Synthesis of [1-13C]2-Oxoglutaric Acid and 13C Breath Tests Designed to Assess TCA Cycle Flux

Hidemichi Mitome; Kiyoshi Miura; Tomihiro Miyada; Ginjiro Kato; Mieko Takenishi; Kumiko Ono; Nanami Torada; Honoka Kutsuna; Kazuki Akira

doi:10.1248/cpb.c25-00400

Regular Article

Synthesis of [1-¹³C]2-Oxoglutaric Acid and ¹³C Breath Tests Designed to Assess TCA Cycle Flux

Hidemichi Mitome , Kiyoshi Miura, Tomihiro Miyada, Ginjiro Kato, Mieko Takenishi, Kumiko Ono, Nanami Torada, Honoka Kutsuna, Kazuki Akira

Author information

Hidemichi Mitome Corresponding author
Laboratory of Pharmaceutical Analytical Chemistry, College of Pharmaceutical Sciences, Matsuyama University, 4–2 Bunkyo-cho, Matsuyama, Ehime 790–8578, Japan
Kiyoshi Miura
Graduate School of Health Science and Technology, Kawasaki University of Medical Welfare, 288 Matsushima, Kurashiki, Okayama 701–0193, Japan
Tomihiro Miyada
Graduate School of Health Science and Technology, Kawasaki University of Medical Welfare, 288 Matsushima, Kurashiki, Okayama 701–0193, Japan
Ginjiro Kato
Laboratory of Pharmaceutical Analytical Chemistry, College of Pharmaceutical Sciences, Matsuyama University, 4–2 Bunkyo-cho, Matsuyama, Ehime 790–8578, Japan
Mieko Takenishi
Laboratory of Pharmaceutical Analytical Chemistry, College of Pharmaceutical Sciences, Matsuyama University, 4–2 Bunkyo-cho, Matsuyama, Ehime 790–8578, Japan
Kumiko Ono
Laboratory of Pharmaceutical Analytical Chemistry, College of Pharmaceutical Sciences, Matsuyama University, 4–2 Bunkyo-cho, Matsuyama, Ehime 790–8578, Japan
Nanami Torada
Laboratory of Pharmaceutical Analytical Chemistry, College of Pharmaceutical Sciences, Matsuyama University, 4–2 Bunkyo-cho, Matsuyama, Ehime 790–8578, Japan
Honoka Kutsuna
Laboratory of Pharmaceutical Analytical Chemistry, College of Pharmaceutical Sciences, Matsuyama University, 4–2 Bunkyo-cho, Matsuyama, Ehime 790–8578, Japan
Kazuki Akira
Laboratory of Pharmaceutical Analytical Chemistry, College of Pharmaceutical Sciences, Matsuyama University, 4–2 Bunkyo-cho, Matsuyama, Ehime 790–8578, Japan

Keywords: synthesis, carbon-13, labeled compound, breath test, tricarboxylic acid cycle

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Supplementary material

2025 Volume 73 Issue 9 Pages 807-812

DOI https://doi.org/10.1248/cpb.c25-00400

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Abstract

Several approaches for synthesizing [1-¹³C]2-oxoglutaric acid were attempted, and the synthesis was successfully achieved in 4 steps from trimethylsilyl ¹³C-cyanide. The ¹³C-breath tests on rats were conducted by orally administering the newly synthesized [1-¹³C]2-oxoglutaric acid, the previously prepared [1′-¹³C]citric acid, and [1-¹³C]acetic acid as a control drug, and the results were compared. The results indicate that [1-¹³C]2-oxoglutaric acid and [1′-¹³C]citric acid may serve as potential substrates for assessing the TCA cycle flux.

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