S‐Nitrosothiol and Disulfide Formation through Peroxynitrite‐Promoted Oxidation of Thiols
作者： Loris Grossi , Pier Carlo Montevecchi , Samantha Strazzari
DOI: 10.1002/1099-0690(200101)2001:1<131::AID-EJOC131>3.0.CO;2-N
关键词: Nitrosation 、 Chemistry 、 Yield (chemistry) 、 Thiol 、 Photochemistry 、 Sulfanyl 、 Peroxynitrite 、 Radical 、 Decomposition 、 Protonation
摘要: Peroxynitrite reacts with thiols 1 at acidic pH to give the corresponding S-nitrosothiols 2 and disulfides 3. The formation of nitrosothiols 2, yield which is strongly pH-dependent, can be rationalized in terms acid-catalyzed decomposition undissociated HPN, probably through intermediacy protonated form H2PN+, leading a species, X−NO, capable nitrosating thiol function. In contrast, 3 occurs manner independent pH, without sulfanyl radicals. Under basic conditions, peroxynitrite anion (PN) oxidizes thiolate ion radicals, eventually disulfide 3, or undergoes thiol-catalyzed decomposition. former exclusive reaction exhibited by > 13.
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