研究業績（論文）を発行順に4つのカテゴリーに分類して記載しています。
>2004年以前の論文はこちら

　
(ミトコンドリア複合体-Iの特異的化学修飾)

　
(コレラ菌Na+-輸送型NADH-ユビキノン酸化還元酵素のケミカルバイオロジー)

　
(ユビキノン類縁体の生物有機化学)

　
(その他の呼吸鎖酵素阻害剤)

　
(アセトゲニン類の合成と阻害機構)

　
(カルジオリピン類の合成と機能解明)







・ Otani, R., Masuya, T., Miyoshi H., and Murai M. (2024) Mitochondrial respiratory complex I can be inhibited via bypassing the ubiquinone-accessing tunnel, FEBS Lett. (doi.org/10.1002/1873-3468.14967)


・ Masuya, T., Uno, S., Murai, M., and Miyoshi, H. (2021) Pinpoint dual chemical cross-linking explores structural dynamics of the ubiquinone reaction site in mitochondrial complex I, Biochemistry 60, 813-824.


・ Tsuji, A., Akao, T., Masuya, T., Murai, M., and Miyoshi, H. (2020) IACS-010759, a potent inhibitor of glycolysis-deficient hypoxic tumor cells, inhibits mitochondrial respiratory complex I through a unique mechanism, J. Biol. Chem. 295, 7481-7491.


・ Banba, A., Tsuji, A., Kimura, H., Murai, M. and Miyoshi, H. (2019) Defining the mechanism of action of S1QELs, specific suppressors of superoxide production in the quinone-reaction site in mitochondrial complex I, J. Biol. Chem. 294, 6550-6561.


・ Masuya, T., Murai M., Ito, T., Aburaya, S., Aoki, W. and Miyoshi, H. (2017) Pinpoint chemical modification of the quinone-access channel of mitochondrial complex I via a two-step conjugation reaction, Biochemistry 56, 4279-4287.


・ Murai, M., Inaoka, H., Masuya, T., Aburaya, S., Aoki, W. and Miyoshi, H. (2016) Specific methylation of Asp160 (49 kDa subunit) located inside the quinone binding cavity of bovine mitochondrial complex I, Biochemistry 55, 3189-3197.


・ Masuya, T., Murai, M., Morisaka, H. and Miyoshi, H. (2014) Pinpoint chemical modification of Asp160 in the 49 kDa subunit of bovine mitochondrial complex I via a combination of ligand-directed tosyl chemistry and click chemistry, Biochemistry 53, 7816-7823.


・ Murai, M. and Miyoshi H. (2014) Chemical modifications of respiratory complex I for structural and functional studies, J. Bioenerg. Biomembr. 46, 313-321.


・ Masuya, T., Murai, M., Ifuku, K., Morisaka, H. and Miyoshi, H. (2014) Site-specific chemical labeling of mitochondrial respiratory complex I through ligand-directed tosylate chemistry, Biochemistry 53, 2307-2317.









・ Kishikawa, J., Ishikawa, M., Masuya, T., Murai, M., Kitazumi, Y., Butler, N. L., Kato, T., Barquera, B., and Miyoshi, H. (2022) Cryo-EM structures of Na+-pumping NADH-ubiquinone oxidoreductase from Vibrio cholerae, Nat. Commun. 13, 4082.


・ Ishikawa, M., Masuya, T., Kuroda, S., Uno, S., Butler, N. L., Foreman, S., Murai, M., Barquera, B., and Miyoshi, M. (2022) The side chain of ubiquinone plays a critical role in Na+ translocation by NADH-ubiquinone oxidoreductase from Vibrio cholerae, Biochim. Biophys. Acta (Bioenergetics) 1863, 148547.


・ Ishikawa, M., Masuya, T., Tanaka, H., Aoki, W., Hantman, N., Bulter, N. L., Mura, M., Barquera, B., and Miyoshi, H. (2021) Specific chemical modification explores dynamic structure of the NqrB subunit in Na+-pumping NADH-ubiquinone oxidoreductase from Vibrio cholerae, Biochim. Biophys. Acta (Bioenergetics), 1862, 148432.


・ Masuya, T., Sano, Y., Tanaka, H., Butler, N. L., Ito, T., Tosaki, T., Morgan, J. E., Murai, M., Barquera, B., and Miyoshi, H. (2020) Inhibitors of a Na+-pumping NADH-ubiquinone oxidoreductase play multiple roles to block enzyme function, J. Biol. Chem. 295, 12739-12754.


・ Maynard, A., Butler, N. L., Ito, T., da Silva, A. J., Murai, M., Chen, T., Koffas, M. A. G., Miyoshi, H., and Barquera, B. (2019) The antibiotic korormicin A kills bacteria by producing reactive oxygen species, J. Bacteriol. 201, e00718-18.


・ Ito, T., Murai, M., Ninokura, S., Kitazumi, Y., Mezic, K. G., Cress, B. F., Koffas, M. A. G., Morgan, J. E., Barquera, B. and Miyoshi, H. (2017) Identification of the binding sites for ubiquinone and inhibitors in the Na+-pumping NADH-ubiquinone oxidoreductase of Vibrio cholerae by photoaffinity labeling, J. Biol. Chem. 292, 7727-7742.


・ Casutt, M. S., Nedielkov, R., Wendelspiess, S., Vossler, S., Gerken, U., Murai, M., Miyoshi, H., Moeller, H. M., and Steuber, J. (2011) Localization of ubiquinone-8 in the Na+ -pumping NADH-quinone oxidoreductase from
Vibrio cholerae, J. Biol. Chem. 286, 40075-40082.









・ Mizutani, M., Kuroda, S., Oku, M., Aoki, W., Masuya, T., Miyoshi, H., and Murai, M. (2024) Identification of proteins involved in intracellular ubiquinone trafficking in Saccharomyces cerevisiae using artificial ubiquinone probe, Biochim. Biophys. Acta (Bioenergetics) (doi.org/10.1016/j.bbabio.2024.149147).


・ Ikunishi, R., Otani, R., Masuya, T., Shinzawa-Itoh, K., Shiba, T., Murai, M., and Miyoshi, H. (2023) Respiratory complex I in mitochondrial membrane catalyzes oversized ubiquinones, J. Biol. Chem. 299, 105001.


・ Uno, S., Masuya, T., Zdorevskyi, O., Ikunishi, R., Shinzawa-Itoh, K., Lasham, J., Sharma, V., Murai, M., and Miyoshi, M. (2022) Diverse reaction behaviors of artificial ubiquinones in mitochondrial respiratory complex I, J. Biol. Chem. 298, 102075.


・ Uno, S., Masuya, T., Shinzawa-Itoh, K., Lasham, J., Haapanen, O., Shiba, T., Inaoka, D. K., Sharma, V., Murai, M., and Miyoshi, H. (2020) Oversized ubiquinones as molecular probes for structural dynamics of the ubiquinone reaction site in mitochondrial respiratory complex I, J. Biol. Chem. 295, 2449-2463.


・ Uno, S., Kimura, H., Murai, M. and Miyoshi, H. (2019) Exploring the quinone/inhibitor-binding pocket in mitochondrial respiratory complex I by chemical biology approaches, J. Biol. Chem. 294, 679-696.


・ Murai, M., Okuda, A., Yamamoto, T., Shinohara, Y. and Miyoshi, H. (2017) Synthetic ubiquinones specifically bind to mitochondrial voltage-dependent anion channel 1 (VDAC1) in Saccharomyces cerevisiae mitochondria, Biochemistry 56, 570-581.


・ Masuya, T., Okuda, K., Murai, M. and Miyoshi, H. (2016) Characterization of the reaction of decoupling ubiquinone with bovine mitochondrial respiratory complex I, Biosci. Biotechnol. Biochem. 80, 1464-1469.


・ Okuda, K., Murai, M., Aburaya, S., Aoki, W. and Miyoshi, H. (2016) Reduction of synthetic ubiquinone QT catalyzed by bovine mitochondrial complex I is decoupled from proton translocation, Biochemistry 55, 470-481.


・ Murai, M., Matsunobu, K., Kudo, S., Ifuku, K., Kawamukai, M. and Miyoshi, H. (2014) Identification of the binding site of quinone-head group in mitochondrial Coq10 by photoaffinity labeling, Biochemistry 53, 3995-4003.


・ Yang, Y., Yamashita, T., Nakamaru-Ogiso, E., Hashimoto, T., Murai, M., Igarashi, J., Miyoshi, H., Mori, N., Matsuno-Yagi, A., Yagi, T., Kosaka, H. (2011) Reaction mechanism of single subunit NADH-ubiquinone oxidoreductase (Ndi1) from Saccharomyces cerevisiae: evidence for a ternary complex mechanism J. Biol. Chem. 286, 9287-9297.


・ Murai, M., Yamashita, T., Senoh, M., Mashimo, Y., Kataoka, M., Kosaka, H., Matsuno-Yagi, A., Yagi, T., and Miyoshi, H. (2010) Characterization of the ubiquinone binding site in alterative NADH-quinone oxidoreductase of Saccharomyces cerevisiae by photoaffinity labeling, Biochemistry 49, 2973-2980.


・ Matsumoto, Y., Murai, M., Fujita, D., Sakamoto, K., Miyoshi, H., Yoshida, M. and Mogi, T. (2006) Mass spectrometric analysis of the ubiquinol-binding site in cytochrome bd from Escherichia coli. J. Biol. Chem. 281, 1905-1912.







・ Tsuji, A., Masuya, T., Arichi N., Inuki, S., Murai, M., Miyoshi, H., and Ohno, H. (2023) Discovery of Bis-sulfonamides as Novel Inhibitors of Mitochondrial NADH-Quinone Oxidoreductase (Complex I), ACS Med. Chem. Lett. 14, 211-216.


・ Unten, Y., Murai, M., Koshitaka, T., Kitao, K., Shirai, O., Masuya, T., and Miyoshi, H. (2022) Comprehensive understanding of multiple actions of anticancer drug tamoxifen in isolated mitochondria, Biochim. Biophys. Acta (Bioenergetics) 1863, 148520.


・ Unten, Y., Murai, M., Sakai, K., Asami, Y., Yamamoto, T., Masuya, T., and Miyoshi, H. (2021) Natural tetramic acids elicit multiple inhibitory actions against mitochondrial machineries presiding over oxidative phosphorylation, Biosci. Biotechnol. Biochem. 85, 2368-2377.


・ Sakai, K., Unten, Y., Kimishima, A., Nonaka, K., Chinen, T., Sakai, K., Usui, T., Shiomi, K., Iwatsuki, M., Murai, M., Miyoshi, H., Asami, H., and Omura, S. (2021) Traminines A and B, produced by Fusarium concentricum, inhibit oxidative phosphorylation in Saccharomyces cerevisiae mitochondria, J. Ind. Microbiol. Biotechnol. 48, kuab051.


・ Tsukada, K, Shinki, S., Kaneko, A., Murakami, K., Irie, K., Murai, M., Miyoshi, H., Dan,S., Kawaji, K., Hayashi, H., Kodama, E. N., Hori, A., Salim, E., Kuraishi, T., Hirata, N., Kanda, Y., and Asai, T. (2020) Synthetic biology based construction of biological activity-related library of fungal decalin-containing diterpenoid pyrones, Nat. Comm. 11, 1830.


・ Safarian, S., Hahn, A., Mills, D. J., Radloff, M., Eisinger, M. L., Nikolaev, A., Meier-Credo, J., Melin, F., Miyoshi, H., Gennis, R. B., Sakamoto, J., Langer, J. D., Hellwig, P., Kuehlbrandt, W, and Michel, H. (2019) Active site rearrangement and structural divergence in prokaryotic respiratory oxidases, Science 366, 100-104.


・ Unten, Y., Murai, M., Yamamoto, T., Watanabe, A., Ichimaru, N., Aburaya, S., Aoki, W., Shinohara, Y. and Miyoshi, H. (2019) Pentenediol-type compounds specifically bind to voltage-dependent anion channel 1 in Saccharomyces cerevisiae mitochondria, Biochemistry 58, 1141-1154.


・ Aoyama, A., Murai, M., Ichimaru, N., Aburaya, S., Aoki, W. and Miyoshi, H. (2018) Epoxycyclohexenedione-type compounds are a new class of inhibitors of the bovine mitochondrial ADP/ATP carrier, Biochemistry 57, 1031-1044.


・ Murai, M. and Miyoshi, H. (2016) Current topics on inhibitors of respiratory complex I, Biochim. Biophys. Acta (Bioenergetics) 1857, 884-891.


・ Ito, T., Murai, M., Morisaka, H. and Miyoshi, H. (2015) Identification of the binding position of amilorides in the quinone binding pocket of mitochondrial Complex I, Biochemistry 54, 3677-3686.


・ Murai, M., Murakami, S., Ito, T., and Miyoshi, H. (2015) Amilorides bind to the quinone binding pocket of bovine mitochondrial complex I, Biochemistry 54, 2739-2746.


・ Murai, M., Habu, S., Murakami, S., Ito, T., and Miyoshi, H. (2015) Production of new amilorides as potent inhibitors of mitochondrial respiratory complex I, Biosci. Biotechnol. Biochem. 79, 1061-1066.


・ Shiraishi, Y., Murai, M., Sakiyama, N., Ifuku, K., and Miyoshi, H. (2012) Fenpyroximate binds to the interface between PSST and 49 kDa subunits in mitochondrial NADH-ubiquinone oxidoreductase, Biochemistry 51, 1953-1963.


・ Murai, M., Mashimo, Y., Hirst, J., and Miyoshi, H. (2011) Exploring interactions between the 49 kDa and ND1 subunits in mitochondrial NADH-ubiquinone oxidoreductase (complex I) by photoaffinity labeling, Biochemistry 50, 6901-6908.


・ Murai, M., Sekiguchi, K., Nishoka, T., and Miyoshi, H. (2009) Characterization of the inhibitor binding site in mitochondrial NADH-ubiquinone oxidoreductase by photoaffinity labeling using a quinazoline-type inhibitor, Biochemistry 48, 688-698.


・ Ichimaru, N., Murai, M., Kakutani, N., Kako, J., Ishihara, A., Nakagawa, Y., Nishioka, T., Yagi, T. and Miyoshi, H. (2008) Synthesis and characterization of new piperazine-type inhibitors for mitochondrial NADH-ubiquinone oxidoreductase (complex I), Biochemistry 47, 10816-10826.


・ Yoshida, T., Murai, M., Abe, M., Ichimaru, N., Harada, T., Nishioka, T. and Miyoshi, H. (2007) Crusial factors and mode of action of polyeneamides as inhibitors for mitochondrial NADH-ubiquinone oxidoreductase (Complex I). Biochemistry 46, 10365-10372.


・ Shiomi, K., Ui, H., Suzuki, H., Hatano, H., Nagamitsu, T., Takano, D., Miyadera, H., Yamashita, T., Kita, K., Miyoshi, H., Harder, A., Tomoda, H., Omura, S. (2005) A g-lactone form nafuredin, nafuredin-g, also inhibits helminth complex I. J. Antibiotics 58, 50-55.


・ Kao, M.-C., Bernardo, S. D., Nakamaru-Ogiso, E., Miyoshi, H., Matsuno-Yagi, A. and Yagi, T. (2005) Characterization of the membrane domain subunit NuoJ (ND6) of the NADH-quinone oxidoreductase from Escherichia coli by chromosomal manipulation. Biochemistry 44, 3562-3571.











・ Kojima, N., Abe, M., Suga, Y., Ohtsuki, K., Tanaka, T., Iwasaki, H., Yamashita, M., and Miyoshi, H. (2013) Critical role of a methyl group on the γ-lactone ring of annonaceous acetogenins in the potent inhibition of mitochondrial complex I, Bioorg. Med. Chem. Lett. 23, 1217-1219.


・ Nakanishi, S., Abe, M., Yamamoto, S., Murai, M., and Miyoshi, H. (2011) Bis-THF motif of acetogenin binds to the third matrix-side loop of ND1 subunit in mitochondrial NADH-ubiquinone oxidoreductase, Biochim. Biophys. Acta (Bioenergetics) 1807, 1170-1176.


・ Yamamoto, S., Abe, M., Nakanishi, S., Murai, M., and Miyoshi, H. (2011) Synthesis and characterization of photoaffinity probe of acetogenin, a strong inhibitor of mitochondrial complex I, Tetrahedron Lett. 52, 3090-3093.


・ Kakutani, N., Murai, M., Sakiyama, N., and Miyoshi, H. (2010) Exploring the binding site of Δlac-acetogenin in bovine heart mitochondrial NADH-ubiquinone oxidoreductase, Biochemistry 49, 4794-4803.


・ Sekiguchi, K. Murai, M., and Miyoshi, H. (2009) Exploring the binding site of acetogenin in the ND1 subunit of bovine mitochondrial complex I, Biochim. Biophys. Acta (Bioenergetics) 1787, 1106-1111.


・ Abe, M., Kubo, A., Yamamoto, S., Hatoh, Y., Murai, M., Hattori, Y., Makabe, H., Nishioka, T., and Miyoshi, H. (2008) Dynamic function of the spacer region of acetogenins in the inhibition of bovine mitochondrial NADH-ubiquinone oxidoreductase (complex I), Biochemistry 47, 6260-6266.


・ Murai, M., Ishihara, A., Nishioka, T., Yagi, T. and Miyoshi, H. (2007) The ND1 subunit constructs inhibitor binding domain in bovine heart mitochondrial complex I. Biochemistry 46, 6409-6419


・ Ichimaru, N., Yoshinaga, N., Nishioka, T. and Miyoshi, H. (2007) Effect of stereochemistry of Δlac-acetogenins on the inhibition of mitochondrial complx I (NADH-ubiquinone oxidoreductae) Tetrahedron 63, 1127-1139


・ Murai, M., Ichimaru, N., Abe, M., Nishioka, T. and Miyoshi, H. (2006) Mode of inhibitory action of Δlac-acetogenins, a new class of inhibitors of bovine heart mitochondrial complex I. Biochemistry 45, 9778-9787


・ Fujita, D., Murai, M., Nishioka, T. and Miyoshi, H. (2006) Light control of mitochondrial complex I activity by a photoresponsive inhibitor. Biochemistry 45, 6581-6586


・ Murai, M., Ichimaru, N., Abe, M., Nishioka, T. and Miyoshi, H. (2006) Synthesis of photolabile Δlac-acetogenin for photoaffinity labeling for mitochondrial complex I. J. Pest. Sci. 31, 156-158


・ Ichimaru, N., Abe, M., Murai, M., Senoh, M., Nishioka, T. and Miyoshi, H. (2006) Function of alkyl side chains of Δlac-acetogenins in the inhibitory effect on mitochondrial complex I (NADH-ubiquinone oxidoreductase). Bioorg. Med. Chem. Lett. 16, 3555-3558


・ Abe, M., Murai, M., Ichimaru, N., Kenmochi, A., Yoshida, T., Kubo, A., Kimura, Y., Moroda, A., Makabe, H., Nishioka, T. and Miyoshi, H. (2005) Dynamic function of alkyl spacer of acetogenins in their inhibitory action with mitochondrial complex I (NADH-ubiquinone oxidoreductase). Biochemistry 44, 14898-14906


・ Fujita, D., Ichimaru, N., Abe, M., Murai, M., Hamada, T., Nishioka, T. and Miyoshi, H. (2005) Synthesis of non-THF analogs of acetogenin toward simplified mimics. Tetrahedron Lett. 46, 5775-5779


・ Makabe, H., Higuchi, M., Konno, H., Murai, M. and Miyoshi, H. (2005) Synthesis of (4R, 15R, 16R, 21S)- and (4R, 15S, 16S, 21S)-rollicosin. Tetrahedron Lett. 46, 4671-4675







・ Abe, M., Sawada, Y., Uno, S., Chigasaki, S.,Oku, Y., Sakai, Y. and Miyoshi, H. (2017) Role of acyl chain composition of phosphatidylcholine in tafazzin-mediated remodeling of cardiolipin in iiposomes, Biochemistry 56, 6268-6280.


・ Abe, M., Hasegawa, Y., Oku, M., Sawada, Y., Tanaka, E., Sakai, Y. and Miyoshi, H. (2016) Mechanism for remodeling of the acyl chain composition of cardiolipin catalyzed by Saccharomyces cerevisiae tafazzin, J. Biol. Chem. 291, 15491-15502 .


・ Abe, M., Nakano, M., Kosaka, A. and Miyoshi, H. (2015) Synthesis of photoreactive cardiolipins for a photoaffinity labeling study, Tetrahedron Lett. 56, 2258-2261.


・ Abe, M., Niibayashi, R., Koubori, S., Moriyama, I. and Miyoshi, H. (2011) Molecular mechanisms for induction of peroxidase activity of cytochrome c-cardiolipin complex, Biochemistry, 50, 8383-8391.


・ Abe, M., Kitsuda, S., Ohyama, S., Koubori, S., Murai, M. and Miyoshi, H. (2010) Concise procedure for synthesis of cardiolipins having different fatty acid combinations, Tetrahedron Lett., 51, 2071-2073.