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PHOTOCHEMICAL SENSITIZATION BY AZATHIOPRINE AND ITS METABOLITES—I. 6‐MERCAPTOPURINE
Author(s) -
Hemmens Violet J.,
Moore Douglas E.
Publication year - 1986
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.1751-1097.1986.tb05601.x
Subject(s) - chemistry , photochemistry , singlet oxygen , azathioprine , flash photolysis , triplet state , reactivity (psychology) , oxygen , organic chemistry , kinetics , molecule , medicine , physics , alternative medicine , pathology , quantum mechanics , reaction rate constant , disease
— Azathioprine is used as an immunosuppressant for renal transplant recipients, but is frequently associated with severe skin cancer as a side effect. 6‐Mercaptopurine, the primary metabolite of azathioprine. absorbs strongly in the UVA region and displays substantial photochemical reactivity. The primary photochemical processes in aqueous solution are triplet state formation and photoionization, as shown by flash photolysis. In oxygenated solution, singlet oxygen and superoxide are produced, and ground state 6MP appears to react with these species. Glutathione inhibits this reaction and is itself oxidized. In deoxygenated solution, reactions implicating the thiyl radical and hydrogen atom and electron transfer occur as shown by reaction with histidine and p‐nitrosodimethylaniline. Nitro Blue Tetrazolium or acrylamide.