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Superoxidation of Retinoic Acidt †
Author(s) -
Washington Ilyas,
Turro Nicholas J.,
Nakanishi Koji
Publication year - 2006
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/j.1751-1097.2006.tb09790.x
Subject(s) - singlet oxygen , retinoic acid , chemistry , atmospheric pressure chemical ionization , photochemistry , oxygen , aqueous solution , reactive oxygen species , yield (engineering) , mass spectrometry , ionization , chemical ionization , organic chemistry , ion , biochemistry , chromatography , materials science , metallurgy , gene
Atmospheric pressure chemical ionization mass spectroscopy (APCI‐MS) was used to examine the light‐induced oxidation products of retinoic acid under conditions that favor and preclude its aggregation. We observed that in conditions that favor aggregation, i.e. in aqueous solutions, retinoic acid under‐goes superoxidation to yield highly oxidized species. Oxidation is limited, however, in the absence of such communication, i.e . when the polyene is fully solvated. From a comparison of the measured MS with that obtained from chemical oxidation of retinoic acid under conditions that promote radical oxidation and singlet oxygen–mediated oxidation, we conclude that super‐oxidation is mediated by reactive oxygen species other than singlet oxygen.