Laboratory of Biofunctional Chemistry
Member and research theme



‡@Kohei OkudaKohei Okuda , Tadashi Mizutani*, Ken Hirota, Takayuki Hayashi, and Kazuhito Zinno

"Nonbrittle Nanocomposite Materials Prepared by Coprecipitation of TEMPO-Oxidized Cellulose Nanofibers and Hydroxyapatiteh

ACS Sustainable Chem. Eng. 2021, 9, 158-167 ŒöŠJƒy[ƒW



‡@ Kohei Okuda; Ken Hirota; Tadashi Mizutani; Yasuhiro Aoyama.

"Co-precipitation of tapioca starch and hydroxyapatite. Effects ofphosphorylation of starch on mechanical properties of the compositesh

Results in materials 2019, 3,100035 ŒöŠJƒy[ƒW



‡@ Shirai,Kaho; Takagi,Akuto; Taniwaki,Ryosuke; Kurata,Masanori; Kinugasa,Kentaro; Yamamoto,Koji; Tadashi,Mizutani; Takao,Yuko; Moriwaki,Kazuyuki; Ito,Takatoshi; Iwai,Toshiyuki; Matsumoto,Fukashi; Ohno,Toshinobu.

"Synthesis of chloroboron(‡V) 3,4,12,13,21,22-hexabromosubnaphthalocyanine under high dilution conditions and comparative studies of effects of halogenation on physicochemical properties of subnaphthalocyaninesh

Tetrahedron 2018,74,4220-4225 ŒöŠJƒy[ƒW



‡@ Takagi,Akuto;Mizutani,Tadashi

."Control of the molecular packing of chloroboron(‡V) and fluoroboron(‡V) subnaphthalocyanines by designing peripheral substituentsh

RSC Adv. 2017,7,54235-54245 ŒöŠJƒy[ƒW


‡A Kusakabe,Akane;Hirota,Ken;Mizutani,Tadashi.

"Crystallisation of hydroxyapatite in phosphorylated poly(vinyl alcohol) as a synthetic route to tough mechanical hybrid materialsh

Materials Science and Engineering: C 2017,70,487-493 ŒöŠJƒy[ƒW



‡@ Takagi,Akuto;Mizutani,Tadashi.

"p-n interface stabilization of planar heterojunction organic photovoltaics by an ethyleneoxy side chain of methanofullerenesh

Synthetic Metals 2016,215,223-228 ŒöŠJƒy[ƒW


‡A Yamamoto,koji;Takagi,Akuto;Hada,Miyako;Taniwaki,Ryosuke;Mizutani,Tadashi.

"Synthesis and optoelectronic properties of hexachloro- and hexaiodosubnaphthalocyanines as organic electronic materialsh

Tetrahedron 2016,72,4918-4924 ŒöŠJƒy[ƒW


‡B Tadashi Mizutani

"Coupled oxidation of iron tetraarylporphyrins as a synthetic tool for linear tetrapyrrolesh

Journal of Porphyrins and Phthalocyanines 2016, 20, 108-116 ŒöŠJƒy[ƒW



‡@ Kazuhisa Kakeya; Atsuko Shimizu; Kenta Akasaka; Tadashi Mizutani.

"Substituent effects on selectivity of coupled oxidation of iron tetraphenylporphyrinsh

Journal of Porphyrins and Phthalocyanines 2015 726-733 ŒöŠJƒy[ƒW


‡A Fujimoto,Takahiro;Furuta,Nao;Mizutani,Tadashi.

"Kinetics of reactions at an interface: functionalisation of silicate glass with porphyrins via covalent bondsh

Org. Biomol. Chem 2015,13,3371-3377 ŒöŠJƒy[ƒW



‡@ Takao,Yuko;Masuoka,Tomoaki;Yamamoto,Koji;Mizutani,tadashi.

"Synthesis and properties of novel fluorinated subnaphthalocyanines for organic photovoltaic cellsh

Tetrahedron Letters 2014,55(33),4564-4567


‡A Furuta,Nao;Yagi,takaaki;Mizutani,tadashi.

"Kinetics and mechanisms of hydrolysis of tetraphenylporphyrins tethered to silicate glass via a primary or tertiary alcohol linkerh

Tetrahedron 2014,70,4336-4342


‡B Kakeya, Kazuhisa; Aozasa, Masakatsu; Mizutani, Tadashi.

gNucleophilic Ring-opening of meso-Substituted 5-Oxaporphyrin by Oxygen, Nitrogen, Sulfur, and Carbon Nucleophilesh

The Journal of Organic Chemistry 2014, 79 (6) , 2591-2600


‡C Furuta, Nao; Mizutani, Tadashi.

gTris(3-hydroxypropyl)methyl as a stable linker for porphyrin monolayer on silicate glassh

Thin Solid Films 2014,556,174-185.


‡D Sandell, Jonas P. L.; Kakeya, Kazuhisa; Mizutani, Tadashi.

gRing-opening with One Dioxygen Molecule in the Coupled Oxidation of IronTetraarylporphyrinsh

Tetrahedron Letters 2014, 55(9), 1532-1535.



‡@ Kakeya, Kazuhisa; Nakagawa, Aya; Mizutani, Tadashi; Hitomi, Yutaka; Kodera, Masahito.

gSynthesis, Reactivity, and Spectroscopic Properties of meso-Triaryl-5-oxaporphyrinsh

The Journal of Organic Chemistry 2012, 77, 6510-6519.



‡@ Tsuji, Tomohiro; Gonda, Katsuya; Aoyama, Yasuhiro; Tokunaga, Takeshi; Sando, Shinsuke.

gInhibitor-substituted Boron-dipyrromethene as a Turn-on Fluorescence Probe for Enzymes h

Chemistry Letters 2011, 40, 1275-1277.


‡A Nakamura, Ryosuke; Kakeya, Kazuhisa; Furuta, Nao; Muta, Etsuko; Nishisaka, Hiroaki; Mizutani, Tadashi.

gSynthesis of para- or ortho-Substituted Triarylbilindiones and Tetraarylbiladienones by Coupled Oxidation of Tetraarylporphyrins h

The Journal of Organic Chemistry 2011, 76, 6108-6115.


‡B Minamizima, Nagisa; Furuta, Nao; Wakunami, Shintaro; Mizutani, Tadashi.

gFunctionalization of Silica Surface by Tetrahydroxyporphyrin via Si-O Linkagesh

Bulletin of the Chemical Society of Japan 2011, 7, 794-801.


‡C Furuta, Nao; Mizutani, Tadashi.

gSolvatochromism of triarylbilindiones: far-red-absorbing bilindiones formed in aprotic amides and aminesh

Supramolecular Chemistry 2011, 23(1-2), 74-82.



‡@ Matsumoto, Sayaka; Iwamoto, Hiroya; Mizutani, Tadashi.

gWater Accessibility to the Binding Cleft as a Major Switching Factor from Entropy-Driven to Enthalpy-Driven Binding of an Alkyl Group by Synthetic Receptorsh

Chemistry-An Asian Journal 2010, 5(5), 1163-1170.



‡@ Mizutani, Tadashi; Nemoto, Shohei; Yoshida, Masasuke; Watanabe, Yo-hei.

gTemperature-dependent regulation of Thermus thermophilus DnaK/DnaJ chaperones by DafA proteinh,

Genes to Cells 2009, 14(12), 1405-1413.


‡A Murakami, Ryosuke; Minami, Asuka; Mizutani, Tadashi

gMolecular recognition in anisotropic media. Binding of alkylpyridines to amphiphilic zinc porphyrins incorporated in liposomal bilayer membranesh

Organic & Biomolecular Chemistry 2009, 7(7), 1437-1444.


‡B Akasaka, Hiroaki; Yukutake, Hajime; Nagata, Yuko; Funabiki, Takuzo; Mizutani, Tadashi; Takagi, Hideki; Fukushima, Yoshiaki; Juneja, Lekh Raj; Nanbu, Hironobu; Kitahata, Kouichi.

gSelective adsorption of biladien-ab-one and zinc biladien-ab-one to mesoporous silicah

Microporous and Mesoporous Materials 2009 331-338.


‡C Shimizu, Tomofumi; Asano, Naomi; Mizutani, Tadashi; Chang, Ho-Chol; Kitagawa, Susumu.

gAllosteric binding of amino alcohols and diamines by dimeric zinc biladienoneh

Tetrahedron Letters 2009, 50(5), 536-539.



‡@ Yagi, Shigeyuki; Hamakubo, Katsushi; Ikawa, Shigeru; Nakazumi, Hiroyuki; Mizutani, Tadashi.

gHomohelicity-enriched zinc bilinone dimers with chiral aliphatic spacers. Synthesis and application to chiral induction of a nematic liquid crystalh

Tetrahedron 2008, 64(46),



‡@ Iwamoto, Hiroya; Mizutani, Tadashi; Kano, Koji.

gThermodynamics of hydrophobic interactions: entropic recognition of a hydrophobic moiety by poly(ethylene oxide)-zinc porphyrin conjugatesh

Chemistry--An Asian Journal 2007, 2(10), 1267-1275.


‡A Asano, Naomi; Uemura, Sayo; Kinugawa, Tomoya; Akasaka, Hiroaki; Mizutani, Tadashi.

gSynthesis of Biladienone and Bilatrienone by Coupled Oxidation of Tetraarylporphyrinsh

Journal of Organic Chemistry 2007, 72(14), 5320-5326.



‡@ Matsui, Eriko; Matsuzawa, Nobuyuki N.; Harnack, Oliver; Yamauchi, Takae; Hatazawa, Tsuyonobu; Yasuda, Akio; Mizutani, Tadashi.

gA new molecular switch based on helical biladienoneh

Advanced Materials (Weinheim, Germany) 2006, 18(19), 2523-2528.


‡A Kotomari, Satoshi; Yoshikawa, Tsukasa; Mizutani, Tadashi; Takagi, Hideki.

gN-methylporphyrin as a binding motif for the recognition of a phenolic hydroxy grouph

Chemistry Letters 2006, 35(9), 1020-1021.


‡B Hamakubo, Katsushi; Yagi, Shigeyuki; Nakazumi, Hiroyuki; Mizutani, Tadashi; Kitagawa, Susumu.

gHomohelicity induction of propylene-linked zinc bilinone dimers by complexation with chiral amine and ? -amino esters. Preorganization of structurally coupled homohelical subunitsh

Tetrahedron 2006, 62(15), 3619-3628.


‡C Kita, Kojiro; Tokuoka, Taiyo; Monno, Eriko; Yagi, Shigeyuki; Nakazumi, Hiroyuki; Mizutani, Tadashi.

gThermochromic and solvatochromic zinc biladienones: dynamic equilibria of a metal complex having a flexible framework sensitive to environmenth

Tetrahedron Letters 2006, 47(10), 1533-1536.



‡@ Hamakubo, Katsushi; Hama, Shimpei; Yagi, Shigeyuki; Nakazumi, Hiroyuki; Mizutani, Tadashi.

gExtraordinary doping effects of chiral helical linear tetrapyrrole-Zn(II) complexes on chiral nematic induction of MBBA liquid crystalh

Chemistry Letters 2005, 34(10), 1454-1455.


‡A Hamakubo, Katsushi; Yagi, Shigeyuki; Nakazumi, Hiroyuki; Mizutani, Tadashi; Kitagawa, Susumu.

gSynchronous helicity control in zinc bilinone trimerh

Tetrahedron Letters 2005, 46(42), 7151-7154.


‡B Takagi, Hideki; Mizutani, Tadashi; Horiguchi, Takuya; Kitagawa, Susumu; Ogoshi, Hisanobu.

gEfficient axial chirality induction in biphenyldiol triggered by proton-transferred hydrogen bonding with chiral amineh

Organic & Biomolecular Chemistry 2005, 3(11), 2091-2094.


‡C Yamauchi, Takae; Mizutani, Tadashi; Wada, Kenji; Horii, Shoji; Furukawa, Hirotaka; Masaoka, Shigeyuki; Chang, Ho-Chol; Kitagawa, Susumu.

gA facile and versatile preparation of bilindiones and biladienones from tetraarylporphyrinsh

Chemical Communications (Cambridge, United Kingdom) 2005, (10), 1309-1311.



‡@ Mizutani, Tadashi; Kozake, Katsuyuki; Wada, Kenji; Kitagawa, Susumu,

gAn Efficient Recognition Motif for an Alkyl Moiety in Waterh

Chem. Commun. 2003, (23), 2918-2919.


‡A Wada, Kenji; Mizutani, Tadashi; Kitagawa, Susumu,

gSynthesis of Functionalized Porphyrins as Oxygen Ligand Receptorsh

J. Org. Chem. 2003, 68(13), 5123-5131.


‡B Wada, Kenji; Mizutani, Tadashi; Matsuoka, Hideki; Kitagawa, Susumu

gA New Strategy for the Design of Water-Soluble Synthetic Receptors: Specific Recognition of DNA Intercalators and Diaminesh

Chem. Eur. J. 2003, 9(10), 2368-2380.



‡@ Kurahashi, T.; Mizutani, T.; Yoshida, J.

gFunctionalized DMAP catalysts for regioselective acetylation of carbohydratesh

Tetrahedron, 2002, 58(43), 8669-8677.


‡A Kazuhiro Uemura, Susumu Kitagawa, Mitsuru Kondo, Koichi Fukui, Ryo Kitaura, Ho-Chol Chang, and Tadashi Mizutani

gNovel Flexible Frameworks of Porous Cobalt(II) Coordination Polymers That Show Selective Guest Adsorption Based on the Switching of Hydrogen-Bond Pairs of Amide Groupsh

Chem. Eur. J. 2002, 8 (16), 3586-3600.


‡B Mizutani, T.; Wada, K.; Kitagawa, S.

gHydrophobic Environment of Gable-type Bisporphyrin Receptors in Water Promotes Binding of Amines and Oligopeptidesh

Chem. Commun. 2002, (15), 1626-1627.


‡C Hayashi, T.; Aya, T.; Nonoguchi, M.; Mizutani, T.; Hisaeda, Y.; Kitagawa, S.; Ogoshi, H.

gChiral recognition and chiral sensing using zinc porphyrin dimersh

Tetrahedron, 2002, 58(14), 2803-2811.



‡@ Shigeyuki Masaoka, Shuhei Furukawa, Ho-Chol Chang, Tadashi Mizutani, Susumu Kitagawa

gA New Class of Cyclic Hexamer: [Co6L6]24- (H6L=hexaazatriphenylene hexacarboxylic acid)h

Angew. Chem. Int. Ed. 2001, 40(20), 3817-3819.


‡A Mizutani, T.; Wada, K.; Kitagawa, S.

gMolecular Recognition of DNA Intercalators at Nanomolar Concentration in Waterh

J. Am. Chem. Soc. 2001, 123(26), 6459-6460.


‡B Yagi, S.; Morinaga, T.; Nomura, T.; Takagishi, T.; Mizutani, T.; Kitagawa, S.; Ogoshi, H.

gSolvent Effects on Helicity Induction of Zinc Bilinone Bearing a Chiral Auxiliary at the Helix Terminalh.

J. Org. Chem. 2001, 66(11), 3848-3853.


‡C Hitomi, Y.; Hayashi, T.; Wada, K.; Mizutani, T.; Hisaeda, Y.; Ogoshi, H.

gInterprotein Electron Transfer Reaction Regulated by an Artificial Interfaceh

Angew. Chem. Int. Ed. Engl. 2001, 40 (6), 1098-1101.



‡@ Mizutani, T.; Sakai, N.; Yagi, S.; Takagishi, T.; Kitagawa, S.; Ogoshi, H.

gAllosteric Chirality Amplification in Zinc Bilinone Dimerh.

J. Am. Chem. Soc. 2000, 122 (4), 748-749.



Mizutani, T.; Yagi, S.

gLinear tetrapyrroles as functional pigments in chemistry and biologyh

J. Porphyrins and Phthalocyanines, 2004, in press.


Mizutani, T.

gDesign and Mechanism of Molecular Recognition of Water-soluble Synthetic Receptorsh

J. Synth. Org. Chem .2001, 59(12), 1170-1180.