AI Article Synopsis
- Photoirradiation involving riboflavin resulted in the oxidation of guanine and the formation of imidazolone, while riboflavin was degraded to lumichrome under UV-A and visible light.
- UV-A radiation was found to oxidize guanine even after riboflavin was converted to lumichrome, but visible light did not show the same effect post-degradation.
- The synthesis processes detailed include creating carboxymethylflavin, lumichrome, and lumiflavin from formylmethylflavin using various chemical methods.
Article Abstract
Photoirradiation in the presence of riboflavin led to guanine oxidation and the formation of imidazolone. Meanwhile, riboflavin itself was degraded by ultraviolet light A (UV-A) and visible light (VIS) radiation, and the end product was lumichrome. VIS radiation in the presence of riboflavin oxidized guanine similarly to UV-A radiation. Although UV-A radiation with lumichrome oxidized guanine, VIS radiation with lumichrome did not. Thus, UV-A radiation with riboflavin can oxidize guanine even if riboflavin is degraded to lumichrome. In contrast, following VIS radiation degradation of riboflavin to lumichrome, VIS radiation with riboflavin is hardly capable of oxidizing guanine. The consequences of riboflavin degradation and guanine photooxidation can be extended to flavin mononucleotide and flavin adenine dinucleotide. In addition, we report advanced synthesis; carboxymethylflavin was obtained by oxidation of formylmethylflavin with chlorite and hydrogen peroxide; lumichrome was obtained by heating of formylmethylflavin in 50% AcOH; lumiflavin was obtained by incubation of formylmethylflavin in 2 M NaOH, followed by isolation by step-by-step concentration.
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| http://dx.doi.org/10.1016/j.bmcl.2009.01.112 | DOI Listing |
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