Photooxidative Decarboxylation of Indole-3-acetic Acid by Pyrimido[5, 4-g]pteridine N-Oxide as a Biomimetic Reaction

Yoshifumi MAKI; Iwao OYABU; Seiji OHARA; Magoichi SAKO; Yukio KITADE; Kosaku HIROTA

doi:10.1248/cpb.37.3239

Yoshifumi MAKI, Iwao OYABU, Seiji OHARA, Magoichi SAKO, Yukio KITADE, Kosaku HIROTA

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Keywords: photooxidative decarboxylation, indole-3-acetic aicid, pyrimido[5, 4-g]pteridine N-oxide, indole-3-carboxyaldehyde, chemical mimic, charge-transfer complex, bioomimetic reaction

JOURNAL FREE ACCESS

1989 Volume 37 Issue 12 Pages 3239-3242

DOI https://doi.org/10.1248/cpb.37.3239

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Abstract

Irradiation of indole-3-acetic acid (2) in the presence of pyrimido[5, 4-g]pteridine N-oxide (1a) results in the formation of indole-3-carboxyaldehyde (3) as a major product. A reaction sequence for the photooxidative decarboxylation is presented and discussed in connection with the biological transformation of 2 to 3 in plants.

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