Abstract:
:The reaction mechanisms of hypochlorous acid (HOCl) with several tryptophan and tryptamine derivatives, previously reported to scavenge this powerful oxidant, was investigated to determine whether ionic or radical pathways were involved. For this purpose, the reaction of tryptamine and tryptophan derivatives with HOCl was optimized and some compounds were isolated by HPLC and their structures assigned. In order to prevent possible radical reaction pathway, experiments have been carried in the presence of the radical trap TEMPO (2,2,6,6-tetramethylpiperidine-1-oxyl). The obtained results show that the reaction mechanisms are influenced by the type of structure and that a complex pathway is involved, in which both ionic and radical mechanisms can occur.
journal_name
Bioorg Med Chem Lettjournal_title
Bioorganic & medicinal chemistry lettersauthors
Carvalho LC,Estevão MS,Ferreira LM,Fernandes E,Marques MMdoi
10.1016/j.bmcl.2010.09.067subject
Has Abstractpub_date
2010-11-15 00:00:00pages
6475-8issue
22eissn
0960-894Xissn
1464-3405pii
S0960-894X(10)01368-5journal_volume
20pub_type
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