HALOGENATED SPECIES - Oxidation of Amino Acids, Peptides, and Proteins: Kinetics and Mechanism - page 111

14 Rees, M.D., Hawkins, C.l., and Davies, M.J. Hypochlorite and superoxide radicals
can act synergistically to induce fragmentation of hyaluronan and chondroitin
sulphates. Biochem. J. 2004, 381 , 175-184.
15 Hawkins, C.l. and Davies, M.J. Reaction of HOCl with amino acids and peptides:
EPR evidence for rapid rearrangement and fragmentation reactions of nitrogen-
centred radicals. J. Chem. Soc. Perkin Trans. 2 1998, 1937-1945.
16 Thomas, E.l., grisham, M.B., and Jefferson, M.M. Cytotoxicity and chloramines.
Method Enzymol. 1986, 132 , 585-593.
17 Thomas, E.l., grisham, M.B., and Jefferson, M.M. Preparation and characteriza-
tion of chloramines. Method Enzymol. 1986, 132 , 569-585.
18 Thomas, E.l. Myeloperoxidase-hydrogen peroxide-chloride antimicrobial system:
effect of exogenous amines on antibacterial action against Escherichia coli . Infect.
Immun. 1979, 25 , 110-116.
19 Deborde, M. and gunten, U.V. Reactions of chlorine with inorganic and organic
compounds during water treatment—kinetics and mechanism: a critical review.
Water Res. 2008, 42 , 13-51.
20 Sivey, J.D., McCullough, C.E., and Roberts, A.l. Chlorine monoxide (Cl 2 O) and
molecular chlorine (Cl 2 ) as active chlorinating agents in reaction of dimethena-
mid with aqueous free chlorine. Environ. Sci. Technol. 2010, 44 , 3357-3362.
21 Margerum, D.W., gray, E.T., Jr., and Huffman, R.P. Chlorination and the forma-
tion of N -chloro compounds in water treatment. ACS Symp. Ser. 1978, 82 ,
278-291.
22 yoon, J. and Jensen, J.N. Distribution of aqueous chlorine with nitrogenous com-
pounds: chlorine transfer from organic chloramines to ammonia. Environ. Sci.
Technol. 1993, 27 , 403-409.
23 Armesto, x.l., Canle, l.M., gamper, A.M., losada, M., and Santaballa, J.A. Acid-
base equilibria and decomposition of secondary (N-Cl)-alpha-amino acids. Tet-
rahedron 1994, 50 , 10509-10520.
24 Folkes, l.K., Candeias, l.P., and Wardman, P. Kinetics and mechanisms of hypo-
chlorous acid reactions. Arch. Biochem. Biophys. 1995, 323 , 120-126.
25 Armesto, x.l., Canle, M., garcia, M.V., losada, M., and Santaballa, J.A. Chlorina-
tion of dipetides by hypochlorous acid in aqueous solution. Gazz. Chim. Ital. 1994,
124 , 519-523.
26 Armesto, x.l., Canle, l.M., Fernandez, M.I., garcia, M.V., and Santaballa, J.A.
First steps in the oxidation of sulfur-containing amino acids by hypohalogenation:
very fast generation of intermediate sulfenyl halides and halosulfonium cations.
Tetrahedron 2000, 56 , 1103-1109.
27 Armesto, x.l., Canle, M.l., Fernandez, M.I., garcia, M.V., Rodriguez, S., and
Santaballa, J.A. Intracellular oxidation of dipeptides. Very fast halogenation of
the amino-terminal residue. J. Chem. Soc. Perkin Trans. 2 2001, 608-612.
28 Pattison, D.I. and Davies, M.J. Absolute rate constants for the reaction of hypo-
chlorous acid with protein side chains and peptide bonds. Chem. Res. Toxicol.
2001, 14 , 1453-1464.
29 Prütz, W.A., Kissner, R., Nauser, T., and Koppenol, W.H. On the oxidation of
cytochrome c by hypohalous acids. Arch. Biochem. Biophys. 2001, 389 , 110-122.