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THE PEROXIDASE‐PROMOTED METABOLIC ACTIVATION OF ACETAMINOPHEN PRODUCES ELECTRONICALLY EXCITED SPECIES
Author(s) -
SCHMITT KARIN,
CILENTO GIUSEPPE
Publication year - 1990
Publication title -
photochemistry and photobiology
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.818
H-Index - 131
eISSN - 1751-1097
pISSN - 0031-8655
DOI - 10.1111/php.1990.51.6.719
Subject(s) - chemistry , excited state , hydrogen peroxide , peroxidase , photochemistry , fluorescence , acetaminophen , horseradish peroxidase , biochemistry , enzyme , atomic physics , physics , quantum mechanics
When the analgesic and antipyretic drug acetaminophen is exposed to the horseradish peroxidase/hydrogen peroxide system, light emission is observed. Both the rate of reaction and the emission intensity arc increased in the presence of the cationic detergent CTAB. The emission spectrum indicates the presence of at least three emitters. The peak at 445 nm is close to the position of the only band observed in the fluorescence spectrum of the spent reaction mixture and is ascribed to excited N ‐acetyl‐ p ‐benzoquinoneimine. The other two emission bands (505 and 580 nm) must be due to transients. Total emission from the system increases in the presence of Triton X‐100 solubilized‐chlorophyll; the main donor to chlorophyll is the 445 nm emitter. The generation of excited species in this model system of acetaminophen peroxidative metabolization expands the number of candidates responsible for the deleterious effects of the drug in high doses.