Hypochlorous acid (HOCL) reacts with Lys-monochloramine

Stable Identifier
Reaction [transition]
Homo sapiens
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In the phagosome, hypochlorous acid (HOCl) reacts with N-terminal amino acids and lysine (Lys) residues of proteins to form protein chloramines and dichloramines (Chapman ALP et al. 2002; Green JN et al. 2017). These species decompose to yield chlorimines, aldehydes, and the inorganic gases ammonia monochloramine (NH2Cl) and ammonia dichloramine (NHCl2) (Hazen S et al. 1998; Coker MS et al. 2008; Green JN et al. 2017). Cytotoxic NH2Cl and NHCl2 may contribute to killing of ingested bacteria (Coker MS et al. 2008; Green JN et al. 2017).

Literature References
PubMed ID Title Journal Year
29055823 Neutrophil granule proteins generate bactericidal ammonia chloramine on reaction with hydrogen peroxide

Green, JN, Chapman, ALP, Bishop, CJ, Winterbourn, CC, Kettle, AJ

Free Radic. Biol. Med. 2017
14661089 Hypochlorite-induced oxidation of amino acids, peptides and proteins

Hawkins, CL, Pattison, DI, Davies, MJ

Amino Acids 2003
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