Lactoperoxidase-catalyzed oxidation of thiocyanate by hydrogen peroxide: A reinvestigation of hypothiocyanite by nuclear magnetic resonance and optical spectroscopy

Biochemistry

Volumn 45, Issue 41, 2006, Pages 12610-12616

  Nagy, Péter ^a   Alguindigue, Susan S ^a   Ashby, Michael T ^a  

^a UNIVERSITY OF OKLAHOMA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CATALYSIS; HYDROGEN PEROXIDE; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; OXIDATION; PH EFFECTS; SPECTRUM ANALYSIS;

HYPOTHIOCYANITE; LACTOPEROXIDASE; OPTICAL SPECTROSCOPY; THIOCYANATE;

PROTEINS;

DIOXANE; HYDROGEN PEROXIDE; HYPOTHIOCYANITE; LACTOPEROXIDASE; THIOCYANATE; THIOCYANIC ACID DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CATALYSIS; CHEMICAL ANALYSIS; HYDROLYSIS; NITROGEN NUCLEAR MAGNETIC RESONANCE; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; OXIDATION; PRIORITY JOURNAL; ULTRAVIOLET SPECTROSCOPY;

CARBON ISOTOPES; HUMANS; HYDROGEN PEROXIDE; LACTOPEROXIDASE; MAGNETIC RESONANCE SPECTROSCOPY; NITROGEN ISOTOPES; OXIDATION-REDUCTION; SPECTROPHOTOMETRY, ULTRAVIOLET; THIOCYANATES;

EID: 33750054080     PISSN: 00062960     EISSN: None     Source Type: Journal    
DOI: 10.1021/bi061015y     Document Type: Article

References (24)

1. Pruitt, K. M., and Tenovuo, J. O. (1985) in The Lactoperoxidase System: Chemistry and Biological Significance, Immunology Series, Vol. 27, Marcel Dekker, New York.
2. Furtmueller, P. G., Jantschko, W., Regelsberger, G., Jakopitsch, C., Arnhold, J., and Obinger, C. (2002) Reaction of lactoperoxidase compound I with halides and thiocyanate, Biochemistry 41, 11895-11900.
3. Barnett, J. J., McKee, M. L., and Stanbury, D. M. (2004) Acidic aqueous decomposition of thiocyanogen, Inorg. Chem. 43, 5021-5033.
4. Ashby, M. T., Carlson, A. C., and Scott, M. J. (2004) Redox buffering of hypochlorous acid by thiocyanate in physiologic fluids, J. Am. Chem. Soc. 126, 15976-15977.
5. Nagy, P., Beal, J. L., and Ashby, M. T. (2006) Thiocyanate Is an Efficient Endogenous Scavenger of the Phagocytic Killing Agent Hypobromous Acid, Chem. Res. Toxicol. 19, 587-593.
6. Hoogendoorn, H., Piessens, J. P., Scholtes, W., and Stoddard, L. A. (1977) Hypothiocyanite ion: The inhibitor formed by the system lactoperoxidase-thiocyanate-hydrogen peroxide. I. Identification of the inhibiting compound, Caries Res. 11, 77-84.
7. Loevaas, E. (1992) Free radical generation and coupled thiol oxidation by lactoperoxidase/thiocyanate/hydrogen peroxide, Free Radical Biol. Med. 13, 187-195.
8. Thomas, E. L., and Aune, T. M. (1978) Lactoperoxidase, peroxide, thiocyanate antimicrobial system: Correlation of sulfhydryl oxidation with antimicrobial action, Infect. Immun. 20, 456-463.
9. Ashby, M. T., and Aneetha, H. (2004) Reactive sulfur species: Aqueous chemistry of sulfenyl thiocyanates, J. Am. Chem. Soc. 126, 10216-10217.
10. Leung-Toung, R., Li, W., Tam, T. F., and Karimian, K. (2002) Thiol-dependent enzymes and their inhibitors: A review, Curr. Med. Chem. 9, 979-1002.
11. Ihalin, R., Loimaranta, V., and Tenovuo, J. (2006) Origin, structure, and biological activities of peroxidases in human saliva, Arch. Biochem. Biophys. 445, 261-268.
12. - and Related Species, J. Chem. Soc., Chem. Commun., 547-548.
13. Sundholm, D. (1995) Ab Initio Study of Nuclear Magnetic Shieldings and Ultraviolet Spectra For Hypothiocyanite and Its Isomers: The Molecular Structure of Hypothiocyanite, J. Am. Chem. Soc. 117, 11523-11528.
14. -? A Joint Experimental and Theoretical Study, J. Phys. Chem. A 110, 4930-4936.
15. Hogg, D. M., and Jago, G. R. (1970) The antibacterial action of lactoperoxidase. The nature of the bacterial inhibitor, Biochem. J. 117, 779-790.
16. Walker, J. V., and Butler, A. (1996) Vanadium Bromoperoxidase-Catalyzed Oxidation of Thiocyanate By Hydrogen-Peroxide, Inorg. Chim. Acta 243, 201-206.
17. Modi, S., Deodhar, S. S., Behere, D. V., and Mitra, S. (1991) Lactoperoxidase-Catalyzed Oxidation of Thiocyanate By Hydrogen-Peroxide: N-15 Nuclear-Magnetic-Resonance and Optical Spectral Studies, Biochemistry 30, 118-124.
18. Arlandson, M., Decker, T., Roongta, V. A., Bonilla, L., Mayo, K. H., MacPherson, J. C., Hazen, S. L., and Slungaard, A. (2001) Eosinophil peroxidase oxidation of thiocyanate. Characterization of major reaction products and a potential sulfhydryl-targeted cytotoxicity system, J. Biol. Chem. 276, 215-224.
19. Pollock, J. R., and Goff, H. M. (1992) Lactoperoxidase-catalyzed oxidation of thiocyanate ion: A carbon-13 nuclear magnetic resonance study of the oxidation products, Biochim. Biophys. Acta 1159, 279-285.
20. Pruitt, K. M., and Tenovuo, J. (1982) Kinetics of hypothiocyanite production during peroxidase-catalyzed oxidation of thiocyanate, Biochim. Biophys. Acta 704, 204-214.
21. Modi, S., Behere, D. V., and Mitra, S. (1991) Horseradish peroxidase catalyzed oxidation of thiocyanate by hydrogen peroxide: Comparison with lactoperoxidase-catalyzed oxidation and role of distal histidine, Biochim. Biophys. Acta 1080, 45-50.
22. Engel, P., Oplatka, A., and Perlmutter-Hayman, B. (1954) Decomposition of hypobromite and bromite solutions, J. Am. Chem. Soc. 76, 2010-2015.
23. Reiter, B., Pickering, A., and Oram, J. D. (1964) An inhibitory system, lactoperoxidase-thiocyanate-peroxide, in raw milk, Microb. Inhib. Food, Proc. Int. Symp., 4th, 1964, 297-305.
24. Jameson, C. J. (1996) Understanding NMR chemical shifts, Annu. Rev. Phys. Chem. 47, 135-169.