Robust Trans-Amide Helical Structure of Oligomers of Bicyclic Mimics of β-Proline: Impact of Positional Switching of Bridgehead Substituent on Amide Cis-Trans Equilibrium.
Siyuan Wang; Yuko Otani; Xin Liu; Masatoshi Kawahata; Kentaro Yamaguchi; Tomohiko Ohwada Journal of Organic Chemistry, 2014, 79 (11), pp 5287-5300.
Abstract
Secondary Structure of Homo-thiopeptides Based on a Bridged β-Proline Analogue: Preferred Formation of Extended Strand Structures with Trans-Thioamide Bonds
Yuko Otani, Tetsuharu Hori, Masatoshi Kawahata, Kentaro Yamaguchi and Tomohiko Ohwada Tetrahedron, 2012，68 (23), 4418-4428
Special Issue (Symposium in print) on Chemistry of Foldamers
Abstract
Water-stable Helical Structure of Tertiary Amides of Bicyclic β-Amino Acid Bearing 7-Azabicyclo[2.2.1]heptane. Full Control of Amide Cis-Trans Equilibrium by Bridgehead Substitution.
Masahiro Hosoya; Yuko Otani; Masatoshi Kawahata; Kentaro Yamaguchi; Tomohiko Ohwada Journal of the American Chemical Society, 2010, 132, 42, 14780-14789.
Abstract
Nonplanar Structures of Thioamides Derived from 7-Azabicyclo[2.2.1]heptane. Electronically Tunable Planarity of Thioamides
Hori, T.; Otani, Y.; Kawahata, M.; Yamaguchi, K.; Ohwada, T. Journal of Organic Chemistry,2008, 73, 9102-9108.
Abstract
alpha,alpha-Disubstituted Amino Acids Bearing a Large Hydrocarbon Ring. Peptide Self-Assembly through Novel Hydrophobic Recognition
Ohwada, T.; Kojima, D.; Kiwada, T.; Futaki, S.; Sugiura, Y.; Yamaguchi, K.; Nishi, Y.; Kobayashi, Y. Chemistry-A European Journal, 2004, 10, 617-626.
Abstract
An Evaluation of Amide Group Planarity in 7-Azabicyclo[2.2.1]heptane Amides. Low Amide Bond Rotation Barrier in Solution.
Yuko Otani; Osamu Nagae; Yuji Naruse; Satoshi Inagaki; Masashi Ohno; Kentaro Yamaguchi; Gaku Yamamoto; Masanobu Uchiyama; Tomohiko Ohwada Journal of the American Chemical Society, 2003, 125, 15191-15199.
Abstract
Non-planar N-Nitrosamine Chemistry and Biological Relevance
Attenuated Desensitization of β-Adrenergic Receptor by Water-Soluble N-Nitrosamines That Induce S-Nitrosylation Without NO Release
Noriko Makita, Yoji Kabasawa, Yuko Otani, Firman, Junichiro Sato, Makiko Hashimoto, Michio Nakaya, Hiroaki Nishihara, Masaomi Nangaku, Hitoshi Kurose, Tomohiko Ohwada and Taroh Iiri Circulation Research, 2013, 112, 327-334.
Abstract
Visible-light-triggered Release of Nitric Oxide from N-Pyramidal Nitrosamines
Fumika Karaki, Yoji Kabasawa, Takahiro Yanagimoto, Nobuhiro Umeda, Firman, Yasuteru Urano, Tetsuo Nagano, Yuko Otani, and Tomohiko Ohwada Chemistry - A European Journal, 2012, 18 (4), 1127-1141.
Abstract
7-Azabicyclo[2.2.1]heptane as a Structural Motif to Block Mutagenicity of Nitrosamines
Tomohiko Ohwada, Satoko Ishikawa, Yusuke Mine, Keiko Inami, Takahiro Yanagimoto, Fumika Karaki, Yoji Kabasawa, Yuko Otani, Masataka Mochizuki Bioorganic & Medicinal Chemistry, 2011, 19, 2726-2741.
Abstract
Transnitrosation of Thiols from Aliphatic N-Nitrosamines: S-Nitrosation and Indirect Generation of Nitric Oxide
Yanagimoto, T.; Toyoda, T.; Matsuki, N.; Makino, Y.; Uchiyama, S.; Ohwada, T. Journal of the American Chemical Society, 2007, 129, 736-737.
Abstract
Structural Features of Aliphatic N-Nitrosamines of 7-Azabicyclo[2.2.1]heptanes That Facilitate N-NO Bond Cleavage
Tomohiko Ohwada,Motoko Miura, Haruko Tanaka, Shigeru Sakamoto, Kentaro Yamaguchi, Hirotaka Ikeda, and Satoshi Inagaki Journal of the American Chemical Society, 2001, 123, 10164-10172.
Abstract
Aromatic Functionalized Reactions Involving Dicationic and Monocationic Superelectrophiles
Acid-promoted Chemoselective Introduction of Amide Functionality onto Aromatic Compounds Mediated by Isocyanate Cation Generated from Carbamate.
Akinari Sumita, Hiroaki Kurouchi, Yuko Otani, Tomohiko Ohwada Chemistry - An Asian Journal, 2014, 9 (10), 2995–3004.
Abstract
Protonation Switching to Least Basic Heteroatom of Carbamate through Cationic Hydrogen Bonding Promotes Formation of Isocyanate Cation
Hiroaki Kurouchi, Akinari Sumita, Yuko Otani, Tomohiko Ohwada Chemistry - A European Journal, 2014, 20, 8682-8690.
Abstract
Cyclization of Arylacetoacetates to Indene and Dihydronaphthalene Derivatives in Strong Acid. Evidenece for Involvement of Further Protonation of O,O-Diprotonated beta-Ketoester, Leading to Enhancement of Cyclization
Hiroaki Kurouchi, Hiromichi Sugimoto, Yuko Otani, Tomohiko Ohwada Journal of the American Chemical Society, 2010, 132, 807-815.
Abstract
Superacid-catalyzed Intramolecular Cyclization Reaction of Arylcyanopropionate: Geminal Substitution Effect on Superelectrophilicity
Nakamura, S.; Sugimoto, H.; Ohwada, T. Journal of Organic Chemistry,2008, 73(11), 4219-4224.
Abstract
Formation of 4H-1,2-Benzoxazines by Intramolecular Cyclization of Nitroalkanes. Scope of Aromatic Oxygen-functionalization Reaction Involving a Nitro Oxygen Atom, and Mechanistic Insights
Nakamura, S.; Sugimoto, H.; Ohwada, T. Journal of the American Chemical Society,2007, 129, 1724-1732.
Abstract
Generation and Application of o-Benzoquinone Methides Bearing Various Substituents on the Benzene Ring.
Sugimoto, H.; Nakamura, S.; Ohwada, T. Advanced Synthsis & Catalysis, 2007, 349, 669-679.
Abstract
The Prototype Pictet-Spengler Reactions Catalyzed by Superacids. Involvement of Dicationic Superelectrophiles
Yokoyama,A.; Ohwada, T.; Shudo, K. Journal of Organic Chemistry,1999, 64, 611-617.
Abstract
Superacid-catalyzed Electrocyclization of Diphenylmethyl Cations to Fluorenes. Kinetic and Theoretical Revisit Supporting the Involvement of Ethylene Dications
Ohwada, T;Suzuki, T.; Shudo, K. Journal of the American Chemical Society, 1998, 120, 4629-4637.
Abstract
Design and Synthesis of Membrane Protein Function Modulators. Mechanistic Interests.
Discovery of a Tamoxifen-related compound that suppresses glial L-glutamate transport activity without interaction with estrogen receptors"
Kaoru Sato , Jun-ichi Kuriwaki, Kanako Takahashi, Yoshihiko Saito, Jun-ichiro Oka, Yuko Otani, Yu Sha, Ken Nakazawa, Yuko Sekino, Tomohiko Ohwada ACS Chemical Neuroscience, 2012, 3, 105-113.
Abstract
Molecular mechanism of pharmacological activation of BK channels
Guido Gessner, Yong-Mei Cui, Yuko Otani, Tomohiko Ohwada, Malle Soom, Toshinori Hoshi, and Stefan H. Heinemann Proceedings of the National Academy of Sciences of the U. S. A. 2012, 109 (9) 3552-3557.
Abstrct
Synthesis and Evaluation of Lysophosphatidylserine Analogs as Inducers of Mast Cell Degranulation. Potent Activities of Lysophosphatidyl- threonine and Its 2-Deoxy Derivative
Masazumi Iwashita, Kumiko Makide, Taro Nonomura, Yoshimasa Misumi, Yuko Otani, Mayuko Ishida, Ryo Taguchi, Masafumi Tsujimoto, Junken Aoki, Hiroyuki Arai, Tomohiko Ohwada Journal of Medicinal Chemistry, 2009, 52 (19), 5837-5863.
Abstract
Design, Synthesis and Characterization of BK Channel Openers Based on Oximation of Abietane Diterpene Derivatives
Yong-Mei Cui, Eriko Yasutomi, Yuko Otani, Katsutoshi Ido, Takashi Yoshinaga, Kohei Sawada, and Tomohiko Ohwada Bioorganic & Medicinal Chemistry, 2010, 18, 8642-8659.
Abstract
Novel Oxime and Oxime Ether Derivatives of 12,14-Dichlorodehydroabietic Acid: Design, Synthesis and BK Channel-Opening Activity
Cui, Y.-M.; Yasutomi, E.; Otani, Y.; Yoshinaga, T.; Ido, K.; Sawada, K. Kawahata, M. ; Yamaguchi, K.; Ohwada, T. Bioorganic & Medicinal ChemistryLetters, 2008, 18 (24), 6386-6389.
Abstract
Theoretical study on the excited states of heteroarene chromophores: Comparison of calculated and experimental values
Tsuji, T.; Onoda, M.; Otani, Y.; Ohwada, T.; Nakajima, T.; Hirao, K. Chemical Physics Letters, 2009, 473 (1-3), 29, 196-200
Abstract
Theoretical Revisit of Regioselectivities of Diels-Alder Reactions. Quantitative Evaluation of Multicentered Reactivity Based on Reactive Hybrid Orbitals
Hirao, H. ; Ohwada, T. Journal of Physical Chemistry A.2005, 109, 816-824.
Abstract
Rationale for the Acidity of Meldrum's Acid. Consistent Relation of C-H Acidities to the Properties of Localized Reactive Orbital
Nakamura, S.; Hirao, H.; Ohwada, T. Journal of Organic Chemistry, 2004, 69, 4309-4316.
Abstract
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Synthesis of Stable Hypervalent Bromine(III) Complexes by In Situ Oxidation
with Lewis Acids Containing sp-Hybridized Nitrogen
Tomohiro Fujino, Tadashi Hyodo, Yuko Otani, Kentaro Yamaguchi, Tomohiko Ohwada
Organic Letters, November 11, 2024 DOI: 10.1021/acs.orglett.4c03881
https://pubs.acs.org/doi/full/10.1021/acs.orglett.4c03881
N-ortho-Nitrobenzylated Benzanilide Amino Acid Enables Control of Conformation and
Membrane Permeability of Cyclic Peptides
Yuko Otani, * Asami Ichinose, Xihong Wang, Zhihan Huang,
Akitomo Kasahara, Mayumi Ishii, Eri Watanabe, Kayoko Kanamitsu, Kempei Tai, Hiroyuki
Kusuhara, Takumi Ueda, * Koh Takeuchi and Tomohiko Ohwada *
Chemical Communications, 2024, 60, 9242 - 9245. DOI: 10.1039/D4CC02738H https://pubs.rsc.org/en/Content/ArticleLanding/2024/CC/D4CC02738H
Complete Amide Cis-Trans Switching Synchronized with Disulfide Bond Formation and
Cleavage in a Proline-Mimicking System
Yuhe Cheng, Tadashi Hyodo, Kentaro Yamaguchi, Tomohiko Ohwada,* Yuko Otani *
Chemical Communications, 2024, DOI: 10.1039/D4CC01096E https://pubs.rsc.org/en/Content/ArticleLanding/2024/CC/D4CC01096E
Effect of N-o-nitrobenzylation on conformation and membrane permeability of linear peptides.
Zhihan Huang, Mayumi Ishii, Eri Watanabe, Kayoko Kanamitsu, Kempei Tai, Hiroyuki Kusuhara, Tomohiko Ohwada, and Yuko Otani
Bioorganic Chemistry, 2024, 145, 107220.
DOI: https://doi.org/10.1016/j.bioorg.2024.107220
Stabilization of sp-Hybridized Nitrogen Cation by Lewis Acid-Base Complex Formation with Intramolecular Iodine
Tomohiro Fujino, Tadashi Hyodo, Yuko Otani, Kentaro Yamaguchi, Tomohiko Ohwada
Chemistry - A European Journal Volume30, Issue5, January 22, e202303393(2024). Open Access.
Abstract: http://dx.doi.org/10.1002/chem.202303393
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Isosteric Replacement of Ester Linkage of Lysophospholipids with Heteroaromatic Rings Retains Potency and Subtype Selectivity
Masaya Ikubo, Akiharu Uwamizu, Luying Chen, Sho Nakamura, Misa Sayama, Hiroki Kawana, Yuko Otani, Kuniyuki Kano, Asuka Inoue, Junken Aoki, Tomohiko Ohwada
Chem. Pharm. Bull. 71, 584–615 (2023)
Highlighted Paper selected by Editor-in-Chief
Isolation and Reactions of Imidoyl Fluorides Generated from Oxime using the DAST-THF System
Yipu Lu, Akitomo Kasahara, Tadashi Hyodo, Kazuaki Ohara, Kentaro Yamaguchi, Yuko Otani,Tomohiko Ohwada
Organic Letters, 2023, 25, 19, 3482–3486
Publication Date:May 9, 2023 https://doi.org/10.1021/acs.orglett.3c01063
Exploration of LPS 2 agonist binding modes using the combination of a new hydrophobic scaffold and homology modeling
Luying Chen, Akiharu Uwamizu, Misa Sayama, Kuniyuki Kanob, Yuko Otan, Sho Kondo, Asuka Inoue, Junken Aoki , Tomohiko Ohwada
European Journal of Medicinal Chemistry 252 (2023) 115271 https://www.sciencedirect.com/science/article/pii/S0223523423002374
Leucine 434 is essential for docosahexaenoic acid–induced augmentation of L-glutamate transporter current
Kanako Takahashi, Luying Chen, Misa Sayama, Mian Wu, Mariko Kato Hayashi, Tomohiko Irie, Tomohiko Ohwada, and Kaoru Sato
J. Biol. Chem. (2023) 299(1) 102793
OpenAccessDOI:https://doi.org/10.1016/j.jbc.2022.102793
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Friedel-Crafts Acylation of Aminocarboxylic Acids in Strong Brønsted Acid Promoted by Lewis Base P4O10
Hao Wu; Akinari Sumita; Yuko Otani; Tomohiko Ohwada
Journal of Organic Chemistry, 2022, 87, 22, 15224-15249.
Web Publication Date: November 1, 2022
DOI:https://doi.org/10.1021/acs.joc.2c01761
Identification of Bioactive Conformational Space of Flexible Endogenous Lipid Mediator
Lysophosphoserine Based on Accessible Spaces and Activities of Conformationally Restricted Analogue,
Sejin Jung, Nobuaki Yasuo , Misa Sayama, Luying Chen , Yuko Otani , S. Roy Kimura, Tomohiko
Ohwada, Masakazu Sekijima,
ChemRxiv. Cambridge: Cambridge Open Engage; 2022, preprint.
DOI: 10.26434/chemrxiv-2022-bfgzt
Neighboring Group Participation of Nitrogen Cation to Form an Unusual Six-Membered Ring Intermediate During Oxime Rearrangement
Tomohiro Fujino, Tadashi Hyodo, Yuko Otani, Kentaro Yamaguchi, Tomohiko Ohwada
Journal of Organic Chemistry
Publication Date:September 9, 2022, 87, 19, 12653-12672. https://doi.org/10.1021/acs.joc.2c01098
Contribution of solvents to geometrical preference in the Z/E equilibrium of N-phenylthioacetamide.
Song S, Hyodo T, Ikeda H, Kim A, Tang Y, Chan E, Otani, Y, Inagaki S, Yamaguchi K, Ohwada T,
J Org Chem., 2022, 87, 3, 1641-1660. https://pubs.acs.org/doi/full/10.1021/acs.joc.1c00801
This article is part of the Solvation Effects in Organic Chemistry special issue.
Cynthia J. Burrows, Jason B. Harper, Wolfram Sander, Dean J. Tantillo https://pubs.acs.org/toc/joceah/87/3
Rhodium and Palladium Complexes of NHeterocyclic Olefin (NHO) Ligand Fused with the 9,10-Dihydro-9,10-ethanoanthracene Framework
Authors: Shin Ando, Akio Ohara, Tomohiko Ohwada, Tadao Ishizuka
Organometallics, 2021，Publication Date:October 20, 2021
DOI: 10.1021/acs.organomet.1c00503
Abstract:https://pubs.acs.org/doi/full/10.1021/acs.organomet.1c00503
Unexpectedly Rigid Short Peptide Foldamers in which NH-p and CH-p Interactions are Reserved in Solution
Luhan Zhai, Masayuki Nara, Yuko Otani, Tomohiko Ohwada
Chemical Communications, 2021, 57 (67), 8344-8347.
DOI: 10.1039/D1CC02998C https://pubs.rsc.org/en/content/articlelanding/2021/CC/D1CC02998C#!divAbstract
Switching Lysophosphatidylserine G Protein-coupled Receptor Agonists to Antagonists by Acylation of the Hydrophilic Serine Amine
Misa Sayama, Akiharu Uwamizu, Masaya Ikubo, Luying Chen, Ge Yan, Yuko Otani, Asuka Inoue, Junken Aoki, Tomohiko Ohwada.
Journal of Medicinal Chemistry, 2021, 64(14), 10059-10101. https://doi.org/10.1021/acs.jmedchem.1c00347
Elaboration of non-naturally occurring helical tripeptides as p53-MDM2/MDMX interaction inhibitor
Aoze Su, Yuko Tabata, Kiyono Aoki, Akane Sada, Rieko Ohki, Satoru Nagatoishi, Kouhei Tsumoto, Siyuan Wang, Yuko Otani, and Tomohiko Ohwada
Chemical & Pharmaceutical Bulletin、2021 Volume 69 Issue 7 Pages 681-692. https://www.jstage.jst.go.jp/article/cpb/advpub/0/advpub_c21-00238/_article/-char/en
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Membrane phospholipid analogues as molecular rulers to probe the position of the hydrophobic contact point of lysophospholipid ligands on the surface of G-protein-coupled receptor during membrane approach.
Sayama M, Uwamizu A, Otani Y, Inoue A, Aoki J, Sekijima M, Ohwada T.
Biochemistry. 59:1173-1201 (2020) https://pubs.acs.org/doi/10.1021/acs.biochem.0c00061
Editorial
Excellence in Medicinal Chemistry Research from Japan
Shaomeng Wang, Gunda Georg, Minoru Ishikawa, Tomohiko Ohwada, Satoshi Shuto, Takayoshi Suzuki
Journal of Medicinal Chemistry, 2020, 63, 17, 8877-8879 (Editorial)
Publication Date (Web): August 25, 2020 https://doi.org/10.1021/acs.jmedchem.0c01314
Non-naturally-occurring Regio Isomer of Lysophosphatidylserine Exhibits Potent Agonistic Activity Towards G Protein-coupled Receptors,
Nakamura, Sho ; Sayama, Misa ; Uwamizu, Akiharu ; Jung, Sejin ; Ikubo, Masaya ; Otani, Yuko; kano, kuniyuki ; Omi , Jumpei; Inoue, Asuka; Aoki, Junken ; Ohwada, Tomohiko*
J. Med. Chem., 2020, 63, 17, 9990–10029. Publication Date (Web): July 28, 2020.
DOI:https://doi.org/10.1021/acs.jmedchem.0c01126 Abstract
Conformational preference of bicyclic β-amino acid dipeptides
Yuko Otani, Seokhwi Park, Tomohiko Ohwada
Chirality, 2020, 32, 790–807.
First published: 01 April 2020
DOI: https://doi.org/10.1002/chir.23220
SPECIAL ISSUE ARTICLE: This article is part of the Special Issue: In honor and memory of Prof. Koji Nakanishi Abstract
Exploiting a C–N bond Forming Cytochrome P450 Monooxygenase for C–S Bond Formation
Iori Morita, Takahiro Mori, Takaaki Mitsuhashi, Shotaro Hoshino, Yoshimasa Taniguchi, Takashi Kikuchi, Kei Nagae, Norihiro Nasu, Makoto Fujita, Tomohiko Ohwada, Ikuro Abe
Angewandte Chemie International Edition Early View First published: 30 December 2019, Volume59, Issue10, March 2, 2020, Pages 3988-3993.
DOI: 10.1002/anie.201916269 Abstract
Peptide-based Short Single β-Strand Mimics without Hydrogen Bonding or Aggregation
Luhan Zhai, Yuko Otani, Yukiko Hori, Taisuke Tomita and Tomohiko Ohwada
Chemical Communications, 2020, 56, 1573 – 1576.
The article was first published on 19 Dec 2019.DOI: 10.1039/C9CC08378B Abstract
Synthesis of Medium-Ring-Sized Benzolactams by Using Strong Electrophiles and Quantitative Evaluation of Ring-Size Dependency of the Cyclization Reaction Rate
Hiroaki Kurouchi and Tomohiko Ohwada
J. Org. Chem. 2020, 85, 2, 876-901.
Publication Date: December 4, 2019 Abstract
２０１９
Non-naturally Occurring Helical Molecules Can Interfere with p53–MDM2 and p53–MDMX Protein–Protein Interactions
Chem. Pharm. Bull. 67, 2019, 1139–1143.
MDM2 and p53–MDMX Protein–Protein Interactions
Aoze Su, Siyuan Wang, Akane Sada, Yuko Otani, Luhan Zhai, Xin Liu, Misa Sayama, Rieko Ohki, and Tomohiko Ohwada Abstract (Open Access)
Luhan Zhai, Yuko Otani and Tomohiko Ohwada, "Uncovering the Networks of Topological Neighborhoods in β-Strand and Amyloid β-Sheet Structures,"
Scientific Reports: volume 9, Article number: 10737 (2019). Web Published on July 24, 2019, doi:10.1038/s41598-019-47151-2.
We modeled the building blocks of the protein structure that causes Alzheimer's disease, amyloid beta sheets.
Our calculations revealed that some atoms too far apart to bond were still in each other's electron neighborhoods.
This result was published in Scientific Reports on July 24, 2019. University of Tokyo made a press release on July 24, 2019. See the following web page of University of Tokyo: https://www.u-tokyo.ac.jp/focus/en/press/z0508_00064.html
Amide nitrogen pyramidalization changes lactam amide spinning
Nature Communications volume 10, Article number: 461 (2019).
Yuko Otani, * Xin Liu, Hisashi Ohno, Siyuan Wang, Luhan Zhai, Aoze Su, Masatoshi Kawahata, Kentaro Yamaguchi, Tomohiko Ohwada*
Graduate School of Pharmaceutical Sciences, University of Tokyo, Japan
2Department of Pharmaceutical Sciences at Kagawa Campus, Tokushima Bunri University, Japan.
Published on January 28, 2019.
10.1038/s41467-018-08249-9. Abstract Open Access
A simple and effective preparation of quercetin pentamethyl ether from quercetin
Jin Tatsuzaki, Tomohiko Ohwada, Yuko Otani, Reiko Inagi, Tsutomu Ishikawa
Beilstein Journal of Organic Chemistry 2018, 14, 3112-3121.
Full Research Paper Abstract Open Access
Application of C-terminal 7-azabicyclo[2.2.1]heptane to stabilize β?strand-like extended conformation of a neighboring α-amino acid
Luhan Zhai, Siyuan Wang, Masayuki Nara, Koh Takeuchi, Ichio Shimada, Yuko Otani, and Tomohiko Ohwada
J. Org. Chem., 2018, 83 (21), pp 13063–13079. DOI: 10.1021/acs.joc.8b01756
Publication Date (Web): October 4, 2018 Abstract
Unexpected Resistance to Base-catalyzed Hydrolysis of Nitrogen Pyramidal Amides Based on the 7-Azabicyclic[2.2.1]heptane Scaffold
Diego Antonio Ocampo Gutierrez de Velasco, Aoze Su, Luhan Zhai, Satowa Kinoshita, Yuko Otani, Tomohiko Ohwada
Molecules 2018, 23(9), 2363;
Open Access Abstract HTML Version PDF Version Special Issue: Amide Bond Activation (Guest Editor: Prof. Dr. Michal Szostak,
Department of Chemistry, Rutgers University, United States)
Pharmacokinetic parameters explain the therapeutic activity of antimicrobial agents in a silkworm infection model
Atmika Paudel, Suresh Panthee, Makoto Urai, Hiroshi Hamamoto, Tomohiko
Ohwada & Kazuhisa Sekimizu
Scientific Reports, volume 8, Article number: 1578 (2018) doi:10.1038/s41598-018-19867-0
Latent Bronsted Base Solvent-Assisted Amide Formation from Amines and Acid Chlorides
Rikuto Otsuka, Kazuo Maruhashi, Tomohiko Ohwada
Synthesis, 2018, 50(10):2041-2057, e-First: Publication Date: 20 March 2018
DOI: 10.1055/s-0037-1609342
Synthesis, Structure and N-N Bonding Character of 1,1-Disubstituted Indazolium Hexafluorophosphate
Yingtang Ning; Yuko Otani; Tomohiko Ohwada
Chemical Communications, 2018, 54, 1881-1884. DOI: 10.1039/C8CC00183A Accepted Manuscript.
Contrasting C- and O-Atom Reactivities of Neutral Ketone and Enolate Forms of 3-Sulfonyloxyimino-2-Methyl-1-Phenyl-1-Butanones
Yingtang Ning; Yuko Otani; Tomohiko Ohwada
Journal of Organic Chemistry, 2018, 83 (1), pp203-219.
Publication Date (Web): November 30, 2017 (Article)
DOI: 10.1021/acs.joc.7b02573
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Electrophilic activation of aminocarboxylic acid by phosphate ester promotes Friedel-Crafts acylation by overcoming charge-charge repulsion
Akinari Sumita, Yuko Otani, Tomohiko Ohwada
Organic & Biomolecular Chemistry, 2017, 15, 9398-9407. DOI: 10.1039/C7OB02158E
Elucidation of the E-Amide Preference of N-Acyl Azoles
Yuka Takahashi, Hirotaka Ikeda, Yuki Kanase, Kosho Makino, Hidetsugu Tabata, Tetsuta Oshitari, Satoshi Inagaki, Yuko Otani, Hideaki Natsugari, Hideyo Takahashi, and Tomohiko Ohwada
J. Org. Chem., 2017, 82 (21), pp 11370-11382 DOI: 10.1021/acs.joc.7b01759
Probing the Hydrophobic Binding Pocket of G-Protein-Coupled Lysophosphatidylserine Receptor GPR34/LPS1 by Docking-Aided Structure-Activity Analysis
Misa Sayama, Asuka Inoue, Sho Nakamura, Sejin Jung, Masaya Ikubo, Yuko Otani, Akiharu Uwamizu, Takayuki Kishi, Kumiko Makide, Junken Aoki, Takatsugu Hirokawa, and Tomohiko Ohwada
J. Med. Chem., 2017, 60 (14), pp 6384-6399. DOI: 10.1021/acs.jmedchem.7b00693
Synthesis of Heterocycle-Containing 9,9-Diarylfluorenes Using Superelectrophiles
Makafui Gasonoo, Akinari Sumita, Kenneth N. Boblak, Kristen Giuffre, Tomohiko Ohwada, and Douglas A Klumpp
J. Org. Chem., 297,82(12).6044-6053. DOI: 10.1021/acs.joc.7b00311 Publication Date (Web): May 30, 2017
Base-Induced Transformation of 2-Acyl-3-alkyl-2H-azirines to Oxazoles: Involvement of Deprotonation-Initiated Pathways
Yingtang Ning, Yuko Otani and Tomohiko Ohwada
J. Org. Chem., 2017,82(12).6313-6326. DOI: 10.1021/acs.joc.7b00904 Publication Date (Web): May 23, 2017
Phospholipid localization implies microglial morphology and function via Cdc42 in vitro
Kyohei Tokizane, Hiroyuki Konishi, Kumiko Makide, Hiroki Kawana, Shinichi Nakamuta, Kozo Kaibuchi, Tomohiko Ohwada, Junken Aoki and Hiroshi Kiyama
GLIA, Volume 65, Issue 5 May 2017, Pages 740-755. DOI: 10.1002/glia.23123
Revisiting Secondary Interactions in Neighboring Group Participation, Exemplified by Reactivity Changes of Iminylium Intermediates
Yingtang Ning, Tomoya Fukuda, Hirotaka Ikeda, Yuko Otani, Masatoshi Kawahata, Kentaro Yamaguchi, Tomohiko Ohwada
Organic & Biomolecular Chemistry, 2017, 15, 1381 - 1392. DOI: 10.1039/C6OB02719A
Use of Charge-Charge Repulsion to Enhance π-electron Delocalization into Anti-aromatic and Aromatic Systems
Akinari Sumita, Makafui Gasonoo, Kenneth J. Boblak, Tomohiko Ohwada and Douglas Klumpp
Chemistry - A European Journal, 2017, Volume 23, Issue 11
February 21, pages 2566?2570. DOI: 10.1002/chem.201606036
Chemoselective Generation of Acyl Phosphates, Acylium Ion Equivalent, from Carboxylic Acids With Organophosphate Ester in the Presence of Bronsted Acid
Akinari Sumita, Yuko Otani, Tomohiko Ohwada
Chem. Comm., 2017, 53, 1482-1485. DOI: 10.1039/c6cc09618b
Molecular Dynamics Study of Nitrogen-Pyramidalized Bicyclic β-Proline Oligomers: Length-Dependent Convergence to Organized Structure
Yuko Otani*, Satoshi Watanabe, Tomohiko Ohwada, and Akio Kitao*
J. Phys. Chem. B, 2017, 121 (1), pp 100-109. DOI: 10.1021/acs.jpcb.6b10668
Publication Date (Web): December 5, 2016
Erika S. Chan, Tomohiko Ohwada
Integration of Medicinal Chemistry in the US Pharmacy School Education
Farumashia vol 53, No. 4. p372-373 (2017).
Masaaki Hirobe, Tomohiko Ohwada
How Professor Eiji Ochiai met polymer sciences
落合英二先生と高分子化学の出会い
Polymers, 66, No4. page 163-165 (2017)
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Identification of lysophosphatidylthreonine with an aromatic fatty acid surrogate as a potent inducer of mast cell degranulation
Takayuki Kishi, Hiroki Kawana, Misa Sayama, Kumiko Makide, Asuka Inoue, Yuko Otani, Tomohiko Ohwada, Junken Aoki
Biochemistry and Biophysics Reports, Volume 8, December 2016, Pages 346-351. Open Access
Nitric oxide-induced oxidative stress impairs pacemaker function of murine interstitial cells of Cajal during inflammation
N.Kaji, K. Horiguchi, S. Iino, S. Nakayama, T. Ohwada, Y. Otani, Firman, T. Murata, K. M. Sanders, H. Ozaki, M. Hori
Pharmacol. Res., 2016, 111, 838-848.
Identification of lysophosphatidylthreonine with an aromatic fatty acid surrogate as a potent inducer of mast cell degranulation
Takayuki Kishi, Hiroki Kawana, Misa Sayama, Kumiko Makide, Asuka Inoue, Yuko Otani, Tomohiko Ohwada, Junken Aoki
Biochemistry and Biophysics Reports
Available on line 8 October 2016
http://dx.doi.org/10.1016/j.bbrep.2016.09.013 Open Access
Conformational Constraint of the Glycerol Moiety of Lysophosphatidylserine, an Emerging Lysophospholipid Mediator, Affords Compounds with Receptor Subtype Selectivity
Sejin Jung, Asuka Inoue, Sho Nakamura, Takayuki Kishi, Akiharu Uwamizu, Misa Sayama, Masaya Ikubo, Yuko Otani, Kuniyuki Kano, Kumiko Makide, Junken Aoki, Tomohiko Ohwada
Journal of Medicinal Chemistry, 2016,59 (8), pp 3750-3776.
DOI: 10.1021/acs.jmedchem.5b01925
Hydrogen Bonding to Carbonyl Oxygen of Nitrogen-Pyramidalized Amide-Detection of Pyramidalization Direction Preference by Vibrational Circular Dichroism Spectroscopy.
Siyuan Wang, Tohru Taniguchi, Kenji Monde, Masatoshi Kawahata, Kentaro Yamaguchi, Yuko Otani, Tomohiko Ohwada
Chemical Communications, 2016, 52, 4018 - 4021, DOI: 10.1039/C6CC00284F Open Access
Web themed collection of ChemComm on ‘Foldamers’ (ed) by Professors Ivan Huc & Samuel Gellman
The synthesis and BK channel-opening activity of N-acylaminoalkyloxime derivatives of dehydroabietic acid.
Xin-Lan Liu; Hai-Xia Lin; Tomohiko Ohwada; Katsutoshi Ido; Kohei Sawada
Bioorganic & Medicinal Chemistry Letters, Volume 26, Issue 2, 15 January
2016, Pages 283-287.
Tandem Buildup of Complexity of Aromatic Molecules Through Multiple Successive Electrophile Generation in One Pot, Controlled by Varying the Reaction Temperature
Akinari Sumita, Yuko Otani, and Tomohiko Ohwada
Organic & Biomolecular Chemistry, 2016, 14, 1680 - 1693. Open Access
Facile Synthesis of 5- to 7-membered benzolactam compounds via strongly facilitated electrophilic aromatic substitution reaction.
Hiroaki Kurouchi, Yuko Otani, and Tomohiko Ohwada
Heterocycle, Vol 93, No. 2, 2016, pp. 705 - 713. DOI: 10.3987/COM-15-S(T)60
Paper | Special issue | The 75th Birthday Anniversary of Prof. Dr. Lutz F. Tietze.
Published online: 6th January, 2016
２０１５
Structure-Activity Relationships of Lysophosphatidylserine Analogs as Agonists of G-Protein-Coupled Receptors GPR34, P2Y10, and GPR174
Masaya Ikubo, Asuka Inoue, Sho Nakamura, Sejin Jung, Misa Sayama, Yuko Otani, Akiharu Uwamizu, Keisuke Suzuki, Takayuki Kishi, Akira Shuto, Jun Ishiguro, Michiyo Okudaira, Kuniyuki Kano, Kumiko Makide, Junken Aoki, and Tomohiko Ohwada
J. Med. Chem., 2015, 58 (10), pp 4204-4219 DOI: 10.1021/jm5020082
Acid-promoted Chemoselective Introduction of Amide Functionality onto Aromatic Compounds Mediated by Isocyanate Cation Generated from Carbamate.
Akinari Sumita, Hiroaki Kurouchi, Yuko Otani, Tomohiko Ohwada
Chemistry - An Asian Journal, 2014, 9 (10), 2995-3004.
Robust Trans-Amide Helical Structure of Oligomers of Bicyclic Mimics of beta-Proline: Impact of Positional Switching of Bridgehead Substituent on Amide Cis-Trans Equilibrium
Siyuan Wang; Yuko Otani; Xin Liu; Masatoshi Kawahata; Kentaro Yamaguchi; Tomohiko Ohwada
Journal of Organic Chemistry, 2014, 79 (11), pp 5287-5300.
Protonation Switching to Least Basic Heteroatom of Carbamate through Cationic Hydrogen Bonding Promotes Formation of Isocyanate Cation
Hiroaki Kurouchi, Akinari Sumita, Yuko Otani, Tomohiko Ohwada
Chemistry - A European Journal, 2014, 20, 8682-8690.
Synthesis and BK channel-opening activity of novel N-acylhydrazone derivatives from dehydroabietic acid
Xia-Shi Lv , Yong-Mei Cui *, He-Yun Wang, Hai-Xia Lin *, Wei-Ya Ni , Tomohiko Ohwada , Katsutoshi Ido , Kohei Sawada
Chinese Chemical Letters ,2013, 24,1023-1026
Stereochemical Evidence for Stabilization of a Nitrogen Cation by Neighboring Chlorine or Bromine
Tomohiko Ohwada, Norihiko Tani , Yuko Sakamaki , Yoji Kabasawa , Yuko Otani , Masatoshi Kawahata , Kentaro Yamaguchi
Proc. Natl. Acad. Sci. U.S.A., 2013, 110, NO. 11, 4206-4211.
Attenuated Desensitization of β-Adrenergic Receptor by Water-Soluble N-Nitrosamines That Induce S-Nitrosylation Without NO Release
Noriko Makita, Yoji Kabasawa, Yuko Otani, Firman, Junichiro Sato, Makiko Hashimoto, Michio Nakaya, Hiroaki Nishihara, Masaomi Nangaku, Hitoshi Kurose, Tomohiko Ohwada and Taroh Iiri
Circ Res. 2013, 112, 327-334.
Screening quality for Ca2+-activated potassium channel in IonWorks Quattro is greatly improved by using BAPTA-AM and ionomycin
Katsutoshi Ido, Tomohiko Ohwada, Eriko Yasutomi, Takashi Yoshinaga, Tohru Arai, Mitsuyasu Kato, Kohei Sawada,
Journal of Pharmacological and Toxicological Methods, 2013, 67, Issue 1, January-February, 16-24.
２０１２
Activation of Electrophilicity of Stable Y-Delocalized Carbamate Cations in Intramolecular Aromatic Substitution Reaction: Evidence for Formation of Diprotonated Carbamates Leading to Generation of Isocyanates
Hiroaki Kurouchi, Kyoko Kawamoto, Hiromichi Sugimoto, Satoshi Nakamura, Yuko Otani, and Tomohiko Ohwada
J. Org. Chem., 2012, 77 (20), pp 9313-9328
TGFα shedding assay: an accurate and versatile method for detecting GPCR activation
Asuka Inoue, Jun Ishiguro, Hajime Kitamura, Naoaki Arima, Michiyo Okutani, Akira Shuto, Shigeki Higashiyama, Tomohiko Ohwada, Hiroyuki Arai, Kumiko Makide & Junken Aoki
Nature Methods, vol 9, No.10, 1021-1029 (2012) doi:10.1038/nmeth.2172
Molecular mechanism of pharmacological activation of BK channels
Guido Gessner, Yong-Mei Cui, Yuko Otani, Tomohiko Ohwada, Malle Soom, Toshinori Hoshi, and Stefan H. Heinemann
Proceedings of the National Academy of Sciences of the U. S. A. (PNAS) 2012 ;109 (9) 3552-3557
Secondary Structure of Homo-thiopeptides Based on a Bridged β-Proline Analogue: Preferred Formation of Extended Strand Structures with Trans-Thioamide Bonds
Yuko Otani, Tetsuharu Hori, Masatoshi Kawahata, Kentaro Yamaguchi and Tomohiko Ohwada
Tetrahedron、2012，4418-4428
Special Issue (Symposium in print) on Chemistry of Foldamers
GPR34 is a receptor for lysophosphatidylserine with a fatty acid at the sn-2 position
Hajime Kitamura, Kumiko Makide, Akira Shuto, Masaya Ikubo, Asuka Inoue, Kensuke Suzuki, Yusuke Sato, Sho Nakamura, Yuko Otani, Tomohiko Ohwada, Junken Aoki
J Biochem (2012) 151 (5): 511-518
first published online February 16, 2012 doi:10.1093/jb/mvs011
Visible-light-triggered Release of Nitric Oxide from N-Pyramidal Nitrosamines
Fumika Karaki, Yoji Kabasawa, Takahiro Yanagimoto, Nobuhiro Umeda, Firman, Yasuteru Urano, Tetsuo Nagano, Yuko Otani, and Tomohiko Ohwada
Chemistry - A European Journal
Volume 18, Issue 4, pages 1127-1141, January 23, 2012
Discovery of a Tamoxifen-related compound that suppresses glial L-glutamate transport activity without interaction with estrogen receptors"
Kaoru Sato , Jun-ichi Kuriwaki, Kanako Takahashi, Yoshihiko Saito, Jun-ichiro Oka, Yuko Otani, Yu Sha, Ken Nakazawa, Yuko Sekino, Tomohiko Ohwada
ACS Chemical Neuroscience, 2012, 3, 105-113.
２０１１
7-Azabicyclo[2.2.1]heptane as a Structural Motif to Block Mutagenicity of Nitrosamines
Tomohiko Ohwada, Satoko Ishikawa, Yusuke Mine, Keiko Inami, Takahiro Yanagimoto, Fumika Karaki, Yoji Kabasawa, Yuko Otani, Masataka Mochizuki
Bioorganic & Medicinal Chemistry, 2011, 19, 2726-2741. DOI: 10.1016/j.bmc.2011.02.049
Design, Synthesis and Characterization of BK Channel Openers Based on Oximation of Abietane Diterpene Derivatives
Yong-Mei Cui, Eriko Yasutomi, Yuko Otani, Katsutoshi Ido, Takashi Yoshinaga, Kohei Sawada, and Tomohiko Ohwada
Bioorganic & Medicinal Chemistry, 2010 18, 8642-8659. doi:10.1016/j.bmc.2010.09.072.
Water-stable Helical Structure of Tertiary Amides of Bicyclic β-Amino Acid Bearing 7-Azabicyclo[2.2.1]heptane. Full Control of Amide Cis-Trans Equilibrium by Bridgehead Substitution
Masahiro Hosoya; Yuko Otani; Masatoshi Kawahata; Kentaro Yamaguchi; Tomohiko Ohwada
Journal of the American Chemical Society, 2010, 132, 42, 14780-14789. DOI: 10.1021/ja1017877
Cyclization of Arylacetoacetates to Indene and Dihydronaphthalene Derivatives in Strong Acid. Evidenece for Involvement of Further Protonation of O,O-Diprotonated beta-Ketoester, Leading to Enhancement of Cyclization
Hiroaki Kurouchi, Hiromichi Sugimoto, Yuko Otani, Tomohiko Ohwada
J. Am. Chem. Soc., 2010, 132, 807-815.
２００９
Phenylation Reaction of alpha-Acylnitromethanes To Give 1,2-Diketone Monooximes: Involvement of Carbon Electrophile at the Position alpha to the Nitro Group.
Mikihiro Takamoto, Hiroaki Kurouchi, Yuko Otani, Tomohiko Ohwada
Synthesis, 2009, 24, 4129-4136.
Synthesis and Evaluation of Lysophosphatidylserine Analogs as Inducers of Mast Cell Degranulation. Potent Activities of Lysophosphatidyl- threonine and Its 2-Deoxy Derivative
Masazumi Iwashita, Kumiko Makide, Taro Nonomura, Yoshimasa Misumi, Yuko Otani, Mayuko Ishida, Ryo Taguchi, Masafumi Tsujimoto, Junken Aoki, Hiroyuki Arai, Tomohiko Ohwada
J. Med. Chem., October 8, 2009, Volume 52, Issue 19, pp 5837-5863.
Theoretical study on the excited states of heteroarene chromophores: Comparison of calculated and experimental values
Toshiyuki Tsuji, Maki Onoda, Yuko Otani, Tomohiko Ohwada, Takahito Nakajima, Kimihiko Hirao
Chemical Physics Letters, 2009, 473 (1-3), 29 April 2009, 196-200
Nonplanar Structures of Thioamides Derived from 7-Azabicyclo[2.2.1]heptane. Electronically Tunable Planarity of Thioamides
Hori, Tetsuharu; Otani, Yuko; Kawahata, Masatoshi; Yamaguchi, Kentaro; Ohwada, Tomohiko
J. Org. Chem, 2008,73, 22, 9102-9108.
Novel BK channel openers containing dehydroabietic acid skeleton: Structure?activity relationship for peripheral substituents on ring C
Yong-Mei Cui, Eriko Yasutomi, Yuko Otani, Takashi Yoshinaga, Katsutoshi Ido, Kohei Sawada, Tomohiko Ohwada,
Bioorganic & Medicinal Chemistry Letters, 2008, 18, 5201-5205.
Design, synthesis and characterization of podocarpate derivatives as openers of BK channels.
Yong-Mei Cui, Eriko Yasutomi, Yuko Otani, Takashi Yoshinaga, Katsutoshi Ido,Kohei Sawada, Tomohiko Ohwada,
Bioorganic & Medicinal Chemistry Letters, 2008, 18, 5197-5200.
Effects of Tamoxifen on L-Glutamate Transporters of Astrocytes
Sato, Kaoru; Saito, Yoshihiko; Oka, Jun-ichiro, Ohwada, Tomohio; Nakazawa, Kenichi,
J. of Pharmacolo. Sci., 2008, 107, 226-230.
Superacid-catalyzed Intramolecular Cyclization Reaction of Arylcyanopropionate:Geminal Substitution Effect on Superelectrophilicity
Nakamura, Satoshi; Sugimoto, Hiromichi; Ohwada, Tomohiko
Journal of Organic Chemistry, 2008,73(11), 4219-4224
Temperature-Dependent Fluorescence Lifetime of a Fluorescent Polymeric Thermometer, Poly(N-isopropylacrylamide), Labeled by Polarity and Hydrogen Bonding Sensitive 4-Sulfamoyl-7-aminobenzofurazan
Gota, C.; Uchiyama, S.; Yoshihara, T.; Tobita, S.; Ohwada, T.
J. Phys. Chem. B.; (Article); 2008; 112(10); 2829-2836
２００７
Retro-Diels-Alder Reaction of 4H-1,2-Benzoxazines to Generate o-Quinone Methides: Involvement of Highly Polarized Transition States
Hiromichi Sugimoto, Satoshi Nakamura, and Tomohiko Ohwada
Journal of Organic Chemistry, 2007, 72(26); 10088-10095.
Fluorogenic Ion Sensing System Working in Water, Based on Stimulus-Responsive Copolymers Incorporating a Polarity-Sensitive Fluorophore
Maki Onoda, Seiichi Uchiyama, Tomohiko Ohwada
Macromolecules, 2007, 40(26); 9651-9657.
Anchoring Cationic Amphiphiles for Nucleotide Delivery Significance of DNA Release from Cationic Liposomes for Transfection
Naohide Hirashima, Kazuhiro Minatani, Yoshifumi Hattori, Tomohiko Ohwada, and Mamoru Nakanishia,
Biol. Pharm. Bull., 2007,30,1117-1122.
Transnitrosation of Thiols from Aliphatic N-Nitrosamines: S-Nitrosation and Indirect Generation of Nitric Oxide
Takahiro Yanagimoto, Takeshi Toyota, Norio Matsuki, Yumi Makino, Seiichi Uchiyama, Tomohiko Ohwada
Journal of the American Chemical Society 2007, 129,736-737.
Formation of 4H-1,2-Benzoxazines by Intramolecular Cyclization of Nitroalkanes. Scope of Aromatic Oxygen-functionalization Reaction Involving a Nitro Oxygen Atom, and Mechanistic Insights
Satoshi Nakamura, Hiromichi Sugimoto, Tomohiko Ohwada
Journal of the American Chemical Society 2007, 129, 1724-1732.
Generation and Application of o-Benzoquinone Methides Bearing Various Substituents on the Benzene Ring.
Hiromichi Sugimoto, Satoshi Nakamura, Tomohiko Ohwada
Advanced Synthesis & Catalysis 2007, 349, 669-679.
Accurate fluorescent polymeric thermometers containing an ionic component
Chie Gota, Seiichi Uchiyama, Tomohiko Ohwada
The Analyst, 2007, (2),121-126.
Mechanisms of BK channel activation by a novel BK channel opener, 12, 14-dichlorodehydroabietic acid
Kazuho Sakamoto, Taro Nonomura, Susumu Ohya, Katsuhiko Muraki,
Tomohiko Ohwada and Yuji Imaizumi
J. Pharmacol. Exper. Ther. 2006, 316, 144-153,
Design, Synthesis and BK Channel-Opening Activity of Hexahydrodibenzazepinones Derivatives
Toshihiko Tashima, Yoshimi Toriumi, Yumi Mochizuki, Taro Nonomura, Satoru Nagaoka, Katsuo Furukawa, Hiromichi Tsuru, Satomi Adachi-Akahane, and Tomohiko Ohwada
Bioorg. Med. Chem. 2006, 14, 8014-8031.
２００５
Theoretical Revisit of Regioselectivities of Diels-Alder Reactions. Quantitative Evaluation of Multicentered Reactivity Based on Reactive Hybrid Orbitals
Hajime Hirao , and Tomohiko Ohwada
J. Phys. Chem., A, 2005, 109, 816-824.
Generation of Orbitals that Control Molecular Reactivity: Projected Reactive Orbital Approach
Haijime Hirao, Tomohiko Ohwada
J. Phys. Chem., A, 2005, 109, 7642-7647.
Cp2TiCl2-Catalyzed Regio- and Chemoselective One-Step Synthesis of gamma-Substituted Allylsilanes from Terminal Alkenes Using Dianion-Type Zincate (SiSiNOL-Zn-ate)
Nakamura, S.; Uchiyama, M.; Ohwada, T.;
J. Am. Chem. Soc, 2005; 127, 13116-13117.
Compounds Structurally Related to Tamoxifen as Openers of Large-Conductance Calcium-Activated K+ Channel
Sha Yu, Toshihiko Tashima, Yumi, Mochizuki, Yoshimi Toriumi, Satomi Adachi-Akahane, Taro Nonomura, Maosheng Cheng, Tomohiko Ohwada
Chem. Pharm. Bull., 2005, 53, 1372-1373.
理論計算への取り組み
T. Ohwada,
Farumashia. 2005, 41, 737-739.
Large-conductance Ca2+-activated K+ channel beta1 subunit in cardiac mitochondria and cardioprotective effects of BK channel openers
Ohya, S Sakamoto, K Kuwata, Y Muraki, K Ohwada, T Imaizumi, Y
Yakugaku Zasshi (Journal of the Pharmaceutical Society of Japan), 2005, 125 (2), 149-150.
12,14-Dichrolodehydroabietic acid, a novel opener of mitochondrial large conductance Ca2+-activated K+ channels
Sakamoto, K Ohya, S Muraki, K Ohwada, T Imaizumi, Y
Biophysical Journal, 2005, 88(1), 441A-442A.
２００４
alpha,alpha-Disubstituted Amino Acids Bearing a Large Hydrocarbon Ring. Peptide Self-Assembly through Novel Hydrophobic Recognition
Tomohiko Ohwada, Daisuke Kojima, Tatsuto Kiwada, Shiroh Futaki, Yukio Sugiura, Kentaro Yamaguchi, Yoshinori Nishi, Yuji Kobayashi.
Chemistry-A European Journal 2004, 10, 617-626.
A New Chemoselective Anionic Polymerization Method in Aqueous Media: Design and Application of Bulky Zincate Possessing Little Basicity
Minoru Kobayashi, Yotaro Matsumoto, Masanobu Uchiyama, and Tomohiko Ohwada
Macromolecules, 2004, 37,4339-4341..
Development of A New Catalytic Electron Transfer System Mediated by Transition Metal Ate Complexes: Applicability and Tunability of Electron-releasing Potential for Organic Transformations
Masanobu Uchiyama, Yotaro Matsumoto, Shinji Nakamura, Tomohiko Ohwada, Natsuno Yamashita, Atsushi Matsumiya, Takao Sakamoto
J. Am. Chem. Soc., 2004,126, 8755-8759.
Rationale for the Acidity of Meldrum's Acid. Consistent Relation of C-H Acidities to the Properties of Localized Reactive Orbital
Satoshi Nakamura, Hajime Hirao, Tomohiko Ohwada
J. Org. Chem., 2004, 69, 4309-4316.
Regio- and Chemoselective Direct Generation of Functionalized Aromatic Aluminium Compounds Using Aluminium Ate Base
Uchiyama, M.; Naka, H.; Matsumoto, Y.; Ohwada, T.
Journal American Chemical Society, 2004, 126,10526-10527.
Theoretical Analysis of Lewis Basicity Based on Local Electron-Donating Ability. Origin of Basic Strength of Cyclic Amines Tomohiko Ohwada, Hajime Hirao, Atsushi Ogawa
J. Org. Chem., 2004, 69, 7486-7494.
Mechanism and Ligand-Transfer Selectivity of 1,2-Addition of Organozincate Complexes to Aldehyde
Uchiyama, M.; Nakamura, S.; Ohwada, T.; Nakamura, M.; Nakamura, E.
J. Am. Chem. Soc. 2004, 126, 10897-10903.
Chemoselective Silylzincation of Functionalized Terminal Alkynes Using Dianion-Type Zincate (SiBNOL-Zn-ate): Regiocontrolled Synthesis of Vinylsilanes
Nakamura, S.; Uchiyama, M.; Ohwada, T.
J. Am. Chem. Soc. 2004, 126, 11146-11147.
Optimization of the internal calibrant for exact mass measurements by FAB-MS
Hara, R Sakabe, C Ohwada, T Yamaguchi, K
Bunseki Kagaku, 2004, 53(6), 623-627.
２００３
Structural Design and Synthesis of Nitric Oxide Donors Amied to Controlled Release
Ohwada, T.; Uchiyama, M.
Journal of Synthetic Organic Chemistry, Japan, 2003, 61, 45-57.
Theoretical Study of Reactivities in Electrophilic Aromatic Substitution Reactions :Reactive Hybrid Orbital Analysis
Hirao, H. ; Ohwada, T.
J. Phys. Chem., A, 2003, 107, 2875-2881.
4H-1,2-Benzoxazines with Electron-withdrawing Substituents on the Benzene Ring. Synthesis and Application as Potent Intermediates for Oxygen-Functionalized Aromatic Compounds
Nakamura, S., Uchiyama, M.; Ohwada, T.
J. Am. Chem. Soc., 2003, 125, 5282-5283.
Stereoselectivity of Superacid-Catalyzed Pictet-Spengler Cyclization Reactions
Nakamura, S., Tanaka, M. Taniguchi, T.,Uchiyama, M.; Ohwada, T.
Organic Letters., 2003, 5, 2087-2090.
An Evaluation of Amide Group Planarity in 7-Azabicyclo[2.2.1]heptane Amides. Low Amide Bond Rotation Barrier in Solution.
Yuko Otani, Osamu Nagae, Yuji Naruse, Satoshi Inagaki,Masashi Ohno, Kentaro Yamaguchi, Gaku Yamamoto, Masanobu Uchiyama, and Tomohiko Ohwada
J. Am. Chem. Soc., 2003, 125, 15191-15199.
Generation of Functionalized Asymmetric Benzynes Using TMP-Zincates. Effects of Ligands on Selectivity and Reactivity of Zincates.
Uchiyama, M.; Miyoshi, T.; Kajihara, Y.; Sakamoto, T.; Otani, Y.; Ohwada, T.; Kondo, Y.
J. Am. Chem. Soc., 2002, 124, 8514-8515.
Molecular basis of pimaran compounds as novel activators of large conductance Ca2+ activated K+ channel alpha-subunit
Imaizumi, Y.; Sakamoto, K.; Yamada, A.; Hotta, A.; Ohya, S.; Muraki, K.; Uchiyama, M. ; Ohwada, T.
Molecular Pharmacology, 2002, 62, 836-846.
２００１
Mutation spectrum of o-aminoazotoluene in the cII gene of lambda/lacZ transgenic mice (Muta(TM)Mouse).
Kohara, A., Suzuki, T., Honma, M., Hirano, N. , Ohsawa, K. , Ohwada,T. Hayashi, M.
Mutation Research/Genetic Toxicology and Environmental Mutagenesis, 2001, 491, 211-220
Space-filling Effects in Membrane Disruption by Cationic Amphiphiles
Fujiwara, T.;Hirashima, H. ;Hasegawa, S. ; Nakanishi, M.; Ohwada, T.,
Biooranic Medicinal Chemistry , 2001, 9, 1013-1024.
Regioselective Superacid-Catalyzed Electrocyclization of Diphenylmethyl Cations. Fluorenes, Phenanthrol and Benzofuran Cyclizations.
Yoshida N.; Ohwada, T.
Synthesis, 2001, 1487-1494.
Stereoselction of Sterically Unbiased Diels-Alder Dienes with Spiro Conjugation.
Igarashi, H.; Sakamoto, S,; Yamaguchi, K.; Ohwada, T.
Tetrahedron Letters, 2001, 42, 5257-5260.
Usefulness and Limitation of DiBAC4(3), a Voltage-sensitive Fluoresent Dye, for the measurement of membrane Potentials regulated by recombinant large conductance Ca2+-Activated K+ Channels in HEK293 Cells.
Yamada, Aki; Gaja, Norikazu, Ohya Sususmu, Muraki Katsuhiko; Narita Hiroshi, Tomohiko Ohwada, Imaizumi Yuji
Jpn. J. Pharmacol., 2001, 86, 342-350.
Anchoring and Bola Cationic Amphiphiles for Nucleotide Delivery. Effects of Orientation and Extension of Hydrophobic Regions
Tomonobu Yoshimura, Seiji Hasegawa, Naohide Hirashima, Mamoru Nakanishi, ; Tomohiko Ohwada
Bioorganic & Medicinal Chemisty Letters, 2001, 11, 2897-2901.
Structural Features of Aliphatic N-Nitrosamines of 7-Azabicyclo[2.2.1]heptanes That Facilitate N-NO Bond Cleavage
Tomohiko Ohwada,Motoko Miura, Haruko Tanaka, Shigeru Sakamoto, Kentaro Yamaguchi, Hirotaka Ikeda, and Satoshi Inagaki
J. Am. Chem. Soc., 2001, 123, 10164-10172.
２０００
Influenec of Structure on N-NO bond cleavage of aliphatic N-nitrosamines.
Miura, M.; Sakamoto, S.; Yamaguchi, K.; Ohwada, T.,
Tetrahedron Letters, 2000, 41, 3637-3641.
The Prototype Pictet-Spengler Reactions Catalyzed by Superacids. Involvement of Dicationic Superelectrophiles
Yokoyama,A.; Ohwada, T.; Shudo, K.
J. Org. Chem., 1999, 64, 611-617.
Orbital-Controlled Stereoselections in Sterically Unbiased Cyclic Systems
Ohwada, T.
Chemical Reviews , 1999, 99, 1337-1375.
Electrons-in-a-Box model for conjugation in linear carbanions
Tomohiko Ohwada, Hirotaka Kagawa,and Hiroshi Ichikawa
Int. J. Quan. Chem., 1998, 68, 65-72.
Protonation Enthalpies in Fluorosulfonic Acid Using Ab Initio Self-Consistent Reaction Field Theory
Harris,N.: Ohwada, T.; Lammertsma, K.
Journal of Computational Chemistry, 1998, 19, 250-257.
Superacid-catalyzed Electrocyclization of Diphenylmethyl Cations to Fluorenes. Kinetic and Theoretical Revisit Supporting the Involvement of Ethylene Dications
Ohwada, T;Suzuki, T.; Shudo, K.
Journal of the American Chemical Society, 1998, 120, 4629-4637.
Facial Selectivities of Benzofluorenes Bearing a Carbonyl, an Olefin, or a Diene Group in Spiro Geometry. ? Spiro Substituent Effects
Tsuji, M.; Ohwada, T.; Shudo, K.
Tetrahedron Letters, 1998, 39, 403-406
On the Planarity of Amide Nitrogen. Intrinsic Pyramidal Nitrogen of N-Acyl-7-Azabicyclo[2.2.1]heptanes
Ohwada, T.; Achiwa, T.; Okamoto, I.; Shudo, K.; Yamaguchi, K.
Tetrahedron Letters, 1998, 39, 865-868.
Intrinsic Pyramidal Nitrogen of N-Sufonylamides
Ohwada, T.; Okamoto, I.; Shudo, K.; Yamaguchi, K.
Tetrahedron Letters, 1998, 39, 7877-7880.
Nitration of Quinoline 1-Oxide: Mechanism of Regioselectivity
Yokoyama, A.; Ohwada, T.; Saito, S.; Shudo, K.
Chemical and Pharmaceutical Bulletin., 1997, 45, 279-283.
pi-Conjugation in Y-Shaped Configuration. Does a Special Stability Exist?
Ohwada, T.; Kagawa, H.; Ichikawa, H.
Bulletin of the Chemical Society of Japan, 1997, 70, 2411-2415.
Superacid-catalyzed Electrocyclization of 1-Phenyl-2-propene-1-ones to 1-Indanones. Kinetic and Theoretical Studies of Electrocyclization of Oxonium Carbenium Dications
Suzuki, T.: Ohwada, T.; Shudo, K.
Journal of the American Chemical Society, 1997, 119, 6774-6780.
Non-Steric Facial Selectivity in Nucleophilic 1,4-Conjugate Addition
Okamoto, I.; Ohwada, T.; Shudo, K.
Tetrahedron Letters, 1997, 38, 425-428.
A Cyclopropyl Group Shows Reverse Facial Selectivity Depending on the Bicyclic Ring System
Tsuji, M.; Ohwada, T.; Shudo, K.
Tetrahedron Letters, 1997, 38, 6693-6698.
Superacid-Catalyzed Reaction of Substituted Benzaldehydes with Benzene
Saito, S.; Ohwada, T.; Shudo, K.
Journal of Organic Chemistry, 1996, 61, 8089-8093.
Structures and Reactivities of Ethylene Dication Electrophiles
Ohwada, T,; Yamazaki, T.; Suzuki, T.; Saito, S.; Shudo, K.
Journal of the American Chemical Society, 1996, 118, 6220-6224.
Three-Center, Two-Electron Systems. Origin of the Tilting of Their Substituents.
Lammertsma, K.; Ohwada, T.
Journal of the American Chemical Society, 1996, 118, 7247-7254.
Unsymmetrization of the Olefin Group of Bicyclo[2.2.2]octenes. ??? Coupling.
Ohwada. T.; Uchiyama, M.; Tuji, M.; Okamoto, I.; Shudo, K.
Chemical and Pharmaceutical Bulletin, 1996, 44, 296-306.
A Remote Substituent Can Determine Magnitude of Facial Selectivity in
Benzobicyclo[2.2.2]octatrienesOhwada, T.; Tsuji, M.; Okamoto, I.; Shudo, K.
Tetrahedron Letters, 1996, 37, 2609-2612.
Orbital Unsymmetrization Affects Facial Selectivities of Diels-Alder Dienophiles
Okamoto, I.; Ohwada, T.; Shudo, K.
Journal of Organic Chemistry ,1996, 61, 3155-3166.
Friedel-Crafts-Type Reaction of Benzaldehyde with Benzene. Diprotonated Benzaldehyde as the Reactive Intermediate
Saito, S.; Ohwada, T.; Shudo, K.
Journal of the American Chemical Society, 1995, 117, 11081-11084.
Acid-catalyzed Reactions of 1,2-Dicarbonylethanes with Benzene. Ethylene Dication Electrophiles.
Yamazaki, T.; Saito, S.; Ohwada, T, Shudo, K.
Tetrahedron Letters, 1995, 36, 5749-5752.
Involvement of Dicationic Species as the Reactive Intermediates in Gattermann, Houben-Hoesch, and Friedel-Crafts Reactions of Nonactivated Benzenes
Sato, Y.; Yato, M.: Ohwada, T.; Saito, S.; Shudo,K.
Journal of the American Chemical Society, 1995, 117, 3037-3043.
Friedel-Crafts-Type Cyclodehydration of 1,3-Diphenyl-1-propanones. Kinetic Evidence for the Involvement of Dication
Satio, S.; Sato, Y.; Ohwada, T.; Shudo, K.
Journal of the American Chemical Society, 1994, 116, 2312-2317.
Distortion of Olefin and Carbonyl pi-orbitals in Dibenzobicyclo[2.2.2]octatrienes and Dibenzobicyclo[2.2.2]octadienones. Unsymmetrization of pi Lobes Arising from sigma-pi Orbital Interactions.
Ohwada, T.; Okamoto, I.; Haga, N.; Shudo, K.
Journal of Organic Chemistry ,1994, 59, 3975-3984.
Dihedral angle-dependent Orbital Distortions Arising from Vicinal Bonds in Norbornane and 2-Norbornanone.Ohwada, T.
Tetrahedron, 1993, 49, 7649-7656.
Orbital Distortion Arising from Remote Substituents. Nitration,Reduction, and Epoxidation of Fluorenes Bearing a Carbonyl or an Olefin Group in Spiro Geometry
Ohwada, T.
Journal of the American Chemical Society, 1992, 114, 8818-8827.
Orbital Distortion Arising in Dibenzobicyclo[2.2.2]octatrienes. Biased Epoxidation and Dihydroxylation of the Olefin Moiety.
Haga, N.; Ohwada, T.; Okamoto, I.; Shudo, K.
Chemical and Pharmaceutical Bulletin, 1992, 40, 3349-3351.
The Hammett Acidity Function H0 of Trifluoromethanesulfonic Acid-Trifluoroacetic Acid and Related Acid Systems. A Versatile Nonaqueous Acid System
Saito, S. Saito, S.;Ohwada, T.;Shudo, K.
Chemical and Pharmaceutical Bulletin, 1991, 39, 2718-2720.
Friedel-Crafts-Type Reactions Involving Di- and Tricationic Species. Onium-Allyl Dications and O,O-Diprotonated aci-Nitro Species Bearing a Protonated Carbonyl Group
Ohwada, T.; Yamagata, N.; Shudo, K.
Journal of the American Chemical Society, 1991, 113, 1364-1373.
Orbital Distortion Arising from Remote Substituents. Nitration and Reduction of Spiro[cyclopenta-1,9'-fluorene]-2-ones
Ohwada,T. and Shudo, K.
Chemical and Pharmaceutical Bulletin, 1991, 39, 2176-2178.
Requirements for Houben-Hoesch and Gattermann Reactions. Involvement of Diprotonated Cyanides in the Reactions with Benzene
Yato, M.; Ohwada, T.; Shudo, K.
Journal of the American Chemical Society, 1991, 113, 691-692.
Direct Observation of an Intermediate in the Oxygen Atom Rearrangement of 2-Cyclopropylnitrobenzene in a Strong Acid
Ohwada, T.; Kasuga, M.: Shudo, K.
Journal of Organic Chemistry, 1990, 55, 2717-2719.
4H-1,2-Benzoxazines as Novel Precursors of o-Benzoquinone Methide
Yato, M.; Ohwada, T.; Shudo, K.
Journal of the American Chemical Society, 1990, 112, 5341-5342.
Reactions of O,O-Diprotonated Nitro Olefins with Benzenes. Formations of Phenylacetones, 4H-1,2-Benzoxazines and Biarylacetone Oximes
Ohwada, T.; Okabe, K.; Ohta, T.; Shudo, K.
Tetrahedron, 1990, 46, 7539-7555.
１９８９-１９８６
Novel Electrophilic Species Equivalent to alpha-Keto Cations. Reactions of O,O-Diprotonated Nitro Olefins with Benzenes Yield Arylmethyl Ketones
Okabe, K.; Ohwada, T.; Ohta, T.; Shudo, K.
Journal of Organic Chemistry, 1989, 54, 733-734.
Substituted Ethylene Dications. Structures of Phenylmethyl Cations Substituted with an Electron-Withdrawing Group on the Cation Center
Ohwada, T.; Shudo, K.
Journal of the American Chemical Society, 1989, 111, 34-40.
Ethylene Dications Substituted with Electron-Donating Groups
Ohwada, T.; Shudo, K.
Journal of Organic Chemistry, 1989, 54, 5227-5237.
Reaction of Diphenylmethyl Cations in a Strong Acid. Participation of Carbodications with Positive Charge Substantially Delocalized over the Aromatic Rings
Ohwada, T.; Shudo, K.
Journal of the American Chemical Society, 1988, 110, 1862-1870.
Nitroethylene Yields N,N-Dihydroxyiminum-Methylium Dication in Trifluoromethanesulfonic Acid.
Dications Stabilized by Y Delocalization
Ohwada, T.; Itai, A.; Ohta, T.; Shudo, K.
Journal of the American Chemical Society, 1987, 109, 7036-7041.
Reaction of beta-Nitrostyrenes with Benzene Catalyzed by Trifluoromethanesulfonic Acid. Formation and Reaction of N,N-Dihydroxyiminum-Benzyl Dications.
Ohwada, T.; Ohta, T.; Shudo, K.
Tetrahedron, 1987, 43, 297-305.
Acid-catalyzed Reactions of N-Phenylhydroxylamines-Introduction of Carbon Groups on the Benzene Nucleus.
Hizatate, S.; Ohwada, T.; Shudo, K.,
J. Phrmaceutical Sciences, 1987, 76(11), 233-233.
Protonation of Nitro Groups. Diprotonation of beta-Nitrostyrenes in
Trifluoromethanesulfonic Acid.
Ohwada, T.; Ohta, T.; Shudo, K.
Journal of the American Chemical Society, 1986, 108, 3029-3032.
Book chapters and Reviews
Tomohiko Ohwada (book chapter), Topics in Current Chemistry, Orbitals in Chemistry, 2009, August 1, Satoshi Inagaki (ed), Springler,
chapter 16 “Electrophilic species that can react with benzene are dicationic”
Shudo, K.; Ohwada, T. (book chapter)
Stable Carbocation Chemistry, 1997, Prakash, K. S.; Schleyer, P. v. R. (ed), 525-548, John Wiley & Sons, Inc.
"Reactive Carbon Electrophiles in Friedel-Crafts Reactions"
Ohwada, T.
Reviews on Heteroatom Chemistry, 1995, 12, 179-209.
