村田研究室

発表論文等リスト

生体分子化学研究室の研究発表

(1999年以前の論文や本研究室以外から投稿された論文等は各personal sitesで掲載しています)

A. 原著論文(Original Papers)

  • ・Behavior of Triterpenoid Saponin Ginsenoside Rh2 in Ordered and Disordered Phases in Model Membranes Consisting of Sphingomyelin, Phosphatidylcholine, and Cholesterol. Darcy Lacanilao Garza, Shinya Hanashima, Yuichi Umegawa, Michio Murata, Masanao Kinoshita, Nobuaki Matsumori, and Peter Greimel. Langmuir 2022 in press. doi.org/10.1021/acs.langmuir.2c01261
  • ・LnDOTA-d8, a versatile chemical-shift thermometer for 2H solid-state NMR. Yuichi Umegawa,Tsuyoshi Shimonishi,Hiroshi Tsuchikawa,Michio Murata. Magn. Reson. Chem. 2022 in press. doi.org/10.1002/mrc.5303
  • ・Lipid chain-driven interaction of a lipidated Src-family kinase Lyn with the bilayer membrane. Shinya Hanashima, Kanako Mito, Yuichi Umegawa, Michio Murata, Hironobu Hojo. Org. Biomol. Chem. 20, 6436-6444 (2022). doi.org/10.1039/D2OB01079H
  • ・Amphotericin B assembles into seven-molecule ion channels: An NMR and molecular dynamics study. Yuichi Umegawa, Tomoya Yamamoto, Mayank Dixit, Kosuke Funahashi, Sangjae Seo, Yasuo Nakagawa, Taiga Suzuki, Shigeru Matsuoka, Hiroshi Tsuchikawa, Shinya Hanashima, Tohru Oishi, Nobuaki Matsumori, Wataru Shinoda, Michio Murata. SCIENCE ADVANCES 8, eabo2658.(2022) doi: 10.1126/sciadv.abo2658
  • ・Depth-Dependent Segmental Melting of the Sphingomyelin Alkyl Chain in Lipid Bilayers Hiroshi Tsuchikawa, Mami Monji, Yuichi Umegawa, Tomokazu Yasuda, J. Peter Slotte, Michio Murata. Langmuir 38, 18, 5515-5524 (2022). doi.org/10.1021/acs.langmuir.2c00092
  • ・Effect of cholesterol on the lactosylceramide domains in phospholipid bilayers.Shinya Hanashima,Ryuji Ikeda,Yuki Matsubara,Tomokazu Yasuda,Hiroshi Tsuchikawa,J. Peter Slotte,Michio Murata.Biophys. J. 121, 1143-1155 (2022). doi:org/10.1016/j.bpj.2022.02.037
  • ・FRET Detects Lateral Interaction between Transmembrane Domain of EGF Receptor and Ganglioside GM3 in Lipid Bilayers. Mikito Nakano, Shinya Hanashima, Toshiaki Hara, Kazuya Kabayama, Yuya Asahina, Hironobu Hojo, Naoko Komura, Hiromune Ando, Thomas K. M. Nyholm, J. Peter Slotte, Michio Murata. BBA - Biomembranes 1863, 183623, (2021). doi:org/10.1016/j.bbamem.2021.183623.
  • ・Diosgenin-induced physicochemical effects on phospholipid bilayers in comparison with cholesterol. Joan C Ondevilla, Shinya Hanashima, Akane Mukogawa, Yuichi Umegawa, Michio Murata. Bioorg. Med. Chem. Lett. 36, 127816 (2021). doi:org/10.1016/j.bmcl.2021.127816
  • ・β-Glucosylation of Cholesterol Reduces Sterol-Sphingomyelin Interactions. Shinya Hanashima, Nanami Fukuda, Raymond Malabed, Michio Murata, Msanao Kinoshita, Peter Greimel, Yoshio Hirabayashi. BBA - Biomembranes 1863, 183496 (2021). doi.org/10.1016/j.bbamem.2020.183496
  • ・Conformation and Orientation of Branched Acyl Chains Responsible for the Physical Stability of Diphytanoylphosphatidylcholine. Hiroshi Tsuchikawa, Takuya Ono, Masaki Yamagami, Yuichi Umegawa, Wataru Shinoda, Michio Murata. Biochemistry 59, 3929-3938 (2020). doi:org/10.1021/acs.biochem.0c00589
  • ・Sphingomyelin (and ent-sphingomyelin) form homophilic nanometer-sized subdomains within liquid ordered domains. Yo Yano, Shinya Hanashima, Hiroshi Tsuchikawa, Tomokazu Yasuda, J. Peter Slotte, Erwin London, Michio Murata.Biophys. J. 119, 539-552 (2020). doi: org/10.1016/j.bpj.2020.06.028
  • ・Interactions of OSW-1 with lipid bilayers in comparison with digitonin and soyasaponin.Raymond Malabed, Shinya Hanashima, Michio Murata, Kaori Sakurai.Langmuir36, 3600-3610 (2020). doi: 10.1021/acs.langmuir.9b03957
  • ・Amphotericin B-Ergosterol Complex Spans a Lipid Bilayer as a Single-Length Assembly.Tomoya Yamamoto, Yuichi Umegawa, Hiroshi Tsuchikawa, Shinya Hanashima, Nobuaki Matsumori, Kosuke Funahashi, Sangjae Seo, Wataru Shinoda, Michio Murata.Biochemistry 58, 5188-5196 (2019). doi: 10.1021/acs.biochem.9b00835
  • ・Synthesis of 7,6-Spirocyclic Imine with Butenolide Ring Provides Evidence for the Relative Configuration of Marine Toxin 13-desMe Spirolide C. Kou Minamino, Michio Murata, Hiroshi Tsuchikawa. Organic Letters 21, 8970-8975 (2019). doi: 10.1021/acs.orglett.9b03373
  • ・Side-chain deuterated cholesterol as a molecular probe to determine membrane order and cholesterol partitioning. Shinya Hanashima, Yuki Ibata, Hirofumi Watanabe, Tomokazu Yasuda, Hiroshi Tsuchikawa, Michio Murata. Org. Biomol. Chem. 17, 8601-8610 (2019). doi: 10.1039/c9ob01342c
  • ・Average Conformation of Branched Chain Lipid PGP-Me That Accounts for the Thermal Stability and High-Salinity Resistance of Archaeal Membranes. Masaki Yamagami, Hiroshi Tsuchikawa, Jin Cui, Yuichi Umegawa, Yusuke Miyazaki, Sangjae Seo, Wataru Shinoda, Michio Murata. Biochemistry 58, 3869-3879 (2019). doi: 10.1021/acs.biochem.9b00469
  • ・Cholesterol-induced Conformational Change in the Sphingomyelin Headgroup. Shinya Hanashima, Kazuhiro Murakami, Michihiro Yura, Yo Yano, Yuichi Umegawa, Hiroshi Tsuchikawa, Nobuaki Matsumori, Sangjae Seo, Wataru Shinoda, Michio Murata. Biophysical Journal 117, 307-318, (2019). doi: 10.1016/j.bpj.2019.06.019
  • ・Perpendicular orientation of amphotericin B methyl ester in hydrated lipid bilayers supports the barrel-stave model. Tomoya Yamamoto, Yuichi Umegawa, Masaki Yamagami, Taiga Suzuki, Hiroshi Tsuchikawa, Shinya Hanashima, Nobuaki Matsumori, and Michio Murata. Biochemistry 58, 2282-2291, (2019). doi: 10.1021/acs.biochem.9b00180
  • ・Small Structural Alterations Greatly Influence the Membrane Affinity of Lipophilic Ligands: Membrane Interactions of Bafilomycin A1 and Its Desmethyl Derivative Bearing 19F-Labeling. Hayashi T, Tsuchikawa H, Umegawa Y, Murata M. Bioorg. Med. Chem. 27, 1677-1682 (2019). doi: 10.1016/j.bmc.2019.03.017
  • ・Theonellamide A, a marine-sponge-derived bicyclic peptide, binds to sterol in aqueous DMSO: Solution NMR-based analysis of peptide-sterol interactions using hydroxylated cholesterol. Kimberly Cornelio, Rafael A Espiritu, Shinya Hanashima, Yasuto Todokoro, Raymond Malabed, Michio Murata, Masanao Kinoshita, Nobuaki Matsumori, Shinichi Nishimura, Hideaki Kakeya, Minoru Yoshida, Shigeki Matsunaga.BBA Biomembranes 1861, 228-235 (2019). doi: 10.1016/j.bbamem.2018.07.010
  • ・Nanosized Phase Segregation of Sphingomyelin and Dihydrosphigomyelin in Unsaturated Phosphatidylcholine Binary Membranes without Cholesterol. Yasuda T, Slotte JP, Murata M. Langmuir 34, 13426-13437 (2018). doi: 10.1021/acs.langmuir.8b02637
  • ・Stereoselective Construction of Cisoidal Bisspiroacetal Frameworks through Magnesium Coordination of the Bilateral Acetal Oxygen Atoms. Yoshifumi Yasukawa, Hiroshi Tsuchikawa, Yasuto Todokoro, Michio Murata. Asian J. Org. Chem. 7, 1101-1106 (2018). doi: 10.1002/ajoc.201800074
  • ・Highly Efficient Syntheses of C-N Axially Chiral 1‐(ortho‐hydroxyaryl)uracil using a Chiral Auxiliary and a Chiral Base. Futoshi Hasegawa, Yoshifumi Yasukawa, Kazushi Kawamura, Hiroshi Tsuchikawa, Michio Murata. Asian J. Org. Chem. 7 ,1648-1653 (2018). doi: 10.1002/ajoc.201800247
  • ・Sphingomyelin stereoisomers reveal that homophilic interactions cause nanodomain formation. Yo Yano, Shinya Hanashima, Tomokazu Yasuda, Hiroshi Tsuchikawa, Nobuaki Matsumori, Masanao Kinoshita, Md. Abdullah Al Sazzad, J. Peter Slotte, Michio Murata.Biophys. J. 115, 1530-1540, (2018). doi: 10.1016/j.bpj.2018.08.042
  • ・Structures of the Largest Amphidinol Homologues from the Dinoflagellate Amphidinium carterae and Structure-Activity Relationships. Masayuki Satake, Kimberly Cornelio, Shinya Hanashima, Raymond Malabed, Michio Murata, Nobuaki Matsumori, Hui-Ping Zhang, Fumiaki Hayashi, Shoko Mori, Jong Souk Kim, Chang-Hoon Kim, Jong Soo Lee.Journal of Natural Products 80, 2883-2888, (2017). doi: 10.1021/acs.jnatprod.7b00345
  • ・Sterol-Recognition Ability and Membrane-Disrupting Activity of Ornithogalum Saponin OSW-1 and Usual 3-O-Glycosyl Saponins. Raymond Malabed, Shinya Hanashima, Michio Murata, Kaori Sakurai. BBA - Biomembranes1859, 2516-2525, (2017). doi: 10.1016/j.bbamem.2017.09.019
  • ・Stable C-N axial chirality in 1-aryluracil scaffold and differences in in vitro metabolic clearance between atropisomers of PDE4 inhibitor. Futoshi Hasegawa, Kazushi Kawamura, Hiroshi Tsuchikawa, Michio Murata. Bioorg. Med Chem.25, 4506-451, (2017). doi: 10.1016/j.bmc.2017.06.042
  • ・Efficient access to functionalized bicyclic pharmacophore of spirolide C via selective Diels-Alder reaction. Hiroshi Tsuchikawa, Kou Minamino, Sho Hayashi, Michio Murata. Asian J. Org. Chem. 6, 1322-1327,(2017) . doi: 10.1002/ajoc.201700164
  • ・Raft-based sphingomyelin interactions revealed by new fluorescent sphingomyelin analogs.Masanao Kinoshita, Kenichi GN Suzuki, Nobuaki Matsumori, Misa Takada, Hikaru Ano, Kenichi Morigaki, Mitsuhiro Abe, Asami Makino, Toshihide Kobayashi, Koichiro M Hirosawa, Takahiro K Fujiwara, Akihiro Kusumi, Michio MurataJ. Cell Biol. 216, 1183-1204, (2017). doi: 10.1083/jcb.201607086
  • ・Membrane protein structure determination by SAD, SIR, or SIRAS phasing in serial femtosecond crystallography using an iododetergent. Nakane T, Hanashima S, Suzuki M, Saiki H, Hayashi T, Kakinouchi K, Sugiyama S, Kawatake S, Matsuoka S, Matsumori N, Nango E, Kobayashi J, Shimamura T, Kimura K, Mori C, Kunishima N, Sugahara M, Takakyu Y, Inoue S, Masuda T, Hosaka T, Tono K, Joti Y, Kameshima T,Hatsui T, Yabashi M, Inoue T, Nureki O, Iwata S, Murata M, Mizohata E. Proc. Natl. Acad. Sci. 354, 1552-1557, (2016). doi: 10.1073/pnas.1602531113
  • ・Sterol-dependent membrane association of the marine sponge-derived bicyclic peptide Theonellamide A examined by 1H NMR. Cornelio K, Espiritu RA, Todokoro Y, Hanashima S, Kinoshita M, Matsumori N, Murata M, Nishimura S, Kakeya H, Yoshida M, Matsunaga S. Bioorg Med Chem. 24, 5235-5242, (2016). doi: 10.1016/j.bmc.2016.08.043
  • ・Synthesis and Th1-immunostimulatory activity of α-galactosylceramide analogues bearing a halogen-containing or selenium-containing acyl chain. Hossain Md. I, Hanashima S, Nomura T, Lethu S, Tsuchikawa H, Murata M, Kusaka H, Kita S, Maenaka K. Bioorg Med Chem. 24, 3687-3695, (2016). doi:10.1016/j.bmc.2016.06.007
  • ・Structure of Bimolecular Complex between Amphotericin B and Ergosterol in Membrane is Stabilized by Face-to-Face Van der Waals Interaction with their Rigid Cyclic Cores. Nakagawa Y, Umegawa Y, Matsushita N, Yamamoto T,Tsuchikawa H, Hanashima S, Oishi T, Matsumori N, Murata M. Biochemistry 55, 3392-3402, (2016).doi: 10.1021/acs.biochem.6b00193
  • ・Bafilomycin analogue site-specifically fluorinated at the pharmacophore macrolactone ring has potent vacuolar-type ATPase inhibitory activity. Tsuchikawa H, Hayashi T, Shibata H, Murata M, Nagumo Y, Usui T. Tetrahedron Lett. 57, 2426-2429, (2016). doi: 10.1016/j.tetlet.2016.04.075
  • ・Lipid Interactions and Organization in Complex Bilayer Membranes. Engberg O, Yasuda T, Hautala V, Matsumori N, Nyholm K. M. T, Murata M, Slotte J. P. Biophys. J. 110, 1563-1573, (2016). doi: 10.1016/j.bpj.2015.12.043
  • ・Marine sponge cyclic peptide theonellamide A disrupts lipid bilayer integrity without forming distinct membrane pores. Espiritu RA, Cornelio K, Kinoshita M, Matsumori N, Murata M, Nishimura S, Kakeya H, Yoshida M, Matsunaga S. Biochim Biophys Acta. 1858, 1373-1379 (2016).doi: 10.1016/j.bbamem.2016.03.019.
  • 13C -TmDOTA as versatile thermometer compound for solid-state NMR of hydrated lipid bilayer membranes. Umegawa Y, Tanaka Y, Nobuaki M, Murata M. Magn. Reson. Chem. 54, 227-233 (2016) doi: 10.1002/mrc.4371
  • ・Formation of Gel-like Nanodomains in Cholesterol-Containing Sphingomyelin or Phosphatidylcholine Binary Membrane as Examined by Fluorescence Lifetimes and 2H NMR Spectra. Yasuda T, Matsumori N, Tsuchikawa H, Lonnfors M, Nyholm T K.M. , Slotte J. P., Murata M. Langmuir 31, 13783-13792 (2015). doi: 10.1021/acs.langmuir.5b03566
  • ・Stereoselective synthesis of head group of archaeal phospholipid PGP-Me to investigate bacteriorhodopsin-lipid interactions. Cui J, Kawatake S, Umegawa Y, Lethu S, Yamagami M, Matsuoka S, Sato F, Matsumori N, Murata M. Org. Biomol. Chem. 13, 10279-10284 (2015). doi:10.1039/C5OB01252J
  • ・Novel Raman-Tagged Sphingomyelin that Closely Mimics Original Raft-Forming Behavior.Cui J, Matsuoka S, Kinoshita M, Matsumori N, Sato F, Murata M, Ando J, Dodo K, Sodeoka M. Bioorg. Med. Chem. 23, 2989-2994 (2015).doi:10.1016/j.bmc.2015.05.014
  • ・Role of polyol moiety of amphotericin B in ion channel formation and sterol selectivity in bilayer membrane.Yamamoto T, Umegawa Y, Tsuchikawa H, Matsumori N, Hanashima S, Murata M, Haser R, Rawlings B. J, Caffrey P. Bioorg. Med. Chem. 23, 5782-5788 (2015).doi:10.1016/j.bmc.2015.07.009
  • ・Orientation and order of the amide group of sphingomyelin in lipid bilayers determined using solid-state NMR. Matsumori N, Yamaguchi T, Maeta Y, Murata M. Biophys. J.108, 2816-2824 (2015).doi:10.1016/j.bpj.2015.05.011
  • ・Deuterium NMR of Raft Model Membranes Reveals Domain-Specific Order Profiles and Compositional Distribution. Yasuda T, Tsuchikawa H, Murata M, Matsumori N. Biophys. J. 108, 2502-2506 (2015).doi:10.1016/j.bpj.2015.04.008
  • ・Modification of Bafilomycin Structure to Efficiently Synthesize Solid-State NMR Probes that Selectively Bind to Vacuolar-Type ATPase. Shibata H, Tsuchikawa H, Hayashi T, Matsumori N, Murata M, Usui T. Chem. Asian J.10, 915-924 (2015).doi:10.1002/asia.201403299
  • ・Axial Hydrogen at C7 Position and Bumpy Tetracyclic Core Markedly Reduce Sterol’s Affinity to Amphotericin B in Membrane. Nakagawa Y, Umegawa Y, Nonomura K, Matsushita N, Takano T, Tsuchikawa H, Hanashima S, Oishi T, Matsumori N, Murata M. Biochemistry 54, 303-312 (2015).doi:10.1021/bi5012942
  • ・Phosphatidylcholine Bearing 6, 6-Dideuterated Oleic Acid: A Useful Solid-State 2H NMR Probe for Investigating Membrane Properties. Cui J, Lethu S, Yasuda T, Matsuoka S, Matsumori N, Sato F, Murata M. Bioorg. Med. Chem. Lett. 25, 203-206 (2015).doi:10.1016/j.bmcl.2014.11.072
  • ・Effect of Sterol Side Chain on Ion Channel Formation by Amphotericin B in Lipid Bilayers. Nakagawa Y, Umegawa Y, Takano T, Tsuchikawa H, Matsumori N, Murata M. Biochemistry 53, 3088-3094 (2014).doi:10.1021/bi500122c
  • ・Direct and Stereospecific Interaction of Amphidinol 3 with Sterol in Lipid Bilayers.Espiritu RA, Matsumori N, Tsuda M, Murata M. Biochemistry. 53, 3287-3293 (2014).doi:10.1021/bi5002932
  • ・Design and Synthesis of 24-Fluorinated Bafilomycin Analogue as an NMR Probe with Potent Inhibitory Activity to Vacuolar-Type ATPase. Shibata H, Tsuchikawa H, Matsumori N, Murata M, Usui T. Chem. Lett. 43, 474-476 (2014).doi:10.1246/cl.131099
  • ・Detailed Comparison of Deuterium Quadrupole Profiles between Sphingomyelin and Phosphatidylcholine Bilayers, Yasuda T, Kinoshita M, Murata M, Matsumori N. Biophys. J. 106, 631-638 (2014).doi:10.1016/j.bpj.2013.12.034
  • ・Interaction between the Marine Sponge Cyclic Peptide Theonellamide A and Sterols in Lipid Bilayers As Viewed by Surface Plasmon Resonance and Solid-State 2H Nuclear Magnetic Resonance. Espiritu RA, Matsumori N, Murata M, Nishimura S, Kakeya H, Matsunaga S, Yoshida M. Biochemistry 52, 2410-2418 (2013).doi:10.1021/bi4000854
  • ・A Novel Sperm-Activating and Attracting Factor from the Ascidian Ascidia sydneiensis. Matsumori N, Hiradate Y, Shibata H, Oishi T, Shimma S, Toyoda M, Hayashi F, Yoshida M, Murata M, Morisawa M. Org. Lett. 15, 294-297 (2013).doi:10.1021/ol303172n
  • ・Comprehensive molecular motion capture for sphingomyelin by site-specific deuterium labeling. Matsumori N, Yasuda T, Okazaki H, Suzuki T, Yamaguchi T, Tsuchikawa H, Doi M, Oishi T, Murata M. Biochemistry 51, 8363-8370 (2012).doi:10.1021/bi3009399
  • ・Possible conformation of amphotericin B dimer in membrane-bound assembly as deduced from solid-state NMR. Umegawa Y, Adachi T, Matsumori N, Murata M. Bioorg. Med. Chem. 20, 5699-5704 (2012).doi:10.1016/j.bmc.2012.08.016
  • ・Effects of chemical modification of sphingomyelin ammonium group on formation of liquid-ordered phase. Goretta SA, Kinoshita M, Mori S, Tsuchikawa H, Matsumori N, Murata M. Bioorg. Med. Chem. 20, 4012-4019 (2012).doi:10.1016/j.bmc.2012.05.015
  • ・Artificial ladder-shaped polyethers that inhibit maitotoxin-induced Ca2+ influx in rat glioma C6 cells.Oishi T, Konoki K, Tamate R, Torikai K, Hasegawa F, Matsumori N, Murata M. Bioorg. Med. Chem. Lett. 22, 3619-3622 (2012).doi:10.1016/j.bmcl.2012.04.053
  • ・NMR-based conformational analysis of sphingomyelin in bicelles. Yamaguchi T, Suzuki T, Yasuda T, Oishi T, Matsumori N, Murata M. Bioorg. Med. Chem. 20, 270-278 (2012).doi:10.1016/j.bmc.2011.11.001
  • ・Head-to-tail interaction between amphotericin B and ergosterol occurs in hydrated phospholipid membrane. Umegawa Y, Nakagawa Y, Tahara K, Tsuchikawa H, Matsumori N, Oishi T, Murata M. Biochemistry 51, 83-89 (2012).doi:10.1021/bi2012542
  • ・Isolation, amino acid sequence and biological activities of novel long-chain polyamine-associated peptide toxins from the sponge Axinyssa aculeate. Matsunaga, S, Jimbo M, Gill MB, Wyhe LL, Murata M, Nonomura K, Swanson GT, Sakai R. Chembiochem. 12, 2191-200 (2011).doi:10.1002/cbic.201100329
  • ・Channels formed by amphotericin B covalent dimers exhibit rectification. Hirano M, Takeuchi Y, Matsumori N, Murata M, Ide T.J Membr. Biol. 240, 159-64 (2011).doi:10.1007/s00232-011-9354-x
  • ・Prorocentrol, a polyoxy linear carbon chain compound isolated from the toxic dinoflagellate, Prorocentrum hoffmannianum. Sugawara K, Kitamura Y, Murata M, Satake M, Tachbana K. J. Org. Chem. 76 , 3131-3138 (2011).doi:10.1021/jo102585k
  • ・Design and synthesis of sphingomyelin-cholesterol conjugates and their formation of ordered membranes. Matsumori N, Tanada N, Nozu K, Okazaki H, Oishi T, Murata M. Chem. Eur. J. 17, 8568-8575 (2011).doi:10.1002/chem.201100849
  • ・Fluorinated cholesterol retains domain-forming activity in sphingomyelin bilayers. Matsumori N, Okazaki H, Nomura K, Murata M.Chem. Phys. Lipids 164, 401-408 (2011).doi:10.1016/j.chemphyslip.2011.05.007
  • ・Conformations of Spermine in Adenosine Triphosphate Complex: The Structural Basis for Weak Bimolecular Interactions of Major Cellular Electrolytes. Maruyoshi K, Yamaguchi T, Demura T, Matsumori N, Oishi T, Murata M. Chem. Eur. J. 17, 4788-4795 (2011).doi:10.1002/chem.201002759
  • ・Lysine proximity significantly affects glycation of lysine-containing collagen model peptides. Kitamura A, Matsui K, Konoki K, Matsumori N, Murata M, Kawakami T, Aimoto S. Bioorg. Med. Chem. 19, 2125-2129 (2011).doi:10.1016/j.bmc.2011.02.048
  • ・Structural reevaluations of amphidinol 3, a potent antifungal compound from dinoflagellate. Swasono R T, Kanemoto M, Matsumori N, Oishi T, Murata M. Heterocycles 82, 1359-1369 (2011).doi:10.3987/COM-10-S(E)86
  • ・Synthesis of 6-F-ergosterol and its influence on membrane-permeabilization of amphotericin B and amphidinol 3. Kasai Y, Matsumori N, Ueno H, Nonomura K, Yano S, Murata M, Oishi T. Org. Biomol. Chem. 9, 1437-1442 (2011).doi:10.1039/c0ob00685h
  • ・3D structures of membrane-associated small molecules as determined in isotropic bicelles. Matsumori N, Murata M.Natural Product Reports. 27, 1480-1492 (2010).doi:10.1039/c0np00002g
  • ・Identification of Ras superfamily as yessotoxin binding target from blood cell membranes. Ujihara S, Oishi T, Mouri R, Tamate R, Konoki K, Matsumori N, Murata M, Oshima Y, Sugiyama N, Tomita M, Ishihama Y.Bioorg. Med. Chem. Lett. 20, 6443-6446 (2010).doi:10.1016/j.bmcl.2010.09.080
  • ・Detection of Rap1A as a yessotoxin binding protein from blood cell membranes. Ujihara S, Oishi T, Mouri R, Tamate R, Konoki K, Matsumori N, Murata M, Oshima Y, Sugiyama N, Tomita M, Ishihama Y.Bioorg. Med. Chem. Lett. 20, 6443-6446 (2010).doi:10.1016/j.bmcl.2010.09.080
  • ・Sterol effect on interaction between amphidinol 3 and liposomal membrane as evidenced by surface plasmon resonance. Swasono R, Mouri R, Morsy N, Matsumori N, Oishi T, Murata M. Bioorg. Med. Chem. Lett. 20, 2215-2218 (2010).doi:10.1016/j.bmcl.2010.02.025
  • ・Second-generation synthesis of endogenous sperm-activating and attracting factor (SAAF) isolated from the ascidian Ciona intestinalis. Oishi T, Ootou K, Shibata H, Murata M. Tetrahedron Lett. 51, 2600-2602 (2010).doi:10.1016/j.tetlet.2010.03.011
  • ・Reductive Etherification under Microfluidic Conditions: Application to Practical Synthesis of the FGHIJ-Ring System of Yessotoxin. Oishi T, Imaizumi T, Murata M. Chem. Lett. 39, 108-109 (2010).doi:10.1246/cl.2010.108
  • ・Stereoselective Synthesis of the C31-C40/C43-C52 Unit of Amphidinol 3. Kanemoto M, Murata M, Oishi T. J. Org. Chem. 74, 8810-8813 (2009).doi:10.1021/jo901793f
  • ・Amphotericin B-induced ion flux is markedly attenuated in phosphatidylglycerol membrane as evidenced by a newly devised fluorometric method. Takano T, Konoki K, Matsumori N, Murata M. Bioorg. Med. Chem. 17, 6301-6304 (2009).doi: 10.1016/j.bmc.2009.07.036
  • ・Direct interaction between amphotericin B and ergosterol in lipid bilayers as revealed by 2H NMR. Matsumori N, Tahara K, Yamamoto H, Morooka A, Doi M, Oishi T, Murata M. J. Am. Chem. Soc. 131, 11855-11860 (2009).doi:10.1021/ja9033473
  • ・Maitotoxin-photoactive probe binds to membrane proteins in erythrocyte membrane. Konoki K, Hashimoto M, Honda K, Tachibana K, Hasegawa F, Tamate R, Oishi T, Murata, M. Heterocycles 79, 1007-1017 (2009).doi:10.3987/COM-08-S(D)78
  • ・Ion channel complex of antibiotics as viewed by NMR. Murata M, Kasai Y, Umegawa Y, Matsushita N, Tsuchikawa H, Matsumori N, Oishi T. Pure Appl. Chem. 81, 1123-1129 (2009).doi:10.1351/PAC-CON-08-08-37
  • ・Surface plasmon resonance-based detection of ladder-shaped polyether by competitive binding method. Mouri R, Oishi T, Torikai K, Ujihara S, Matsumori N, Murata M, Oshima Y. Bioorg. Med. Chem. Lett. 19, 2824-2828 (2009).doi:10.1016/j.bmcl.2009.03.103
  • ・Design, synthesis, and biological evaluation of fluorinated analogs of salicylihalamide. Sugimoto Y, Oishi T, Konoki K, Murata M, Matsushita M, Kanazawa H. J. Med. Chem. 52, 798-806 (2009).doi:10.1021/jm801265e
  • ・Synthesis of 25-13C-amphotericin B methyl ester: a molecular probe for solid-state NMR measurements. Matsushita N, Matsuo Y, Tsuchikawa H, Matsumori N, Murata M, Oishi T. Chem. Lett. 38, 114-115 (2009).doi:10.1246/cl.2009.114
  • ・Conformational change of spermidine upon interacting with ATP in aqueous solution. Maruyoshi K, Nonaka K, Sagane T, Demura T, Yamaguchi T, Matsumori N, Oishi T, Murata M. Chem. Eur. J. 15, 1618-1626 (2009).doi:10.1002/chem.200801961
  • ・Ergosterol increases intermolecular distance of amphotericin B in membrane-bound assembly as evidenced by solid-state NMR. Umegawa Y, Matsumori N, Oishi T, Murata M. Biochemistry, 47, 13463-13469 (2008).doi:10.1021/bi801875y
  • ・Combinatorial Synthesis of the 1,5-Polyol System Based on Cross Metathesis: Structure Revision of Amphidinol 3. Oishi T, Kanemoto M, Swasono R, Matsumori N, Murata M., Org. Lett.10, 5203-5206 (2008).doi:10.1021/ol802168r
  • ・Accurate measurement of vicinal carbon-hydrogen coupling constants via ammonium nitrogen based on HMBC experiments. Yamaguchi T, Maruyoshi K, Matsumori N, Murata M.Chem. Lett. 37, 1172-1173 (2008).doi:10.1246/cl.2008.1172
  • ・Interaction of ladder-shaped polyethers with transmembrane α-helix of glycophorin A as evidenced by saturation transfer difference NMR and surface plasmon resonance. Ujihara S, Oishi T, Torikai K, Konoki K, Matsumori N, Murata M, Oshima Y, Aimoto S. Bioorg. Med. Chem. Lett. 18, 6115-6118 (2008).doi:10.1016/j.bmcl.2008.10.020
  • ・Structure of membrane-bond amphidinol 3 in isotropic small bicells. Houdai T, Matsumori N, Murata M. Org. Lett. 10, 4191-4194 (2008).doi:10.1021/ol8016337
  • ・Convergent Synthesis of the A-J Ring System of Yessotoxin. Torikai K, Watanabe K, Minato H, Imaizumi T, Murata M, Oishi T. Synlett 2368-2372 (2008).doi:10.1055/s-2008-1078266
  • ・Convergent Synthesis and Biological Activity of the WXYZA'B'C' Ring System of Maitotoxin. Oishi T, Hasegawa F, Torikai K, Konoki K, Matsumori N, Murata M. Org. Lett. 10, 3599-3602 (2008).doi:10.1021/ol801369g
  • ・Complex Formation of Amphotericin B in Sterol-Containing Membrane as Evidenced by Surface Plasmon Resonance. Mouri R, Konoki K, Matsumori N, Oishi T, Murata M. Biochemistry 47, 7807-7815 (2008).doi:10.1021/bi800334p
  • ・Design and Synthesis of Ladder-shaped Tetracyclic, Heptacyclic, and Decacyclic Ethers and Evaluation of the Interaction with Transmembrane Proteins. Torikai K, Oishi T, Ujihara S, Matsumori N, Konoki K, Murata M, Aimoto, S. J. Am. Chem. Soc. 130, 10217-10226 (2008).doi:10.1021/ja801576v
  • ・Roles of integral protein in membrane permeabilization by amphidinols. Morsy N, Konoki K, Houdai T, Matsumori N, Oishi T, Murata M, Aimoto S.Biochem. Biophys. Acta.1778, 1453-1459 (2008).doi:10.1016/j.bbamem.2008.01.018
  • ・Orientation of fluorinated cholesterol in lipid bilayers analyzed by 19F tensor calculation and solid-state NMR. Matsumori N, Kasai Y, Oishi T, Murata M, Nomura, K. J. Am. Chem. Soc. 130, 4757-4766 (2008).doi:10.1021/ja077580l
  • ・Effects of lipid constituents on membrane-permeabilizing activating of amphidinols. Morsy N, Houdai T, Konoki K, Matsumori N, Oishi T, Murata M. Bioorg. Med. Chem. 16, 3084-3090 (2008). doi:10.1016/j.bmc.2007.12.029.
  • ・Self-assembly of amphotericin B is probably surrounded by ergosterol; bimolecular interactions as evidenced by solid stata NMR and CD spectra. Kasai Y, Matsumori N, Umegawa Y, Matsuoka S, Ueno H, Ikeuchi H, Oishi T, Murata, M. Chem. Eur. J. 14, 1178-1185 (2008).doi:10.1002/chem.200701256
  • ・Conformation and location of membrane-bound salinomycin-sodium complex deduced from NMR in isotropic bicelles. Matsumori N, Morooka A, Murata M.J. Am. Chem. Soc. 129, 14989-14995 (2007).doi:10.1021/ja075024l
  • ・Synthesis of the JK ring fragments of yessotoxin and 42, 43, 44, 45, 46, 47, 55-heptanor-41-oxoyessotoxin. Watanabe K, Minato H, Murata M, Oishi T. Heterocycles 72, 207-212 (2007).doi:10.3987/COM-07-S(K)60
  • ・Amphotericin B covalent dimers with carbonyl-amino linkage: a new probe for investigating ion channel assemblies. Umegawa Y, Matsumori N, Oishi T, Murata M. Tetrahedron Lett. 48, 3393-3396 (2007).doi:10.1016/j.tetlet.2007.03.058
  • ・Conformation and position of membrane-bound amphotericin B deduced from NMR in SDS micelles. Matsumori N, Houdai T, Murata M. J. Org. Chem. 72, 700-706 (2007).doi:10.1021/jo061309p
  • ・Synthesis of artificial ladder-shaped polyether containing a 6/7 cis-fused ring system. Torikai K, Yari H, Murata M, Oishi T. Heterocycles 70, 161-167 (2006).doi:10.3987/COM-06-S(W)50
  • ・Design and synthesis of an artificial ladder-shaped polyether that interacts with glycophorin A. Torikai K, Yari H, Mori M, Ujihara S, Matsumori N, Murata M, Oishi T. Bioorg. Med. Chem. Lett. 16, 6355-6359 (2006).doi:10.1016/j.bmcl.2006.09.004
  • ・Convergent synthesis of the CDEF ring system of yessotoxin via α-cyano ethers. Oishi T, Suzuki M, Watanabe K, Murata M. Heterocycles 69, 91-98 (2006).doi:10.1016/S0040-4039(03)01862-8
  • ・Structures of new amphidinols with truncated polyhydroxyl chain and their membrane-permeabilizing activities. Morsy N, Houdai T, Matsuoka S, Matsumori N, Adachi S, Oishi T, Murata M, Iwashita T, Fujita T. Bioorg. Med. Chem. 14, 6548-6554 (2006).doi:10.1016/j.bmc.2006.06.012
  • ・Large molecular assembly of amphotericin B formed in ergosterol-containing membrane evidenced by solid-state NMR of intramolecular bridged derivative. Matsumori N, Sawada Y, Murata M. J. Am. Chem. Soc. 128, 11977-11984 (2006).doi:10.1021/ja063433w
  • ・Membrane interaction of amphotericin B as single-length assemble examined by solid state NMR for uniformly13C-labeled agent. Matsuoka S, Ikeuchi H, Umegawa Y, Matsumori N, Murata, M. Bioorg. Med. Chem. 14, 6608-6614 (2006).doi:10.1016/j.bmc.2006.06.001
  • ・Synthesis of 28-19F-amphotericin B methyl ester. Tsuchikawa H, Matsushita N, Matsumori N, Murata M, Oishi T. Tetrahedron Lett. 47, 6187-6191 (2006).doi:10.1016/j.tetlet.2006.06.159
  • ・Detailed description of the conformation and location of membrane-bound erythromycin A using isotropic bicelles. Matsumori N, Morooka A, Murata, M. J. Med. Chem. 49, 3501-3508 (2006).doi:10.1021/jm051210v
  • ・Synthesis of the ABC and IJ ring fragment of yessotoxin. Oishi T, Suzuki M, Watanabe K, Murata, M. Tetrahedron Lett. 47, 3975-3978 (2006).doi:10.1016/j.tetlet.2006.04.018
  • ・Mycosamine orientation of amphotericin B controlling interaction with ergosterol: sterol-dependent activity of conformation-restricted derivatives with an amino-carbonyl bridge. Matsumori N, Sawada Y, Murata M. J. Am. Chem. Soc. 127, 10667-75 (2005).doi:10.1021/ja051597r
  • ・Isolation and structure elucidation of a new amphidinol with a truncated polyhydroxyl chain from Amphidinium klebsii. Morsy N, Matsuoka S, Houdai T, Matsumori N, Adachi S, Murata, M, Iwashita T, Fujita, T. Tetrahedron 61, 8606-8610 (2005).doi:10.1016/j.tet.2005.07.004
  • ・Ladder-shaped polyether compound, desulfated yessotoxin, interacts with membrane-integral alpha-helix peptides. Mori M, Oishi T, Matsuoka S, Matsumori N, Murata M, Satake M, Oshima Y, Matsushita N, Aimoto S. Bioorg. Med. Chem. 13, 5099-5103 (2005).doi:10.1016/j.bmc.2005.05.039
  • ・Convergent synthesis of the FGHI ring system of yessotoxin: stereoselective construction of the G ring. Watanabe K, Suzuki M, Murata M, Oishi T. Tetrahedron Lett. 46, 3991-3995 (2005).doi:10.1016/j.tetlet.2005.04.040
  • ・Bioactive fluorinated derivative of amphotericin B. Matsumori N, Umegawa Y, Oishi T, Murata M. Bioorg. Med. Chem. Lett. 15, 3565-3567 (2005).doi:10.1016/j.bmcl.2005.05.058
  • ・Hairpin conformation of amphidinols possibly accounting for potent membrane permeabilizing activities. Houdai T, Matsuoka S, Morsy N, Matsumori N, Satake M, Murata M. Tetrahedron 61, 2795-2802 (2005).doi:10.1016/j.tet.2005.01.069
  • ・Dominant formaion of a single-length channel by amphotericin B in phospholipid membrane evidenced by13C{31P} REDOR. Matsuoka S, Ikeuchi H, Matsumori N, Murata M. Biochemistry 44, 704-710 (2005). doi:10.1021/bi049001k
  • ・Intact glycation end products containing carboxylmethyl-lysine and glyoxal lysine? dimerobtained from synthetic collagen model peptide. Yamada H, Sasaki T, Niwa S, Oishi T, Murata M, Kawakami T, Aimoto S. Bioorg. Med. Chem. Lett. 14, 5677-5680 (2004).doi:10.1016/j.bmcl.2004.08.044
  • ・Membrane permeabilizing activities of amphidinol 3, polyene-polyhydroxy antifungal from marine dinoflagellates. Houdai T, Matsuoka S, Matsumori N, Murata M. Biochim. Biophys. Acta 1667, 91-100 (2004).doi:10.1016/j.bbamem.2004.09.002
  • ・Amphotericin B covalent dimers bearing tertrate linkage. Matsumori N, Masuda R, Murata M. Chem. Biodiver. 1, 346-352 (2004).doi:10.1002/cbdv.200490030
  • ・Amphotericin B-ergosterol conjugate bearing powerful permeabilizing activity. Matsumori N, Eiraku N, Matsuoka S, Oishi T, Murata M, Aoki T, Ide T. Chem. Biol. 11, 673-679 (2004).doi:10.1016/j.chembiol.2004.02.027
  • ・Synthesis and conformation of deuterated spermidine upon complexation to polyanion: molecular probe for weak interaction between biomolecules. Maruyoshi K, Demura T, Sagane T, Matsumori N, Oishi T, Murata M. Tetrahedron 60, 5163-5170 (2004).doi:10.1016/j.tet.2004.04.056
  • ・Synthesis of endogenous sperm-activating and attracting factor isolated from ascidian Ciona intestinalis. Oishi T, Tuchikawa H, Murata M, Yoshida M, Morisawa M. Tetrahedron Lett. 44, 6387-6389 (2003).doi:10.1016/S0040-4039(03)01598-3
  • ・Convergent synthesis of trans-fused 6/n/6/6 (n = 7,8) tetracyclic ether system via a-cyano ethers. Oishi T, Watanabe K, Murata M. Tetrahedron Lett. 44, 7315-7319 (2003).doi:10.1016/S0040-4039(03)01862-8
  • ・Membrane permeabilizing activity of amphotericin B is affected by chain length of phosphatidylcholine added as minor constituent. Matsuoka S, Murata M. Biochim. Biophys. Acta 1617, 109-115 (2003).doi:10.1016/j.bbamem.2003.09.010
  • ・Amphotericin B phospholipid covalent conjugates: dependence of membrane- permeabilizing activitiy on acyl-chain length. Matsuoka S, Matsumori N, Murata M. Org. Biomol. Chem. 1, 3882-3884 (2003).doi:10.1039/B306801C
  • ・Amphotericin B dimers with bis-amide linkage bearing powerful membrane permeabilizing activity. Yamaji N, Matsumori N, Matsuoka S, Oishi T, Murata M. Org. Lett. 4, 2087-2089 (2002).doi:10.1021/ol025982m
  • ・Amphotericin B covalent dimers forming sterol-dependent ion-permeable membrane channels. Matsumori N, Yamaji N, Matsuoka S, Oishi T, Murata M. J. Am. Chem. Soc 124, 4180-4181 (2002).doi:10.1021/ja012026b
  • ・Cholesterol markedly reduces ion permeability induced by membrane-bound Amphotericin B. Matsuoka S, Murata M. Biochim. Biophys. Acta 1564, 429-434 (2002).doi:10.1016/S0005-2736(02)00491-1
  • ・A chemoattractant of the ascidian spermatozoa is a novel sulfated steroid. Yoshida M, Murata M, Inaba K, Morisawa M. Proc. Natl. Acad. Sci. U.S.A. 99, 14831-14836 (2002).doi:10.1073/pnas.242470599
  • ・Acetate labeling patterns of dinoflagellate polyketides, amphidinols 2, 3 and 4. Houdai M, Matsuoka S, Murata M, Satake M, Ota S, Oshima Y, Rhodes L L. Tetrahedron 57, 5551-5555 (2001).doi:10.1016/S0040-4020(01)00481-1
  • ・Identification of Nw-carboxymethylarginine as novel acid-labile advanced glycation end product in collagen. Iijima K, Murata M, Takahara H, Irie S, Fujimoto, D. Biochemical J. 347, 23-27. (2000).doi:10.1042/bj3470023

B.総説など

  • ・Molecular substructure of the liquid ordered phase formed by sphingomyelin and cholesterol: sphingomyelin clusters forming nano subdomains are a characteristic feature. Michio Murata, Nobuaki Matsumori, Masanao Kinoshita, Erwin London. Biophysical Reviews (2022) in press DOI: doi.org/10.1007/s12551-022-00967-1
  • ・Heavy Atom Detergent/Lipid Combined X-ray Crystallography for Elucidating the Structure-Function Relationships of Membrane Proteins. Shinya Hanashima, Takanori Nakane, Eiichi Mizohata. Membranes 11(11), 823 (2021) DOI: doi.org/10.3390/membranes11110823
  • ・Enantiomers of Phospholipids and Cholesterol: A Key to Decipher Lipid-Lipid Interplay in Membrane Shinya Hanashima, Yo Yano, Michio Murata. Chirality 32, 282-298 (2020) DOI: doi; 10.1002/chir.23171
  • ・A Synthetic Approach to the Channel Complex Structure of Antibiotic in a Membrane: Backbone F-19-Labeled Amphotericin B for Solid-State NMR Analysis. Tsuchikawa, Hiroshi; Umegawa, Yuichi; Murata, Michio; Oishi, Tohru. JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN 76, 1197-1205 (2018).DOI: 10.5059/yukigoseikyokaishi.76.1197
  • ・Recent solid-state NMR studies of hydrated lipid membranes. Umegawa, Yuichi; Matsumori, Nobuaki; Murata, Michio.Annual Reports on NMR Spectroscopy 94, 41-72 (2018) DOI:10.1016/bs.arnmr.2017.12.003.
  • ・3D structures of membrane-associated small molecules as determined in isotropic bicelles. Matsumori, N., Murata, M. Nat. Prod. Rep. 27, 1480-1492 (2010)
  • ・Structual Features of Dinoflagellate Toxins Underlying Biological Activity as Viewed by NMR. Murata, M., Matsumori, N., Konoki, K. and Oishi, T. Bull. Chem. Soc. Jpn. 81, 307-319 (2008)
  • ・脂質膜に作用・キる薬物の構造解析、松森信明、化学と教育 55, 178-179 (2007)
  • ・誘導体および同位体標識化合物を用いたアンフォテリシンBイオンチャネル構造の解析、松森信明、大石徹、村田道雄、有機合成化学協会誌、64, 502-513 (2006)
  • ・膜蛋白質と相互作用する生体機能分子の合成、大石徹、村田道雄、化学工業、10, 778-782 (2006)
  • ・State-of-Art Methaodology of Marine Natural Products Chemistry: Structure Determination with Extremely Small Sample Amounts. Murata, M., Oishi, T. and Yoshida, M. In Progress in Morecular and Subcellular Biology, Subseries Marine Molecular Biotechnology.?Ed. by Fusetani, N. and Clare, A.S. Springer-Verlag, Berlin, pp.203-220
  • ・機能解明を指向した標識化天然物の合成、大石徹、村田道雄、化学工業、8, 604-609 (2004)
  • ・生物現象鍵物質の微量構造決定、村田道雄、大石徹、吉田学、化学と生物、41(2), 114-).
  • ・若い研究者が語る明日の天然物化学、村田道雄、井上将行、磯部寛之、化学、57(2), 30-34 (2002).
  • ・研究室へようこそ「大阪大学大学院理学研究科村田道雄研究室」、化学、57(11), 23-26 (2002).
  • ・非環状化合物の立体化学をNMRできめる、村田道雄、松森信明、化学、56(9), 72-73 (2001).
  • ・天然分子の最先端構造解析-立体化学とNMR-、村田道雄、松森信明、ファルマシア、37(7), 619-622 (2001).
  • ・The Structure Elucidation and Biological Activities of High Molecular Weight Algal Toxins: Maitotoxin, Prymnesins and Zooxanthellatoxins. Murata, M. and Yasumoto, T. Nat. Prod. Rep. 17, 293-316 (2000)

C.著書など

  • ・生命機能に迫る分子化学のBasic concept-2:生命分子の機能を超えるための合成化学,村田道雄,化学同人(2018)
  • ・有機化学・分析科学・環境科学への展開と産業応用、村田道雄、「NMR分光法」分光法シリーズ、阿久津秀雄ほか編、講談社(2016)p139-151
  • ・教科書,有機機器分析 ―構造解析の達人を目指して―,村田道雄,化学の要点シリーズ 10(共立出版),ISBN,4320044150,(2014).
  • ・専門著書,Structural Studies of Small Bioactive Compounds Interacting with Membranes and Proteins ,Shigeru Matsuoka, Michio Murata,in Advances in Biological Solid-State NMR: Proteins and Membrane-Active Peptides, Frances Separovic and,ISBN,978-1-84973-910-8,(2014).
  • ・一般著書,生体有機化学,村田道雄,東京化学同人,ISBN,978-4807907656 ,(2012).
  • ・教科書,特論NMR立体化学,岩下孝、楠見武徳、村田道雄,講談社,ISBN,978-4-06-154302-7,(2012).
  • ・専門著書,Progress in Molecular and Subcellular Biology,Michio Murata,Springer-Verlag,(2006).
  • ・その他,化学便覧(第5版),村田道雄,丸善,(2004).
  • ・NMRの技術進歩と海洋天然物、村田道雄、「先端化学シリーズX」、日本化学会編、丸善 (2003) p 50-54.
  • ・化学便覧(第五版)編集担当(2003)
  • ・有機化学における使い方、村田道雄、「NMR分光法」分光学シリーズ、阿久津秀雄ほか・メ、学会出版センター(2003)p 193-205
  • ・NMRと計算機化学を用いた天然物の立体配置と立体配座の解析、村田道雄、「機器分析実験」梅沢喜夫他編、東京化学同人(2002), p. 199-203.
  • ・生体物質、村田道雄編集、「理科年表」1999年以降、丸善(2001), p. 物182-物199.