys. 323:1995;120-126.
5. Prütz W. A. Arch. Biochem. Biophys. 332:1996;110-120.
6. Pereira W. E., Hoyano Y., Summons R. E., Bacon V. A., Duffield A. M. Biochim. Biophys. Acta. 313:1973;170-180.
7. Winterbourn C. C., Brennan S. O. Biochem. J. 326:1997;87-92.
8. Visser M. C. M., Winterbourn C. C. Biochem. J. 307:1995;57-62.
9. Selvaraj R. J., Zgliczyński J. M., Paul B. B., Sbarra A. J. J. Reticuloendo. Soc. 272:1980;31-38.
10. Griffin B. W., Haddox R. Arch. Biochem. Biophys. 239:1985;305-309.
11. Prütz W. A. Arch. Biochem. Biophys. 349:1998;183-191.
12. Stelmaszyńska T., Zgliczyński J. M. Eur. J. Biochem. 92:1978;301-308.
13. Zgliczyński, J. M., and Stelmaszyńska, T.1988 The Respiratory Burst and Its Physiological Significance (Sbarra, A. J., and Strauss, R. R., Eds.), pp. 315-347, Plenum, New York.
14. Armesto X. L., Canle M., Santaballa J. A. Tetrahedron. 49:1993;275-284.
15. Hawkins C. L., Davies M. J. J. Chem. Soc., Perkin Trans. 2:1998;1937-1945.
16. Bernofsky C. FASEB J. 5:1991;295-300.
17. Dakin H. D., Cohen J. B., Daufresne M., Kenyon J. Proc. R. Soc. London Ser. B. 89:1916;232-251.
18. Higuchi T., Hussain A., Pitman I. H. J. Chem. Soc. B. 1969;626-631.
19. Thomas E. L., Grisham M. B., Jefferson M. M. J. Clin. Invest. 72:1983;441-454.
20. Prütz W. A. Arch. Biochem. Biophys. 349:1998;265-273.
21. Logan S. R. Grundlagen der Chemischen Kinetik. 1997;Wiley-VCH, Weinheim.
22. Morris J. C. J. Phys. Chem. 70:1966;3798-3805.
23. Prütz W. A. Monatsh. Chem. 128:1997;737-748.
24. Armesto X. L., Canle M., Garcia L. M. V., Santaballa J. A. Chem. Soc. Rev. 27:1998;453-460.
25. Whiteman M., Jenner A., Halliwell B. Chem. Res. Toxicol. 10:1997;1240-1246.
26. Antelo J. M., Arce F., Crugeiras J., Parajó R. J. Phys. Org. Chem. 10:1997;631-636.
27. Rosen H., Klebanoff S. J. J. Biol. Chem. 257:1982;13731-13735.
28. Klebanoff S. J. Everse J., Everse K. E., Grisham M. B. Peroxidases in Chemistry and Biology. 1991;1-35 CRC Press, Boca Raton.
29. Van Dalen C. J., Whitehouse M. W., Winterbourn C. C., Kettle A. J. Biochem. J. 327:1997;487-492.
30. Itoh N., Izumi Y., Yamada H. Biochemistry. 26:1987;282-289.
31. Goldschmidt S., Strauß K. Justus-Liebigs Ann. Chem. 471:1929;1-20.
32. Hoigné J., Bader H., Haag W. R., Staehlin J. Water Res. 19:1985;993-1004.
33. Weiss S. J., Lampert M. B., Test S. T. Science. 222:1985;625-627.