Evidence for rapid inter- and intramolecular chlorine transfer reactions of histamine and carnosine chloramines: implications for the prevention of hypochlorous-acid-mediated damage
Laboratory studyOther animals
- Design
- Laboratory study
- What was measured
- Kinetics of imidazole chloramine formation from histamine and carnosine with hypochlorous acid, and of subsequent inter- and intramolecular chlorine transfer.
What the authors reported
Histamine, histidine, carnosine and related compounds formed imidazole chloramines rapidly (rate constant about 1.6 x 10^5 per molar per second), followed by chlorine transfer to more stable primary chloramines. Most transfer rates depended on substrate concentration, consistent with intermolecular reactions (10^3 to 10^4 per molar per second). For carnosine, transfer rates were independent of concentration, consistent with an intramolecular process (about 0.6 per second). The resulting chloramines slowly chlorinated N-alpha-acetyl-tyrosine. The authors conclude these chloramines can oxidise other targets but with limited efficiency, suggesting histamine and particularly carnosine may be able to limit hypochlorous acid-mediated oxidation in vivo.
Limits of this study
Chemical kinetics in vitro. Full text not read.
Source
PubMed 16800640 · doi:10.1021/bi060348s
Entry checked against PubMed abstract (E-utilities) on 2026-10-19. The dose shown is the dose the researchers used. It is not a recommendation. How to read this page.