KH-17, a simplified derivative of bongkrekic acid, weakly inhibits the mitochondrial ADP/ATP carrier from both sides of the inner mitochondrial membrane.
ADP/ATP carrier
bongkrekic acid
inhibitor
mitochondria
Journal
Chemical biology & drug design
ISSN: 1747-0285
Titre abrégé: Chem Biol Drug Des
Pays: England
ID NLM: 101262549
Informations de publication
Date de publication:
04 2023
04 2023
Historique:
revised:
21
11
2022
received:
21
09
2022
accepted:
12
12
2022
pubmed:
17
12
2022
medline:
15
3
2023
entrez:
16
12
2022
Statut:
ppublish
Résumé
Two natural products, bongkrekic acid and carboxyatractyloside, are known to specifically inhibit the mitochondrial ADP/ATP carrier from its matrix side and cytosolic side, respectively, in concentration ranges of 10
Substances chimiques
Bongkrekic Acid
11076-19-0
carboxyatractyloside
SNP1XL23E6
Mitochondrial ADP, ATP Translocases
9068-80-8
Adenosine Triphosphate
8L70Q75FXE
Adenosine Diphosphate
61D2G4IYVH
Types de publication
Journal Article
Research Support, Non-U.S. Gov't
Langues
eng
Sous-ensembles de citation
IM
Pagination
865-872Informations de copyright
© 2022 John Wiley & Sons Ltd.
Références
Babot, M., Blancard, C., Zeman, I., Lauquin, G. J., & Trézéguet, V. (2012). Mitochondrial ADP/ATP carrier: Preventing conformational changes by point mutations inactivates nucleotide transport activity. Biochemistry, 51, 7348-7356.
Fujita, S., Suyama, M., Matsumoto, K., Yamamoto, A., Yamamoto, T., Hiroshima, Y., Iwata, T., Kano, A., Shinohara, Y., & Shindo, M. (2018). Synthesis and evaluation of simplified functionalized bongkrekic acid analogs. Tetrahedron, 74, 962-969.
Fujiwara, Y., Ito, T., Toiyama, A., Yamamoto, T., Yamazaki, N., Shindo, M., & Shinohara, Y. (2021). Suramin inhibits mitochondrial ADP/ATP carrier, not only from the cytosolic side but also from the matrix side, of the mitochondrial inner membrane. BPB Reports, 4, 92-97.
Jaiquel, B. S., King, M. S., Kunji, E. R. S., & Schirris, T. J. J. (2021). Characterization of drug-induced human mitochondrial ADP/ATP carrier inhibition. Theranostics, 11, 5077-5091.
Kemp, A., Jr., Out, T. A., Guiot, H. F., & Souverijn, J. H. (1970). The effect of adenine nucleotides and pH on the inhibition of oxidative phosphorylation by bongkrekic acid. Biochimica et Biophysica Acta, 223, 460-462.
Kunji, E. R. S., King, M. S., Ruprecht, J. J., & Thangaratnarajah, C. (2020). The SLC25 carrier family: Important transport proteins in mitochondrial physiology and pathology. Physiology, 35, 302-327.
Lauquin, G. J., Villiers, C., Michejda, J. W., Hryniewiecka, L. V., & Vignais, P. V. (1977). Adenine nucleotide transport in sonic submitochondrial particles. Kinetic properties and binding of specific inhibitors. Biochim Biophys Acta, 460, 331-345.
National Center for Biotechnology Information. (2022). PubChem annotation record for Bongkrekic acid, source: Hazardous substances data bank (HSDB). https://pubchem.ncbi.nlm.nih.gov
Nury, H., Dahout-Gonzalez, C., Trézéguet, V., Lauquin, G., Brandolin, G., & Pebay-Peyroula, E. (2005). Structural basis for lipid-mediated interactions between mitochondrial ADP/ATP carrier monomers. FEBS Letters, 579, 6031-6036.
Pebay-Peyroula, E., Dahout-Gonzalez, C., Kahn, R., Trézéguet, V., Lauquin, G., & Brandolin, G. (2003). Structure of mitochondrial ADP/ATP carrier in complex with carboxyatractyloside. Nature, 426, 39-44.
Ruprecht, J. J., Hellawell, A. M., Harding, M., Crichton, P. G., McCoy, A. J., & Kunji, E. R. S. (2014). Structures of yeast mitochondrial ADP/ATP carriers support a domain-based alternating-access transport mechanism. Proceedings of the National Academy of Sciences of the United States of America, 111, E426-E434.
Ruprecht, J. J., King, M. S., Zögg, T., Aleksandrova, A. A., Pardon, E., Crichton, P. G., Steyaert, J., & Kunji, E. R. S. (2019). The molecular mechanism of transport by the mitochondrial ADP/ATP carrier. Cell, 176, 435-447.
Ruprecht, J. J., & Kunji, E. R. S. (2019). Structural changes in the transport cycle of the mitochondrial ADP/ATP carrier. Current Opinion in Structural Biology, 57, 135-144.
Ruprecht, J. J., & Kunji, E. R. S. (2020). The SLC25 mitochondrial carrier family: Structure and mechanism. Trends in Biochemical Sciences, 45, 244-258.
Ruprecht, J. J., & Kunji, E. R. S. (2021). Structural mechanism of transport of mitochondrial carriers. Annual Review of Biochemistry, 90, 535-558.
Stubbs, M. (1979). Inhibitors of the adenine nucleotide translocase. Pharmacology & Therapeutics, 7, 329-350.
Terauchi, S., Yamamoto, T., Yamashita, K., Kataoka, M., Terada, H., & Shinohara, Y. (2005). Molecular basis of morphological changes in mitochondrial membrane accompanying induction of permeability transition, as revealed by immuno-electron microscopy. Mitochondrion, 5, 248-254.
Todisco, S., Di Noia, M. A., Onofrio, A., Parisi, G., Punzi, G., Redavid, G., De Grassi, A., & Pierri, C. L. (2016). Identification of new highly selective inhibitors of the human ADP/ATP carriers by molecular docking and in vitro transport assays. Biochemical Pharmacology, 100, 112-132.
Yamamoto, A., Hasui, K., Matsuo, H., Okuda, K., Abe, M., Matsumoto, K., Harada, K., Yoshimura, Y., Yamamoto, T., Ohkura, K., Shindo, M., & Shinohara, Y. (2015). Bongkrekic acid analogue, lacking one of the carboxylic groups of its parent compound, shows moderate but pH-insensitive inhibitory effects on the mitochondrial ADP/ATP carrier. Chemical Biology & Drug Design, 86, 1304-1322.
Yamamoto, T., Tachikawa, A., Terauchi, S., Yamashita, K., Kataoka, M., Terada, H., & Shinohara, Y. (2004). Multiple effects of DiS-C3(5) on mitochondrial structure and function. European Journal of Biochemistry, 271, 3573-3579.
Yamazaki, N., Shinohara, Y., Tanida, K., & Terada, H. (2002). Structural properties of mammalian mitochondrial ADP/ATP carriers: Identification of possible amino acids that determine functional differences in its isoforms. Mitochondrion, 1, 371-379.
Zeman, I., Schwimmer, C., Postis, V., Brandolin, G., David, C., Trézéguet, V., & Lauquin, G. J. (2003). Four mutations in transmembrane domains of the mitochondrial ADP/ATP carrier increase resistance to bongkrekic acid. Journal of Bioenergetics and Biomembranes, 35, 243-256.