The Journal of Biochemistry
Online ISSN : 1756-2651
Print ISSN : 0021-924X
Photooxidation of Adenine and Its Nucleotides in the Presence of Riboflavin
V. Photochemical Reaction and Photoproducts of 5'-AMP
Kihachiro UEHARATakao HAYAKAWA
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1972 年 71 巻 4 号 p. 685-697

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The photodynamic breakdown of adenosine 5'-monophosphate (5'-AMP) by riboflavin was investigated. In the presence of oxygen and riboflavin and in the light, a reac-tion of 5'-AMP leading to a decrease in ultraviolet absorption accompanied by the production of a considerable amount of a volatile basic material which seemed to be ammonia occurred. At least seventeen photoproducts have been separated by means of Dowex 1-formate column chromatography. Two products of the initial stage of the reaction was identified to be inosine 5'-monophosphate (5'-IMP) and 8-oxyadenosine 5'-monophosphate (8-Oxy-AMP). Ribose 5-phosphate and both allantoin-and parabanic acid-like mononucleotide were also found among the products. The significance of these findings in relation to the mechanism of photodegradation of adenine-containing nucleotides and to the specificity of riboflavin as a sensitizer for the photoreaction have been discussed.

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