| MIZUTANI Tadashi |  |
| Faculty of Science and Engineering Department of Molecular Chemistry and Biochemistry | |
| Professor |
Last Updated :2025/05/13
Researcher Profile and Settings
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Research Interests
Research Areas
- Life sciences / Bioorganic chemistry
- Nanotechnology/Materials / Structural/physical organic chemistry
Research Experience
- Kyoto University, Graduate School of Engineering, 1996 - 2003
- Kyoto University, Associate Professor, 1996 - 2003
- - 同志社大学工学部教授, 2003 -
- - Doshisha University, Professor, 2003 -
- Kyoto University, Faculty of Engineering, 1992 - 1996
- Kyoto University, Research Associate, 1992 - 1996
- Tottori University, Faculty of Engineering, 1990 - 1992
- Tottori University, Research Associate, 1990 - 1992
- （株）豊田中央研究所研究員, 1986 - 1990
- Toyota Central Research and Laboratories, Researcher, 1986 - 1990
Education
- Kyoto University, 工学研究科, 合成化学専攻, - 1985
- Kyoto University, Graduate School, Division of Engineering, - 1985
- Kyoto University, 工学研究科, 合成化学専攻, - 1982
- Kyoto University, Graduate School, Division of Engineering, - 1982
- Kyoto University, Faculty of Engineering, 合成化学科, - 1980
- Kyoto University, Faculty of Engineering, - 1980
Degree
Association Memberships
Published Papers
- Synthesis and Spectroscopic Properties of Diarylethene‐Subporphyrinoid Hybrids
Taichi Muto; Nanari Tamiya; Akuto Takagi; Tadashi Mizutani; Didier Bourissou; Gwénaël Rapenne; Mihoko Yamada; Tsuyoshi Kawai
ChemPhysChem, Wiley, 25, 05 Nov. 2024, Scientific journal - One-Pot Hybridization of Microfibrillated Cellulose and Hydroxyapatite as a Versatile Route to Eco-Friendly Mechanical Materials
Yui Okuda; Ryosuke Sasaki; Eiichi Kido; Ken Hirota; Tadashi Mizutani
ACS Omega, American Chemical Society (ACS), 9(44) 44457 - 44464, 21 Oct. 2024, Scientific journal - 環境にやさしいプラスチック代替材料を目指した高剛性・高靭性バイオインスパイアード複合材料の開発
水谷 義; 奥田結衣
バイオインダストリー, 40(12) 41 - 47, Dec. 2023, Scientific journal - バイオマスを原料とするプラスチック代替材料
水谷義; 奥田結衣
JETI, 71(11) 59 - 61, Nov. 2023, Scientific journal - バイオマスを用いたプラスチック代替材料の合成 骨の生合成を模倣した多糖類とヒドロキシアパタイトの複合化
水谷義; 奥田結衣
クリーンエネルギー, 32(7) 19 - 24, Jul. 2023, Scientific journal - Synthesis and reactivity of 10,15,20-triaryl-5-oxaporphyrin copper complexes
Kazuki Shimada; Tadashi Mizutani
Tetrahedron Letters, Elsevier BV, 153977 - 153977, Jun. 2022, Scientific journal - Effects of Hydration on Mechanical Properties of Acylated Hydroxyapatite–Starch Composites
Yui Okuda; Yasuhiro Aoyama; Ken Hirota; Tadashi Mizutani
ACS Applied Polymer Materials, American Chemical Society (ACS), 4(3) 1666 - 1674, 11 Mar. 2022, Scientific journal - Enhanced toughness of hydroxyapatite–poly(ethylene terephthalate) composites by immersion in water
Yui Okuda; Ken Hirota; Tadashi Mizutani; Yusuke Numamoto
Materials Advances, Royal Society of Chemistry (RSC), 2(17) 5691 - 5703, Jul. 2021, Scientific journal - Ring Closure Reaction of 19-Substituted Bilinones to 5-Oxaporphyrin Metal Complexes Induced by Zn2+ and Cu2+ —Application to Turn-on Red Fluorogenic Probes for Zinc Ions—
Kazuhisa Kakeya; Hiroyuki Fukagawa; Akihiro Teraoka; Tadashi Mizutani
Chemistry Letters, The Chemical Society of Japan, 50(5) 908 - 911, 05 May 2021, Scientific journal - Nonbrittle Nanocomposite Materials Prepared by Coprecipitation of TEMPO-Oxidized Cellulose Nanofibers and Hydroxyapatite
Yui Okuda; Tadashi Mizutani; Ken Hirota; Takayuki Hayashi; Kazuhito Zinno
ACS Sustainable Chemistry & Engineering, American Chemical Society (ACS), 9(1) 158 - 167, 22 Dec. 2020, Scientific journal - Co-precipitation of tapioca starch and hydroxyapatite. Effects of phosphorylation of starch on mechanical properties of the composites
Yui Okuda; Ken Hirota; Tadashi Mizutani; Yasuhiro Aoyama
Results in Materials, Elsevier BV, 3 100035 - 100035, Oct. 2019, Scientific journal - Synthesis of chloroboron(III) 3,4,12,13,21,22- hexabromosubnaphthalocyanine under high dilution conditions and comparative studies of effects of halogenation on physicochemical properties of subnaphthalocyanines
Kaho Shirai; Akuto Takagi; Ryosuke Taniwaki; Masanori Kurata; Kentaro Kinugasa; Koji Yamamoto; Tadashi Mizutani; Yuko Takao; Kazuyuki Moriwaki; Takatoshi Ito; Toshiyuki Iwai; Fukashi Matsumoto; Toshinobu Ohno
Tetrahedron, 74 4220 - 4225, Jun. 2018, Scientific journal - Control of the molecular packing of chloroboron(III) and fluoroboron(III) subnaphthalocyanines by designing peripheral substituents
Akuto Takagi; Tadashi Mizutani
RSC ADVANCES, ROYAL SOC CHEMISTRY, 7(85) 54235 - 54245, 2017, Scientific journal - Crystallisation of hydroxyapatite in phosphorylated poly(vinyl alcohol) as a synthetic route to tough mechanical hybrid materials
Akane Kusakabe; Ken Hirota; Tadashi Mizutani
MATERIALS SCIENCE & ENGINEERING C-MATERIALS FOR BIOLOGICAL APPLICATIONS, ELSEVIER SCIENCE BV, 70 487 - 493, Jan. 2017, Scientific journal - p-n interface stabilization of planar heterojunction organic photovoltaics by an ethyleneoxy side chain of methanofullerenes
Akuto Takagi; Tadashi Mizutani; Kazuyuki Moriwaki; Yuko Takao; Fukashi Matsumoto; Koichi Hida; Toshiyuki Iwai; Takatoshi Ito; Takumi Mizuno; Toshinobu Ohno
SYNTHETIC METALS, ELSEVIER SCIENCE SA, 215 223 - 228, May 2016, Scientific journal - Synthesis and optoelectronic properties of hexachloro- and hexaiodosubnaphthalocyanines as organic electronic materials
Koji Yamamoto; Akuto Takagi; Miyako Hada; Ryosuke Taniwaki; Tadashi Mizutani; Yoshifumi Kimura; Yuko Takao; Kazuyuki Moriwaki; Fukashi Matsumoto; Takatoshi Ito; Toshiyuki Iwai; Koichi Hida; Takumi Mizuno; Toshinobu Ohno
Tetrahedron, Elsevier Ltd, 72(32) 4918 - 4924, 2016, Scientific journal - Substituent effects on selectivity of coupled oxidation of iron tetraphenylporphyrins
Kazuhisa Kakeya; Atsuko Shimizu; Kenta Akasaka; Tadashi Mizutani
Journal of Porphyrins and Phthalocyanines, World Scientific Pub Co Pte Lt, 19(05) 726 - 733, May 2015, Scientific journal - Kinetics of reactions at an interface: functionalisation of silicate glass with porphyrins via covalent bonds
Takahiro Fujimoto; Nao Furuta; Tadashi Mizutani
ORGANIC & BIOMOLECULAR CHEMISTRY, ROYAL SOC CHEMISTRY, 13(11) 3371 - 3377, 2015, Scientific journal - Synthesis and properties of novel fluorinated subnaphthalocyanines for organic photovoltaic cells
Yuko Takao; Tomoaki Masuoka; Koji Yamamoto; Tadashi Mizutani; Fukashi Matsumoto; Kazuyuki Moriwaki; Koichi Hida; Toshiyuki Iwai; Takatoshi Ito; Takumi Mizuno; Toshinobu Ohno
TETRAHEDRON LETTERS, PERGAMON-ELSEVIER SCIENCE LTD, 55(33) 4564 - 4567, Aug. 2014, Scientific journal - Kinetics and mechanisms of hydrolysis of tetraphenylporphyrins tethered to silicate glass via a primary or tertiary alcohol linker
Nao Furuta; Takaaki Yagi; Tadashi Mizutani
TETRAHEDRON, PERGAMON-ELSEVIER SCIENCE LTD, 70(29) 4336 - 4342, Jul. 2014, Scientific journal - Tris(3-hydroxypropyl)methyl as a stable linker for porphyrin monolayer on silicate glass
Nao Furuta; Tadashi Mizutani
THIN SOLID FILMS, ELSEVIER SCIENCE SA, 556 174 - 185, Apr. 2014, Scientific journal - Nucleophilic Ring Opening of meso-Substituted 5-Oxaporphyrin by Oxygen, Nitrogen, Sulfur, and Carbon Nucleophiles
Kazuhisa Kakeya; Masakatsu Aozasa; Tadashi Mizutani; Yutaka Hitomi; Masahito Kodera
JOURNAL OF ORGANIC CHEMISTRY, AMER CHEMICAL SOC, 79(6) 2591 - 2600, Mar. 2014, Scientific journal - Ring-opening with one dioxygen molecule in the coupled oxidation of iron tetraarylporphyrins
Jonas P. L. Sandell; Kazuhisa Kakeya; Tadashi Mizutani
TETRAHEDRON LETTERS, PERGAMON-ELSEVIER SCIENCE LTD, 55(9) 1532 - 1535, Feb. 2014, Scientific journal - Synthesis, Reactivity, and Spectroscopic Properties of meso-Triaryl-5-oxaporphyrins
Kazuhisa Kakeya; Aya Nakagawa; Tadashi Mizutani; Yutaka Hitomi; Masahito Kodera
JOURNAL OF ORGANIC CHEMISTRY, AMER CHEMICAL SOC, 77(15) 6510 - 6519, Aug. 2012, Scientific journal - Synthesis of functionalized porphyrins as oxygen ligand receptors
K Wada; T Mizutani; S Kitagawa
JOURNAL OF ORGANIC CHEMISTRY, AMER CHEMICAL SOC, 68(13) 5123 - 5131, Jun. 2003 - A new strategy for the design of water-soluble synthetic receptors: Specific recognition of DNA intercalators and diamines
Wada Kenji; Tadashi Mizutani; Matsuoka Hideki; Kitagawa Susumu
Chemistry - A European Journal, WILEY-V C H VERLAG GMBH, 9(10) 2368 - 2380, 23 May 2003 - An efficient recognition motif for an alkyl moiety in water
T Mizutani; K Kozake; K Wada; S Kitagawa
CHEMICAL COMMUNICATIONS, ROYAL SOC CHEMISTRY, (23) 2918 - 2919, 2003, Scientific journal - Novel flexible frameworks of porous cobalt(II) coordination polymers that show selective guest adsorption based on the switching of hydrogen-bond pairs of amide groups
Kazuhiro Uemura; Susumu Kitagawa; Mitsuru Kondo; Kôichi Fukui; Ryo Kitaura; Ho-Chol Chang; Tadashi Mizutani
Chemistry - A European Journal, 8(16) 3586 - 3600, 16 Aug. 2002, Scientific journal - Design and Mechanism of Molecular Recognition of Water-soluble Synthetic Receptors
MIZUTANI Tadashi
J. Synth. Org. Chem. Jpn., The Society of Synthetic Organic Chemistry, Japan, 59(12) 18 - 28, 01 Dec. 2001 - Interprotein Electron Transfer Reaction Regulated by an Artificial Interface We thank Prof. Dr. I. Morishima and his group for the arrangement of laser flash photolysis equipment. This work was supported by Nagase Science and Technology Foundation, and a Grant-in-Aid for Scientific Research from the Ministry of Education, Science and Culture, Japan. Y. H. was supported by Research Fellowships of the Japanese Society for the Promotion of Science for Young Scientists.
Yutaka Hitomi; Takashi Hayashi; Kenji Wada; Tadashi Mizutani; Yoshio Hisaeda; Hisanobu Ogoshi
Angewandte Chemie (International ed. in English), 40(6) 1098 - 1101, 16 Mar. 2001, Scientific journal - Chiral recognition of alpha-amino esters on the chiral helical surface of zinc bilinone
S Yagi; H Sadachi; Y Kashiwagi; T Takagishi; T Mizutani; S Kitagawa; H Ogoshi
CHEMISTRY LETTERS, CHEMICAL SOC JAPAN, (9) 1054 - 1055, Sep. 2000, Scientific journal - Molecular recognition of amines and amino esters by zinc porphyrin receptors: Binding mechanisms and solvent effects
T Mizutani; K Wada; S Kitagawa
JOURNAL OF ORGANIC CHEMISTRY, AMER CHEMICAL SOC, 65(19) 6097 - 6106, Sep. 2000, Scientific journal - Allosteric chirality amplification in zinc bilinone dimer
T Mizutani; N Sakai; S Yagi; T Takagishi; S Kitagawa; H Ogoshi
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, AMER CHEMICAL SOC, 122(4) 748 - 749, Feb. 2000, Scientific journal - A new self-assembled porphyrin-silver(I) network
Mitsuru Kondo; Yu Kimura; Kenji Wada; Tadashi Mizutani; Yoshikatsu Ito; Susumu Kitagawa
Chemistry Letters, Chemical Society of Japan, (7) 818 - 819, 2000, Scientific journal - Porphyrin receptors for amines, amino acids, and oligopeptides in water
T Mizutani; K Wada; S Kitagawa
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, AMER CHEMICAL SOC, 121(49) 11425 - 11431, Dec. 1999, Scientific journal - Molecular Recognition and Biological Functions
MIZUTANI Tadashi
KAGAKU TO SEIBUTSU, Japan Society for Bioscience, Biotechnology, and Agrochemistry, 37(9) 582 - 588, 25 Sep. 1999 - Peroxidase activity of myoglobin is enhanced by chemical mutation of heme-propionates
T Hayashi; Y Hitomi; T Ando; T Mizutani; Y Hisaeda; S Kitagawa; H Ogoshi
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, AMER CHEMICAL SOC, 121(34) 7747 - 7750, Sep. 1999, Scientific journal - New approach to the construction of an artificial hemoprotein complex
T Hayashi; Y Hitomi; T Takimura; A Tomokuni; T Mizutani; Y Hisaeda; H Ogoshi
COORDINATION CHEMISTRY REVIEWS, ELSEVIER SCIENCE SA, 190 961 - 974, Sep. 1999, Scientific journal - Synthesis and structure of tetraols with convergent and divergent arrays of hydroxy groups
H Takagi; T Hayashi; T Mizutani; H Masuda; H Ogoshi
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, ROYAL SOC CHEMISTRY, (13) 1885 - 1892, Jul. 1999, Scientific journal - Helical chirality control in zinc bilinone dimers
S Yagi; N Sakai; R Yamada; H Takahashi; T Mizutani; T Takagishi; S Kitagawa; H Ogoshi
CHEMICAL COMMUNICATIONS, ROYAL SOC CHEMISTRY, (10) 911 - 912, May 1999, Scientific journal - Effect of intramolecular hydrogen-bonding network on the relative reactivities of carbohydrate OH groups
T Kurahashi; T Mizutani; J Yoshida
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, ROYAL SOC CHEMISTRY, (4) 465 - 473, Feb. 1999, Scientific journal - Helical chirality induction by point chirality at helix terminal
T Mizutani; S Yagi; T Morinaga; T Nomura; T Takagishi; S Kitagawa; H Ogoshi
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, AMER CHEMICAL SOC, 121(4) 754 - 759, Feb. 1999, Scientific journal - Catalysis of helix inversion of zinc bilindiones by amines and amino acid esters
T Mizutani; S Yagi; A Honmaru; T Goldacker; S Kitagawa; M Furusyo; T Takagishi; H Ogoshi
SUPRAMOLECULAR CHEMISTRY, GORDON BREACH SCI PUBL LTD, 10(4) 297 - 308, 1999, Scientific journal - Interfacial recognition between reconstituted myoglobin having charged binding domain and electron acceptor via electrostatic interaction
T Hayashi; A Tomokuni; T Mizutani; Y Hisaeda; H Ogoshi
CHEMISTRY LETTERS, CHEMICAL SOC JAPAN, (12) 1229 - 1230, Dec. 1998, Scientific journal - Helical chirality induction in zinc bilindiones by amino acid esters and amines
T Mizutani; S Yagi; A Honmaru; S Murakami; M Furusyo; T Takagishi; H Ogoshi
JOURNAL OF ORGANIC CHEMISTRY, AMER CHEMICAL SOC, 63(24) 8769 - 8784, Nov. 1998, Scientific journal - Regioselective porphyrin bridge cleavage controlled by electronic effects. Coupled oxidation of 3-demethyl-3-(trifluoromethyl)mesohemin IX and identification of its four biliverdin derivatives
J Crusats; A Suzuki; T Mizutani; H Ogoshi
JOURNAL OF ORGANIC CHEMISTRY, AMER CHEMICAL SOC, 63(3) 602 - 607, Feb. 1998, Scientific journal - Molecular Recognition and Atropisomerization of (5,10,15,20-Tetrakis(1-pentyl-3-pyridinio)porphyrinato)zinc(II) in Water.
Mizutani Tadashi; Horiguchi Takuya; Koyama Hiroshi; Uratani Ippei; Ogoshi Hisanobu
Bull. Chem. Soc. Jpn., The Chemical Society of Japan, 71(2) 413 - 418, 1998 - Silicic acid polymerization catalyzed by amines and polyamines
T Mizutani; H Nagase; H Ogoshi
CHEMISTRY LETTERS, CHEMICAL SOC JAPAN, (2) 133 - 134, 1998, Scientific journal - Molecular recognition of carbohydrates by zinc porphyrins: Lewis acid Lewis base combinations as a dominant factor for their selectivity
T Mizutani; T Kurahashi; T Murakami; N Matsumi; H Ogoshi
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, AMER CHEMICAL SOC, 119(38) 8991 - 9001, Sep. 1997, Scientific journal - Electron Deficient Porphyrins III. Facile Syntheses of Perfluoroalkylporphyrins Including Water Soluble Porphyrin.
Aoyagi Katsuhiro; Haga Toshihiko; Toi Hiroo; Aoyama Yasuhiro; Mizutani Tadashi; Ogoshi Hisanobu
Bull. Chem. Soc. Jpn., The Chemical Society of Japan, 70(4) 937 - 943, 1997 - Functional porphyrins as receptor models
H Ogoshi; T Mizutani
JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, SOC SYNTHETIC ORGANIC CHEM JPN, 54(11) 906 - 917, Nov. 1996, Scientific journal - Synthesis of ring-fluorinated porphyrins and reconstitutional myoglobins with their iron complexes
A Suzuki; T Tomizawa; T Hayashi; T Mizutani; H Ogoshi
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, CHEMICAL SOC JAPAN, 69(10) 2923 - 2933, Oct. 1996, Scientific journal - Synthetic strategies of multifunctional porphyrins as receptors
H Ogoshi; Y Kuroda; T Mizutani; T Hayashi
PURE AND APPLIED CHEMISTRY, BLACKWELL SCIENCE LTD, 68(7) 1411 - 1415, Jul. 1996, Scientific journal - Interconversion between point chirality and helical chirality driven by shape-sensitive interactions
T Mizutani; S Yagi; A Honmaru; H Ogoshi
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, AMER CHEMICAL SOC, 118(22) 5318 - 5319, Jun. 1996, Scientific journal - Selective Formation of 2-Hydroxy-3,3-bis(hydroxymethyl)-.GAMMA.-butyrolactone from Formaldehyde on Hydrotalcite-Type Catalysts.
Mizutani Tadashi; Miki Yasushi; Nakashima Ruka; Fujita Haruo; Ogoshi Hisanobu
Bull. Chem. Soc. Jpn., The Chemical Society of Japan, 69(2) 425 - 429, 1996 - An artificial receptor for dimethyl aspartate
T Mizutani; T Murakami; T Kurahashi; H Ogoshi
JOURNAL OF ORGANIC CHEMISTRY, AMER CHEMICAL SOC, 61(2) 539 - 548, Jan. 1996, Scientific journal - Molecular recognition: New chiral metalloporphyrins as receptor models
Hisanobu Ogoshi; Tadashi Ema; Yusuke Kato; Tadashi Mizutani; Yasuhisa Kuroda
Supramolecular Chemistry, 6(1-2) 115 - 124, Oct. 1995, Scientific journal - Restricted internal rotation of amino acid esters. Quantitative evaluation of rigidity of a molecule in terms of internal rotation entropy
Tadashi Mizutani; Tadashi Ema; Hisanobu Ogoshi
Tetrahedron, 51(2) 473 - 484, 09 Jan. 1995, Scientific journal - Reactions of Rhodium Porphyrins with Lactones, Silanes, and Stannanes
Tadashi Mizutani; Tetsuya Uesaka; Hisanobu Ogoshi
Organometallics, 14(1) 341 - 346, 1995, Scientific journal - Molecular recognition of carbohydrates by functionalized zinc porphyrins
Tadashi Mizutani; Takeshi Murakami; Noriyoshi Matsumi; Takuya Kurahashi; Hisanobu Ogoshi
Journal of the Chemical Society, Chemical Communications, (12) 1257 - 1258, 1995, Scientific journal - Mechanism of Induced Circular Dichroism of Amino Acid Ester-Porphyrin Supramolecular Systems. Implications to the Origin of the Circular Dichroism of Hemoprotein
Tadashi Mizutani; Tadashi Ema; Takashi Yoshida; Thomas Renné; Hisanobu Ogoshi
Inorganic Chemistry, 33(16) 3558 - 3566, 01 Aug. 1994, Scientific journal - Design and Synthesis of a Trifunctional Chiral Porphyrin with C
2 Symmetry as a Chiral Recognition Host for Amino Acid Esters
Tadashi Mizutani; Tadashi Erna; Takashi Tomita; Yasuhisa Kuroda; Hisanobu Ogoshi
Journal of the American Chemical Society, 116(10) 4240 - 4250, 01 May 1994, Scientific journal - Stereochemistry and Biological Activity of Methyl Hydrogen 3-Phenyl-2,2'-iminodipropionate Produced by Botrytis squamosa
Nakashima Ruka; Hayashi Nobuya; Mizutani Tadashi; Ueda Nasuo; Yamamoto Jiro; Kimura Yasuo
Bioscience, biotechnology, and biochemistry, Japan Society for Bioscience, Biotechnology, and Agrochemistry, 57(9) 1514 - 1517, 23 Sep. 1993 - Recognition of α-Amino Acid Esters by Zinc Porphyrin Derivatives via Coordination and Hydrogen Bonding Interactions. Evidence for Two-Point Fixation from Thermodynamic and Induced Circular Dichroism Spectroscopic Studies
Tadashi Mizutani; Tadashi Ema; Takashi Yoshida; Yasuhisa Kuroda; Hisanobu Ogoshi
Inorganic Chemistry, 32(10) 2072 - 2077, 1993, Scientific journal - Recognition of chirality and residual groups of amino acid esters using new trifunctional chiral porphyrins with C
2 symmetry
Tadashi Mizutani; Tadashi Ema; Takashi Tomita; Yasuhisa Kuroda; Hisanobu Ogoshi
Journal of the Chemical Society, Chemical Communications, (6) 520 - 522, 1993, Scientific journal - Synthesis of Sepiolite.
MIZUTANI Tadashi
J. Clay Sci. Soc. Japan (Nendokagaku), The Clay Science Society of Japan, 32(3) 173 - 176, 1992 - Calculation of the Rotational Strength of .BETA.,.GAMMA.-Unsaturated Ketones Based on a Non-empirical Molecular Orbital Method.
Mizutani Tadashi; Nakashima Ruka
Chemistry Letters, The Chemical Society of Japan, (12) 2131 - 2134, 1991 - Effects of (α-Substituted Carboxylic Acids and Their Ethyl Esters on the Growth of Lettuce Seedlings
Ruka Nakashima; Nobuya Hayashi; Takashi Iwai; Shogo Matsuo; Nasuo Ueda; Jiro Yamamoto; Tadashi Mizutani
Nippon Nogeikagaku Kaishi, 65(12) 1777 - 1780, 1991, Scientific journal - Synthesis of nickel and magnesium phyllosilicates with 1:1 and 2:1 layer structures.
Mizutani Tadashi; Fukushima Yoshiaki; Okada Akane; Kamigaito Osami
Bull. Chem. Soc. Jpn., The Chemical Society of Japan, 63(7) 2094 - 2098, 1990
MISC
- Coupled oxidation of iron tetraarylporphyrins as a synthetic tool for linear tetrapyrroles
Tadashi Mizutani
JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, WORLD SCI PUBL CO INC, 20(1-4) 108 - 116, Jan. 2016, Book review - Synthesis of para- or ortho-Substituted Triarylbilindiones and Tetraarylbiladienones by Coupled Oxidation of Tetraarylporphyrins
Ryosuke Nakamura; Kazuhisa Kakeya; Nao Furuta; Etsuko Muta; Hiroaki Nishisaka; Tadashi Mizutani
JOURNAL OF ORGANIC CHEMISTRY, AMER CHEMICAL SOC, 76(15) 6108 - 6115, Aug. 2011 - Functionalization of Silica Surface by Tetrahydroxyporphyrin via Si-O Linkages
Nagisa Minamijima; Nao Furuta; Shintaro Wakunami; Tadashi Mizutani
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, CHEMICAL SOC JAPAN, 84(7) 794 - 801, Jul. 2011 - Solvatochromism of triarylbilindiones: far-red-absorbing bilindiones formed in aprotic amides and amines
Nao Furuta; Tadashi Mizutani
SUPRAMOLECULAR CHEMISTRY, TAYLOR & FRANCIS LTD, 23(1-2) 74 - 82, 2011 - Water Accessibility to the Binding Cleft as a Major Switching Factor from Entropy-Driven to Enthalpy-Driven Binding of an Alkyl Group by Synthetic Receptors
Sayaka Matsumoto; Hiroya Iwamoto; Tadashi Mizutani
CHEMISTRY-AN ASIAN JOURNAL, WILEY-V C H VERLAG GMBH, 5(5) 1163 - 1170, 2010 - Selective adsorption of biladien-ab-one and zinc biladien-ab-one to mesoporous silica
Hiroaki Akasaka; Hajime Yukutake; Yuko Nagata; Takuzo Funabiki; Tadashi Mizutani; Hideki Takagi; Yoshiaki Fukushima; Lekh Raj Juneja; Hironobu Nanbu; Kouichi Kitahata
MICROPOROUS AND MESOPOROUS MATERIALS, ELSEVIER SCIENCE BV, 120(3) 331 - 338, Apr. 2009 - Allosteric binding of amino alcohols and diamines by dimeric zinc biladienone
Tomofumi Shimizu; Naomi Asano; Tadashi Mizutani; Ho-Chol Chang; Susumu Kitagawa
TETRAHEDRON LETTERS, PERGAMON-ELSEVIER SCIENCE LTD, 50(5) 536 - 539, Feb. 2009 - Molecular recognition in anisotropic media. Binding of alkylpyridines to amphiphilic zinc porphyrins incorporated in liposomal bilayer membranes
Ryosuke Murakami; Asuka Minami; Tadashi Mizutani
ORGANIC & BIOMOLECULAR CHEMISTRY, ROYAL SOC CHEMISTRY, 7(7) 1437 - 1444, 2009 - Homohelicity-enriched zinc bilinone dimers with chiral aliphatic spacers. Synthesis and application to chiral induction of a nematic liquid crystal
Shigeyuki Yagi; Katsushi Hamakubo; Shigeru Ikawa; Hiroyuki Nakazumi; Tadashi Mizutani
TETRAHEDRON, PERGAMON-ELSEVIER SCIENCE LTD, 64(46) 10598 - 10604, Nov. 2008 - Synthesis of biladienone and bilatrienone by coupled oxidation of tetraarylporphyrins
Naomi Asano; Sayo Uemura; Tomoya Kinugawa; Hiroaki Akasaka; Tadashi Mizutani
JOURNAL OF ORGANIC CHEMISTRY, AMER CHEMICAL SOC, 72(14) 5320 - 5326, Jul. 2007 - Thermodynamics of hydrophobic interactions: Entropic recognition of a hydrophobic moiety by poly(ethylene oxide)-zinc porphyrin conjugates
Hiroya Iwamoto; Tadashi Mizutani; Koji Kano
CHEMISTRY-AN ASIAN JOURNAL, WILEY-V C H VERLAG GMBH, 2(10) 1267 - 1275, 2007 - A new molecular switch based on helical biladienone
Eriko Matsui; Nobuyuki N. Matsuzawa; Oliver Harnack; Takae Yamauchi; Tsuyonobu Hatazawa; Akio Yasuda; Tadashi Mizutani
ADVANCED MATERIALS, WILEY-V C H VERLAG GMBH, 18(19) 2523 - +, Oct. 2006 - N-methylporphyrin as a binding motif for the recognition of a phenolic hydroxy group
Satoshi Kotomari; Tsukasa Yoshikawa; Tadashi Mizutani; Hideki Takai
CHEMISTRY LETTERS, CHEMICAL SOC JAPAN, 35(9) 1020 - 1021, Sep. 2006 - Homohelicity induction of propylene-linked zinc bilinone dimers by complexation with chiral amine and alpha-amino esters. Preorganization of structurally coupled homohelical subunits
K Hamakubo; S Yagi; H Nakazumi; T Mizutani; S Kitagawa
TETRAHEDRON, PERGAMON-ELSEVIER SCIENCE LTD, 62(15) 3619 - 3628, Apr. 2006 - Thermochromic and solvatochromic zinc biladienones: dynamic equilibria of a metal complex having a flexible framework sensitive to environment
K Kita; T Tokuoka; E Monno; S Yagi; H Nakazumi; T Mizutani
TETRAHEDRON LETTERS, PERGAMON-ELSEVIER SCIENCE LTD, 47(10) 1533 - 1536, Mar. 2006 - Extraordinary doping effects of chiral helical linear tetrapyrrole-Zn(II) complexes on chiral nematic induction of MBBA liquid crystal
K Hamakubo; S Hama; S Yagi; H Nakazumi; T Mizutani
CHEMISTRY LETTERS, CHEMICAL SOC JAPAN, 34(10) 1454 - 1455, Oct. 2005 - Synchronous helicity control in zinc bilinone trimer
K Hamakubo; S Yagi; H Nakazumi; T Mizutani; S Kitagawa
TETRAHEDRON LETTERS, PERGAMON-ELSEVIER SCIENCE LTD, 46(42) 7151 - 7154, Oct. 2005 - Copper(II) complexes of a series of polypyridine ligands possessing a 1,2-bis(2-pyridyl)ethane common moiety: Incorporation and hydrolysis of phosphate esters
M Itoh; J Nakazawa; K Maeda; K Kano; T Mizutani; M Kodera
INORGANIC CHEMISTRY, AMER CHEMICAL SOC, 44(3) 691 - 702, Feb. 2005 - A facile and versatile preparation of bilindiones and biladienones from tetraarylporphyrins
T Yamauchi; T Mizutani; K Wada; S Horii; H Furukawa; S Masaoka; HC Chang; S Kitagawa
CHEMICAL COMMUNICATIONS, ROYAL SOC CHEMISTRY, 1309(10) 1309 - 1311, 2005 - Efficient axial chirality induction in biphenyldiol triggered by proton-transferred hydrogen bonding with chiral amine
H Takagi; T Mizutani; T Horiguchi; S Kitagawa; H Ogoshi
ORGANIC & BIOMOLECULAR CHEMISTRY, ROYAL SOC CHEMISTRY, 3(11) 2091 - 2094, 2005 - Linear tetrapyrroles as functional pigments in chemistry and biology
水谷 義
(8) 226 - 237, 2004 - バイオミネラリゼーションと化学
水谷 義
同志社大学工学会報, (46) 23 - 27, 2004 - Linear tetrapyrroles as functional pigments in chemistry and biology
T Mizutani; S Yagi
JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, WORLD SCI PUBL CO INC, 8(1-3) 226 - 237, 2004 - PB15 Synthesis of Bilin-Metal Complex Bearing Long Alkyl Chains.
Yamauchi Takae; Kitagawa Susumu; Mizutani Tadashi
日本液晶学会討論会講演予稿集, Japanese Liquid Crystal Society, 2003(2003) 387 - 388, 14 Oct. 2003 - Mizutani, Tadashi; Kozake, Katsuyuki; Wada, Kenji; Kitagawa, Susumu, An Efficient Recognition Motif for an Alkyl Moiety in Water
Chem. Commun., 2918 - 2919, 2003 - Wada, Kenji; Mizutani, Tadashi; Matsuoka, Hideki; Kitagawa, Susumu, A New Strategy for the Design of Water-Soluble Synthetic Receptors: Specific Recognition of DNA Intercalators and Diamines
Chem. Eur. J., (9) 2368 - 2380, 2003 - Wada, Kenji; Mizutani, Tadashi; Kitagawa, Susumu, Synthesis of Functionalized Porphyrins as Oxygen Ligand Receptors
J. Org. Chem., (68) 5123 - 5131, 2003 - 多孔性配位高分子錯体の吸着に伴う伝導及び誘電特性変化
松田亮太郎; 張浩徹; 水谷義; 北川進
分子構造総合討論会講演要旨集, 2002 628 , 01 Oct. 2002 - Functionalized DMAP catalysts for regioselective acetylation of carbohydrates
T Kurahashi; T Mizutani; J Yoshida
TETRAHEDRON, PERGAMON-ELSEVIER SCIENCE LTD, 58(43) 8669 - 8677, Oct. 2002 - Chiral recognition and chiral sensing using zinc porphyrin dimers
T Hayashi; T Aya; M Nonoguchi; T Mizutani; Y Hisaeda; S Kitagawi; H Ogoshi
TETRAHEDRON, PERGAMON-ELSEVIER SCIENCE LTD, 58(14) 2803 - 2811, Apr. 2002 - 新規銅(II)配位高分子錯体結晶の合成と誘電特性
松田 亮太郎; 張 浩徹; 水谷 義; 北川 進
日本化学会第81春季年会, 26 Mar. 2002 - Kazuhiro Uemura, Susumu Kitagawa, Mitsuru Kondo, Koichi Fukui, Ryo Kitaura, Ho-Chol Chang, and Tadashi Mizutani, Novel Flexible Frameworks of Porous Cobalt(II) Coordination Polymers That Show Selective Guest Adsorption Based on the Switching of Hydrogen-B
水谷 義
Chem. Eur. J., (8) 3586 - 3600, 2002 - Hydrophobic environment of gable-type bisporphyrin receptors in water promotes binding of amines and oligopeptides
T Mizutani; K Wada; S Kitagawa
CHEMICAL COMMUNICATIONS, ROYAL SOC CHEMISTRY, (15) 1626 - 1627, 2002 - Kazuhiro Uemura, Susumu Kitagawa, Mitsuru Kondo, Koichi Fukui, Ryo Kitaura, Ho-Chol Chang, and Tadashi Mizutani, Novel Flexible Frameworks of Porous Cobalt(II) Coordination Polymers That Show Selective Guest Adsorption Based on the Switching of Hydroge・・・
Chem. Eur. J., (8) 3586 - 3600, 2002 - Mizutani, T.; Wada, K.; Kitagawa, S. Hydrophobic Environment of Gable-type Bisporphyrin Receptors in Water Promotes Binding of Amines and Oligopeptides
Chem. Commun., 1626 - 1627, 2002 - Kurahashi, T.; Mizutani, T.; Yoshida, J. Functionalized DMAP catalysts for regioselective acetylation of carbohydrates
Tetrahedron, (58) 8669 - 8677, 2002 - A new class of cyclic hexamer: [Co6L6]24- (H6L = hexaazatriphenylene hexacarboxylic acid)
Shigeyuki Masaoka; Shuhei Furukawa; Ho-Chol Chang; Tadashi Mizutani; Susumu Kitagawa
Angewandte Chemie - International Edition, 40(20) 3817 - 3819, 15 Oct. 2001 - Molecular recognition of DNA intercalators at nanomolar concentration in water
T Mizutani; K Wada; S Kitagawa
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, AMER CHEMICAL SOC, 123(26) 6459 - 6460, Jul. 2001 - Solvent effect on helicity induction of zinc bilinone bearing a chiral auxiliary at the helix terminal
S Yagi; T Morinaga; T Nomura; T Takagishi; T Mizutani; S Kitagawa; H Ogoshi
JOURNAL OF ORGANIC CHEMISTRY, AMER CHEMICAL SOC, 66(11) 3848 - 3853, Jun. 2001 - 3,6-Di(4-pyridyl)-1,2-dimethoxybenzene を用いた新規銅(II)配位高分子の合成と構造
松田 亮太郎; 近藤 満; 水谷 義; 北川 進
日本化学会第79春季年会, 30 Mar. 2001 - Interprotein electron transfer reaction regulated by an artificial interface
Y Hitomi; T Hayashi; K Wada; T Mizutani; Y Hisaeda; H Ogoshi
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, WILEY-V C H VERLAG GMBH, 40(6) 1098 - +, 2001 - A New Class of Cyclic Hexamer: [Co6L6](24-) (H6L = hexaazatriphenylene hexacarboxylic acid)
S Masaoka; S Furukawa; HC Chang; T Mizutani; S Kitagawa
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, WILEY-V C H VERLAG GMBH, 40(20) 3817 - +, 2001 - Novel approaches to molecular recognition using porphyrins
H Ogoshi; T Mizutani
CURRENT OPINION IN CHEMICAL BIOLOGY, CURRENT BIOLOGY LTD, 3(6) 736 - 739, Dec. 1999, Book review - Silicic Acid Polymerization Catalyzed by Amines and Polyamines
MIZUTANI Tadashi; NAGASE Hisato; FUJIWARA Naohiko; OGOSHI Hisanobu
Bulletin of the Chemical Society of Japan, Chemical Society of Japan, 71(8) 2017 - 2022, 15 Aug. 1998 - Multifunctional and chiral porphyrins: Model receptors for chiral recognition
H Ogoshi; T Mizutani
ACCOUNTS OF CHEMICAL RESEARCH, AMER CHEMICAL SOC, 31(2) 81 - 89, Feb. 1998, Book review - Transfer Kinetics of Amphiphilic Porphyrin between Organic Phase and Water Phase
MIZUTANI Tadashi; TOBISAWA Akihiko; OGOSHI Hisanobu
Chemistry letters, 1996(8) 605 - 606, Aug. 1996 - Complexation-induced Catalysis in Zinc Insertion into Cationic Porphyrin
MIZUTANI Tadashi; KOYAMA Hiroshi; EMA Tadashi; NOMURA Akiko; YOSHIDA Takashi; OGOSHI Hisanobu
Chemistry letters, 1995(10) 941 - 942, 05 Oct. 1995 - Syntheses and biological activities of (2s,2′ s)- and (2s,2′r)-dimethyl 3-phenyl-2,2′-oxydipropionate, ether analogues of a plant-growth regulator isolated from botrytis squamosa
Ruka Nakashima; Eiji Fujisawa; Tadashi Mizutani; Jiro Yamamoto; Nasuo Ueda
Bioscience, Biotechnology and Biochemistry, 58(8) 1508 - 1509, 1994, Report scientific journal
Presentations
- 水溶性ポルフィリンによる生体機能化学－疎水性相互作用の熱力学
水谷 義
第5回機能超分子セミナー, 2012, 東京大学駒場キャンパス - Synthesis, Reactivity, and Spectroscopic Properties of meso-Triaryl-5-oxaporphyrins
MIZUTANI Tadashi
Seventh International Conference on Porphyrins and Phthalocyanines, Jeju, 2012, Korea - Isotope Labeling Study of Reaction Mechanisms Governing the Coupled Oxidation of meso-Substituted Porphyrins
MIZUTANI Tadashi
Seventh International Conference on Porphyrins and Phthalocyanines, Jeju, 2012, Korea - Modification of the Surface of Silicate Glass by Hydroxyporphyrins and Chemical Stability and Reactivity of Their Monolayers
MIZUTANI Tadashi
Seventh International Conference on Porphyrins and Phthalocyanines, Jeju, 2012, Korea - 銅フタロシアニン / フラーレン誘導体を活性層とする有機薄膜太陽電池の開発
水谷 義
２０１１年日本化学会西日本大会, 2011, 徳島大学工学部 - 機能化ポルフィリンによる生体機能化学 ̶ 疎水性水和の熱力学と酸素酸化反応
水谷 義
筑波大学学際物質科学研究センター（TIMS）第１４回機能性分子シンポジウム, 2011, 筑波大学 - トリアリルオキサポルフィリンのシクロデキストリンによる可溶化
水谷 義
第２８回シクロデキストリンシンポジウム2011 in 秋田, 2011, 秋田ビューホテル - 水溶性オキサポルフィリンの合成と DNAとの結合挙動
水谷 義
２０１１年日本化学会西日本大会, 2011, 徳島大学工学部 - Si-O結合形成反応を利用したテトラヒドロキシポルフィリンによるシリカ表面の機能化
水谷 義
第７１回応用物理学会学術講演会, 2010, 長崎大学文教キャンパス - メソ位に置換基を有する5-オキサポルフィリンの合成とキャラクタリゼーション
水谷 義
第４０回複素環化学討論会, 2010, 仙台 - フッ素化サブナフタロシアニンの合成と性質
水谷 義
第４０回複素環化学討論会, 2010, 仙台 - リポソームへの両親媒性ポルフィリンの導入プロセスのメカニズム－ポルフィリンの親水基の効果－
水谷 義
第４回バイオ関連化学シンポジウム（第２５回生体機能関連化学シンポジウム、第１３回バイオテクノロジー部会シンポジウム、第１３回生命化学研究会シンポジウム）, 2010, 大阪大学豊中キャンパス - テトラアリルポルフィリン鉄錯体の共役酸化反応によるビリンジオン・ビラジエノンの合成
水谷 義
第24回生体機能関連化学シンポジウム／第12回バイオテクノロジー部会シンポジウム, 2009, 九州大学医系キャンパス - オルト置換トリアリルビリンジオンの合成と分子認識挙動
水谷 義
第24回生体機能関連化学シンポジウム／第12回バイオテクノロジー部会シンポジウム, 2009, 九州大学医系キャンパス - Functionalization of Silicon Dioxide with Porphyrin Tetraol as a Route to Fabrication of Silicon Electrode with Improved Affinity to Organic Semiconductor
MIZUTANI Tadashi
Gordon Research Conference, Electronic Processes In Organic Materials, Mount Holyoke College, South Hadley, MA, 2008, USA - エンタルピー支配及びエントロピー支配の疎水相互作用
水谷 義
第３回バイオ関連化学合同シンポジウム（第２３回生体機能関連化学シンポジウム、第１１回バイオテクノロジー部会シンポジウム、第１１回生命化学研究会シンポジウム、第４回ホストーゲスト化学シンポジウム）, 2008, 東京工業大学すずかけ台キャンパス - SELF-ASSEMBLY OF DISCOTIC LINEAR TETRAPYRROLES WITH FLEXIBLE CHIRAL CORES
MIZUTANI Tadashi
41st IUPAC CONGRESS Torino, 2007, Italy
Research Projects
- Roles of water in the polymer-calcium phosphate composites
水谷 義
Japan Society for the Promotion of Science, Grants-in-Aid for Scientific Research, 2022/04 -2025/03, Grant-in-Aid for Scientific Research (C), Doshisha University - Development of tough hybrid materials by regulated crystallization of hydroxyapatite inspired by bone formation
Mizutani Tadashi
Water-soluble polymers such as ethylene-vinyl alcohol copolymer and starch was hybridized with hydroxyapatite by co-precipitation from aqueous solutions. The hybrid powder was densified with uniaxial press at 120 oC at 120 MPa to prepare test blocks. These test blocks showed flexural strength up to 80 MPa and elastic modulus up to 4.5 GPa, and some showed stronger than plastics. Hybrid prepared from starch showed larger elastic modulus than that prepared from synthetic polymer such as ethylene-vinyl alcohol copolymer, showing that the rigid polymer structure lead to tough hybrid blocks., Japan Society for the Promotion of Science, Grants-in-Aid for Scientific Research, 2017/04 -2020/03, Grant-in-Aid for Scientific Research (C), Doshisha University - Construction of organic-inorganic interface via covalent bonds
MIZUTANI Tadashi
Bonding of organic molecules on solid inorganic surface is important for development of organic-inorganic hybrid materials. The reaction can be applied to fabrication of bioceramics, organic solar cells and transistors, and organic catalyst on silica gel. Condensation of alcohols and silanols on silicate glass was investigated. We found that tertiary alcohol, which has been considered to be inert, was bonded to silicate glass and the resulting film was stable against alkaline hydrolysis., Japan Society for the Promotion of Science, Grants-in-Aid for Scientific Research, 2011 -2013, Grant-in-Aid for Scientific Research (C), Doshisha University - Development of Reaction Systems using Highly Functionalized Metal Complexes
MIZUTANI Tadashi; FUNABIKI Takuzo
本研究では金属錯体の機能モデル化合物としての高機能性金属錯体を合成し、これを機能中心として用いて、ヘモシアニン機能モデル化合物としての二核銅錯体によるによる酸素分子の可逆的結合反応、メタンモノオキシゲナーゼ機能モデル化合物としての二核鉄錯体による酸素活性化による基質酸素化触媒反応、アルカリホスファターゼ機能モデル化合物としてのリン酸ジエステルの加水分解反応およびDNAと結合できるビスインターカレータ部位を持つ二核銅錯体によるDNAとの特異的結合などの様々な反応システムを開発した。, Japan Society for the Promotion of Science, Grants-in-Aid for Scientific Research, 2006 -2008, Grant-in-Aid for Scientific Research (B), Doshisha University - 大きな正電荷と疎水ポケットをもつ多核銅、鉄及び亜鉛ナノ構造錯体の合成と分子認識
小寺 政人; 加納 航治; 水谷 義
2つのジピリジルメタノール(dpmOH)基をそのbridgehead炭素の位置でベンゼン環のメタ位につないだ配位子H_2L1およびベンゼン環のパラ位につないだH_2L2を合成し、これを用いて三核銅錯体をbuilding blockとする集積型ナノ構造錯体を合成した。H_2L1は三核銅ユニットが2つ集積した6核銅(II)錯体1を、H_2L2は三核銅ユニットが4つ集積した12核銅(II)錯体2をそれぞれ生成した。錯体1,2の構造はX線単結晶構造解析によって決定した。錯体2は、4つの三核銅ユニットが正四面体の各頂点に存在する構造をとり、その内部にはアダマンタン2分子程度の大きさの配位空間が存在する事がわかった。配位空間内の構造を明らかにするために、さらに精度の良いX線結晶構造解析を行った。錯体2の配位空間には1つのPF_6と4つのMeCN分子が取込まれていた。錯体2の溶液中の構造を明らかにするために質量分析を行った。CSI MSスペクトルからは、PF_6を対イオンとして持つ場合は配位空間に取込まれたPF_6イオンがナノ構造を安定化して溶液中でも大きな配位空間を持つナノ構造が安定に保たれている事が示された。また、対イオンがハロゲンイオンだけからなる場合には、配位子の1つがはずれた構造を持つ事がわかった。錯体2は、高いプラスの電荷を持つので、その配位空間にはアニオンを取り込むことが結晶構造やCSI MSスペクトルから明らかにされた。そこで、錯体2を用いてリン酸ジエステルであるHPNPの加水分解を行ったところ、錯体2は三核銅錯体よりも27倍反応を加速する事がわかった。これらの結果は、金属タンパク質の機能を再現するナノ構造多核錯体を開発するために極めて重要な知見を与えるものである。, 日本学術振興会, 科学研究費助成事業, 2005 -2005, 萌芽研究, 同志社大学 - 水溶性レセプターの合理的合成法の開発
水谷 義; 張 浩徹
水溶性レセプターの合成は、タンパク質やDNAなどの生体高分子の分子認識機構の解明や生理活性分子の分離・検出などを行うための基本となるものであるが、これまでに、合成方法の立場から詳細な検討は行われてきていない。特に、疎水性と親水性の二面性をもつ分子を合成する必要があり、親水基の導入のタイミングなどが、合成の成否を分けるものと考えられる。われわれは、これまでの研究で、疎水性のポルフィリンを骨格に用いて分子認識サイトを構築し、これに親水性部位を導入する方法についていろいろと検討してきた。 水溶性を付与するための官能基としてアニオン性のカルボキシレートを多数導入したポルフィリンについては、以前に報告したが、この分子は、不十分な疎水空間を有することが分かった。そこで、中性の親水性官能基としてポリエチレンオキシドを導入したポルフィリンの合成方法を検討した。 合成方法としては、末端にカルボン酸基をもつポルフィリンをまず、合成し、これを、末端がアミノ基のポリエチレンオキシドと縮合剤でカップリングさせた。このようにして合成した水溶性ポルフィリンレセプターは、いろいろなアミンを水中で取り込み、特に効果的に疎水相互作用が働くことが分かった。特に、いろいろなアルキル鎖の長さをもつ4-アルキルピリジンとの結合定数を吸収スペクトルで測定すると、アルキル基の炭素が1つ増えるごとに3.5kJ/mol分の結合自由エネルギーの増加が見られた。これは、水とオクタノールなどの分配係数から見積もったメチレン基1つあたりの自由エネルギーとほぼ同じであり、水中に理想的な疎水空間が構築されていることが分かった。 水溶性高分子と疎水性人工レセプターの組み合わせで、いろいろなレセプターの合成が可能であると期待でき、将来のいろいろな展望を示すことができた。, 日本学術振興会, 科学研究費助成事業, 2002 -2003, 特定領域研究 - 分子認識相互作用と高分子材料のダイナミックスのカップリング
特定領域研究, 2001 -2003, Competitive research funding - 多元素環状化合物を用いた分子認識素子の開発
特定領域研究, 2001 -2003, Competitive research funding - Preparation of Electric Field-Applicable Solid State NMR Probe
KITAGAWA Susumu; MIZUTANI Tadashi; ENDO Kazuo; FUJITO Teruaki; CHANG Ho-chol
We have constructed a new NMR probe for the measurement of solid state NMR spectra under the electric field. The high-power amplifier was used for the observation of the spectra. The sample in the dyfron plate vessel. The sample stage was mounted in the goniohead so that the stage can be rotated. Consequently, the electric field can be applied to the sample in the region of -90 - +90°against the magnetic field. To avoid an evolution of heat, cooled air was supplied to the stage by the tube. High-voltage rapid electric amplifier was installed, which can apply direct voltage of 0-500 V to the sample. Using the probe, we have measured ^<13>C NMR spectra of 4-cyano-4'-n-pentylbiphenyl (5CB), which shows a nematic liquid crystal phase at room temperature, by stepwise increase of a electric field. The obtained spectra are found to be in good agreement with previous reports on a local motion and an electronic structures of 5CB. In addition we have used the probe to characterize microporous coordination polymers with guest inclusion ability., Japan Society for the Promotion of Science, Grants-in-Aid for Scientific Research, 2000 -2001, Grant-in-Aid for Scientific Research (B), KYOTO UNIVERSITY - Chemical Approach to New Conversion of Hemoprotein Function
HAYASHI Takashi; MIZUTANI Tadashi; SHIMAKOSHI Hisashi; HISAEDA Yoshio
The reconstitution of myoglobin with an artificially created prosthetic group is a unique method for introducing a new chemical function into the protein. In this project, we proposed two approach to the reconstitutional method in order to create a new function into myoglobin. One is the modification of heme-propionate side chains, and another is the modification of heme framework. The summary of our recent results are shown as follows : 1. Protein-protein complex via an artificial interface on the protein surface was constructed ; e.g.. reconstituted myoglobin - cytochrome c complex. 2. Photoinduced electron transfer was monitored within the artificial protein complexes. It is a suitable model to elucidate the mechanism of the complicated electron transfer in biological systems. 3. Reconstituted myoglobin exhibits peroxidase and/or peroxygenase activities upon the addition of substrate binding site on the myoglobin surface. 4. The role of two heme-propionate side chains in the myoglobin was proved by new myoglobin reconstituted with the special heme lacking one of the propionates. 5. It is found that myoglobin reconstituted with iron porphycene shows extremely high dioxygen affinity. The net results demonstrate that the reconstitutional method will serve as a new way in the creation of a unique functionalized hemoprotein., Japan Society for the Promotion of Science, Grants-in-Aid for Scientific Research, 1999 -2001, Grant-in-Aid for Scientific Research (B), Kyushu University - 水中の分子認識における基本的な相互作用の解明
特定領域研究, 2000 -2000, Competitive research funding - Creation of multifunctional microchannels by coordination polymers
KITAGAWA Susumu; KONDO Mitsuru; MIZUTANI Tadashi
The chemistry of microporous compounds have been studied extensively due to unique properties such as separation, adsorption, heterogeneous catalysis, and so on. Especially, creation of novel porous materials as adsorbents is a most attractive research field for the purpose of storage and transport of natural gas. A novel 3-D coordination polymer, [{[CuSiF6 (4,4'-bpy)2] 8H2O)}n](4,4'-bpy= 4,4'-bipyridine) was synthesized and characterized. This network provides channels with dimensions of ca 8 Å * 8 Å along the c-axis and ca 6 Å * 2 A along the a- and b-axes. The differential pore volume plot, represented by the HK method, shows only one sharp peak at ca 7.8 Å. The methane adsorption experiment was also carried out on zeolite 5A, which has the highest known methane adsorption capacity. XRPD measurement shows that the network is retained in the absence of any guest molecules in the channels., Japan Society for the Promotion of Science, Grants-in-Aid for Scientific Research, 1999 -2000, Grant-in-Aid for Scientific Research (A)., KYOTO UNIVERSITY - 分子認識能を有する無機高分子ゲルを反応メディアとする炭素結合形成反応の制御
水谷 義; 近藤 満
目的 ゲルの合成の容易さと機能性分子として大きな可能性をもっているポルフィリンを組み合わせる目的で、ポルフィリンに重合基を結合させ、そのゲル化と、ゲル骨格による分子認識の制御を試みた。 結果 ポルフィリンはゲルにビニル基を通じてラジカル共重合によって結合させることとし、ビニル基を4つ有するポルフィリン誘導体の合成を行った。ジアミンを出発原料に用い、ビニル基を4つ有するポルフィリン1を合成した。 ポルフィリン1は、アクリルアミドと過硫酸塩の存在下で少量のDMFを含む水溶液中、ラジカル共重合を行い、透明な高分子ゲルを得た。ゲルにポルフィリンが取り込まれていることは、UV-可視吸収スペクトルにより確認した。ポルフィリンは、その大きな疎水面のために、水などの極性溶媒中ではface to faceの会合体を容易に形成することが知られている。そのような会合体の形成は、分子認識や触媒活性の発現のためにはマイナスに働くことが予想されるので、ゲル中でのポルフィリンの会合形態を、UV-可視吸収スペクトルにより調べた。そのスペクトルの形状から、ポルフィリンが親水的な環境にも関わらず分散して存在していることが示唆された。従って、ポルフィリンの疎水的な骨格が水に露出していることになり、疎水的な分子を強く取り込むことが予想される。 考察 上で述べたようなラジカル共重合反応を利用することで、ポルフィリンをいろいろな官能基のモノマーと組み合わせて重合させることは容易であり、ポルフィリンの周辺に種々の官能基を3次元的に配置することが可能である。また、高分子ゲルの特徴として、温度、pH、イオン強度などの外的なパラメータによって、ゲルの相転移を誘起させることができ、ポルフィリン周りの空間の大きさが制御できると考えられる。このような、ゲルの骨格の相転移を引き金とする分子認識や触媒反応についても検討していく。, 日本学術振興会, 科学研究費助成事業, 1999 -1999, 特定領域研究(A), 京都大学 - 分子認識能を有する無機高分子ゲルを反応メディアとする炭素結合形成反応の制御
水谷 義
序論 前年度の研究成果により,アミン,特にポリアミン類が珪酸の水溶液中での重合反応を加速し,結果として有機ー無機ハイブリッドが生成することがわかった。今年度は,この珪酸とアミンのハイブリッドを有機反応の触媒として用いる可能性について検討を加えた。 実験 実験としては,アミンと珪酸の比をいくつか変えたハイブリッドを合成し,これらの触媒活性について検討した。反応は,活性カルボン酸エステルの加水分解反応および,リン酸エステルの加水分解反応について,それぞれ,ハイブリッド触媒の活性を検討した。反応は水溶液(緩衝溶液)で行い,反応速度は分光光度計を用いて追跡した。速度定数を種々のpHにおいて測定した。 結果 p-ニトロフェニルエステルの加水分解を硼酸緩衝液中,20℃において検討した結果,反応速度はpH8.0で最大になり,酸塩基の協同的な触媒作用のあることが示唆された。単なるシリカゲルに比べて反応速度はこのpHで約2倍であった。 また,興味深いことに,今回合成したシリカーアミンハイブリッドは,シリカ/アミンの比が大きなものについては撥水性であった。これは,ハイブリッドの表面に露出するシラノール基とアンモニウム基がそれぞれ,アニオン性,カチオン性であるので,それらのバランスにより,表面の水に対する親和性が異なるためではないがと考えられる。 結論 今回新しく合成した,アミンーシリカゲルハイブリッドは,エステルの加水分解反応に対する触媒活性を示した。さらに,通常のシリカゲルとは異なる表面の性質を示すこともわかり,新規材料への展開が期待できる。, 日本学術振興会, 科学研究費助成事業, 1998 -1998, 特定領域研究(A), 京都大学 - Synthesis of novel tetradentate ligands with helical chirality and their application to catalytic asymmetric reactions
MIZUTAMI Tadashi
Aromatizing polymerization of 1 , 2-diisocyanobenzene derivatives was mediated by optically active organopalladium(II) complexes bearing 1,1 -binaphth-2-yl groups to give optically active poly(quinoxaline-2,3-diyl)s with varying screw-sense selectivities, which crucially depended upon the substituents on the binaphthyl groups. The most effective catalyst, which has 7 -methoxy- 1,1 binaphthyl group, induced the formation of a single screw-sense. In contrast, a catalyst with 2 methoxy-l, l -binaphthyl group only afforded polymers with less than 20% screw-sense selectivity. In the cases of parent l, l'-binaphthyl and 2'-tert-butyldimethylsiloxy-l, l -binaphthyl derivatives, the selectivities ranged from 63% ee to 84% ee Isolation and structural analyses (single-crystal X- ray diffraction and ^1H NMR spectroscopy) of intermediary [oligo(quinoxalinyl)]palladium complexes revealed that the screw-sense selection in the polymerization may be decisively governed by the diastereomeric ratios of the (terquinoxalinyl)palladium(II) complex intermediate. The [oligo(quinoxalinyl)]palladium complexes were reacted with lithium diphenyiphosphide to give the corresponding [oligo(quinoxalinyl)]diphenylphosphine in reasonable yields. The optically active, helical tertiary phosphine was found to coordinate to palladium(II) in the reaction with allylpalladium chloride dimer to give the corresponding mono(phosphine)chloro(allyl)palladium(II) complexes., Japan Society for the Promotion of Science, Grants-in-Aid for Scientific Research, 1997 -1998, Grant-in-Aid for Scientific Research (C), KYOTO UNIVERSITY - 分子認識能を有する無機高分子ゲルを反応メディアとする炭素結合生成反応の制御
水谷 義
分子認識能を有する無機高分子ゲルの合成を目的として、水中における珪酸の重合に対して種々の有機化合物の触媒効果を検討した。弱塩基性水溶液中において、珪酸の重合と続いて起こるゲル化はアミン及びポリアミンの存在により促進された。モリプド珪酸法求めた、モノマーの珪酸の消失をアミン存在下と存在しないときで比較すると、アミン類に重合触媒活性が認められた。とりわけポリアミンの場合は触媒効果が顕著で、一瞬でゲルが沈降した。また、得られたシリカゲルにはかなりの量のアミンが取り込まれており、本来負に帯電しているシリカゲルの表面を正に帯電させその表面の性質を変化させることが分かった。これに伴い生成したシリカゲルは異なる吸着特性を示すこともわかった。インジゴカルミンなどのアニオン基を有する色素をラングミア型の等温吸着線で吸着し、その吸着量からシリカゲルの表面積を見積もったところ、1000m^2/g程度の広い表面積を有することがわかった。シリカゲルの赤外線吸収スペクトルは、通常のシリカゲルより低い波数(1040-1080cm^<-1>)にSi-O伸縮を示すことが分かり、水素結合による強い有機-無機の複合化が起こっていることを示唆した。 新規に合成したシリカゲルについてその触媒活性などを実在検討している。, 日本学術振興会, 科学研究費助成事業, 1997 -1997, 重点領域研究, 京都大学 - 不斉な分子間の認識における形の相補性
水谷 義
生体分子において重要な構造モチーフであるラセン不斉をより基本的な不斉である点不斉から誘起するモデルとして、ビリベルディン亜鉛錯体のラセン不斉を光学活性なアミノ酸との相互作用によって誘起する系を検討した。種々のアミノ酸メチルエステルとの錯形成を塩化メチレン溶媒中で調べ、円偏光二色性スペクトルと、低温におけるプロトンの核磁気共鳴スペクトルから、ラセン不斉の誘起の程度を見積もることができた。円偏光二色性スペクトルからL-アミノ酸エステルは、一貫してビリベルディンに左まきのM-のラセンを誘起することがわかり、アミノ酸エステルの不斉炭素の情報が分子間相互作用を介してビリベルディンのラセン不斉に伝わることが分かった。一方、光学活性なアミンもラセンを誘起するが、そのラセンの向きは一定せず、また、ラセン不斉の効率も低い。このことは、不斉の誘起においてアミノ酸エステルのエステル基の重要性を示唆している。また、芳香族アミノ酸は脂肪族のアミノ酸に比べて良くラセン不斉を誘起した。これらの結果は水素結合などの局所的な相互作用よりも、ホストーゲスト間の双極子-双極子相互作用、芳香環-芳香環同志の相互作用などがラセン不斉により重要であることが明らかになった。さらに、ラセン不斉誘起にともなうコンフォーメーション変化の速度を核磁気共鳴スペクトルからみつもり、アミン、アミノ酸エステルがラセン反転の速度を加速することを見い出した。, 日本学術振興会, 科学研究費助成事業, 1996 -1996, 基盤研究(C), 京都大学 - Mechanism of Entropy Reduction during Molecular Recognition
MIZUTANI Tadashi
Molecular recognition, especially multipoint molecular recognition, was studied from the viewpoint of entropy changes during the process. A selective host for aspartic acid dimethyl ester was synthesized by regioselective introduction of three recognition groups into a porphyrin framework. Reference host having no recognition groups were also prepared to evaluate the thermodynamic parameters owing to each recognition interaction. On the other hand, it has been demonstrated that functions necessary for biological processes can be quantitatively evaluated by converting it to entropy quantity. This leads to the optimized design of multi-point recognition host. For example, translational entropy is associated with the capture of guest from a solution of low concentration of it. Internal rotational entropy is associated with the selectivity of guest recognition with internal rotational freedom. We need to specify the motional freedom restricted upon recognition. And the entropy change associated with that motional freedom should be calculated. The calculation of internal rotational entropy is especially important, and we carried out the calculation for the internal rotational entropy of amino acid esters. Experimentally determined rotational entropy along a single bond, which is determined from an experiment of binding of dimethyl aspartate by a trifunctionalized porphyrin host was 5 to 7 cal/K/mol. Comparison of calculated entropy and experimentally determined entropy enable us to evaluate the solvation entropy. This result gives fundamental information on the solvent-related interactions such as hydrophobic interactions., Japan Society for the Promotion of Science, Grants-in-Aid for Scientific Research, 1994 -1995, Grant-in-Aid for General Scientific Research (C), KYOTO UNIVERSITY - 珪酸塩固体表面を用いた分子認識と新規吸着剤の開発への応用
水谷 義
粘土鉱物に代表される層状珪酸塩と種々の生化学的に重要な分子との特異的な相互作用(分子認識)の可能性を調べるために、珪酸塩の表面の官能基およびその幾何学的配置に対応して相補的な構造のゲスト分子を種々合成して、天然に存在する珪酸塩の分子認識能力を評価した。まず、ジアンモニウム塩で、アンモニウム間の距離が異なるものを7つ合成した。モンモリロナイト、サポナイトの2つのフィロ珪酸塩に対する吸着を調べるために、いくつかの競争吸着を検討した。すなわち、懸濁状態(ゾル状態)のフィロ珪酸塩にジアンモニウム塩を添加することで層間化合物生成に伴う沈殿を生成させ、層間化合物にとりこまれるジアンモニウム塩の割合を測定した。この結果、まず、カルシウムイオンとの競争吸着においては、サポナイトでアンモニウム間の距離が大きいものほど強く吸着されるという傾向が認められた。ジアンモニウムイオン間の競争吸着実験では、水中ではよりアンモニウム間の距離の長いものが良く吸着するのに対して、有機溶媒中(ジメチルスルフオキシド、アセトニトリル)では、逆に、アンモニウム間の距離が短いものほど良く吸着することが判明した。このように、溶媒を変えることによって選択性が逆転することから、ゲスト分子の溶媒和エネルギーが選択性を決定する重要な因子となっていることを示した。また、格子エネルギーも選択性に寄与していることが示唆される実験結果も得られたが、ゲストデザインをさらに行って、格子エネルギーの重要性を確認する必要がある。, 日本学術振興会, 科学研究費助成事業, 1993 -1993, 奨励研究(A), 京都大学 - 珪酸塩触媒の新しい合成法の開発とその有機合成化学への応用
水谷 義
日本学術振興会, 科学研究費助成事業, 1992 -1992, 奨励研究(A), 京都大学 - Biotransformation and multiple use of Dehydroabietic acid and Related compounds.
NAKASHIMA Ruka; SHIBATA Aya; MIZUTANI Tadashi; UEDA Nasuo; YAMAMOTO Jiro
We checked the possibility of biotransformation of dehydroabietic acid and some terpenoides by fifty one fungi. Hlydroxylation was found at 2-, 7- and 16-position of dehydroabletic acid in high yield by IFO 30392 and 7802 in 7-position, IFO 7824 in 2-position and IFO 7085 in 16-position respectively. 3, 7, 11-trimethyl-2, 6, 10-dodercatrienoic acid and 3, 7, 11-trimethyl-2, 10-dodecatrien-1, 7 -diol were obtained in good yield with the biotransformation of fungi by IFO 3521 and IFO 7706 respectively. We synthesized the 13-aminodeisopropyl dehydroabietic acid and several substituted phenol dehydroabieate to find the posibility of liquid crystalness. Umbrella pine(Sciadopitys verticillata Sicb. et. Zucc), Japanese name koyamaki, a typical pine group tree in Japan. The major diterpenes in these foliage have been identified as kauren, phyllocladene, rimuene and sclarene. And, we can classified into eight chemical varieties on the basis of the diterpene hydrocarbon content of this leaves. These chemical types are related on the Median Tectonic Line of Japan Island., Japan Society for the Promotion of Science, Grants-in-Aid for Scientific Research, 1990 -1991, Grant-in-Aid for General Scientific Research (C), Tottori University - Studies on artificial receptors and dynamic functional materials
Competitive research funding - 人工ホストと動的機能材料の研究
Competitive research funding
Research cooperation among industry, academia and government
- Joint Research Theme：Biomineralization and composite chemistryRemarks：Cooperative research with other research organization including private (industrial) sectors
Research Seeds
- Biomass-based materials that can replace plastics
- Synthesis and biological applications of fluorescent moleculesResearch Fields: Chemicals, Nanotechnology and Materials, Life SciencesAffiliation/Name: Tadashi Mizutani
- Hybridization of organic molecules and inorganic solidsResearch Fields: Electric and Electronics, Machinery and Measuring Equipment, Chemicals, Nanotechnology and Materials, Life SciencesAffiliation/Name: Tadashi Mizutani
