Organic Photochemistry
Our research is focused on the the development of novel functional organic compounds.
Our research interests are design, synthesis and application of novel fluorescent chemosensors
for ion and molecule recognition.

Fluorescent Solvatochromism of 2-Aminotryptanthrin
J. Kawakami et al., Trans. Mater. Res. Soc. Japan, 38, 123-125 (2013).

• EDUCATIONAL HISTORY
  • 1989 B.S., Chemistry, Toho University, Chiba, Japan
  • 1991 M.S., Chemistry, Toho University, Chiba, Japan
  • 1994 Ph.D. (D.S.), Chemistry, Toho University, Chiba, Japan

• PROFESSIONAL BACKGROUND (EMPLOYMENT HISTORY)
  • May/1994-Sep/1997 Instructor, Department of Chemistry, Faculty of Science, Hirosaki University
  • Oct./1997-May/2006 Instructor, Department of Materials Science and Technology, Faculty of Science and Technology, Hirosaki University
  • Jun./2001-May/2002 Visiting Professor, Department of Chemistry & Biochemistry, Brigham Young University
  • Apr./2006-Mar./2007 Instructor, Department of Frontier Materials Chemistry, Faculty of Science and Technology, Hirosaki University
  • Apr./2007- Oct./2008 Assistant Professor, Graduate School of Science and Technology, Hirosaki University
  • Nov./2008- Sep./2015 Associate Professor, Graduate School of Science and Technology, Hirosaki University
  • Oct./2015- Sep./2021 Associate Professor, Materials Science and Technology Section, Division of Natural Sciences, Institute of Education and Research, Hirosaki University
  • Oct./2021- Sep./2022 Professor, Materials Science and Technology Section, Division of Natural Sciences, Institute of Education and Research, Hirosaki University
  • Oct./2022- Professor, Graduate School of Science and Technology, Hirosaki University

• PERSONAL INFORMATION
  • Sex : Male
  • Citizenship: Japan
  • Birthdate : June, 1965
  • Current position: Professor, Materials Science and Technology Section, Division of Natural Sciences, Institute of Education and Research, Hirosaki University

• MEMBERSHIPS
  • American Chemical Society
  • The Chemical Society of Japan
  • The Japan Society for AnalyticalChemistry
  • The Japanese Photochemistry Association
  • The Society of Synthetic Organic Chemistry, Japan
  • The Society of Physical Organic Chemistry, Japan
  • Japan Society of Colour Material

• PUBLICATIONS
  • 0) 川上　淳, 分子内にピレン、アントラセンをもつ化合物の励起状態の性質, 昭和六十三年度 卒業論文（東邦大学）, 1989.
  • 1) 川上　淳, 芳香族カルボン酸ω-(1-ピレニル)アルキルの励起状態における分子内相互作用, 平成二年度 修士論文（東邦大学）, 1991.
  • 2) J. Kawakami, M. Iwamura, and J. Nakamura, Correlation of Exciplex Formation with Ground State Conformations in β-(1-Pyrenyl)ethyl Benzoates, Chem. Lett., 1992, 1013-1016.　
  • 3) J. Kawakami and M. Iwamura, Intramolecular Fluorescence Quenching and Exciplex Formation in ω-(1-Pyrenyl)alkyl p-Substituted Benzoates, J. Phys. Org. Chem., 7, 31-42 (1994).
    
    

    
    
  • 4) 川上　淳, 有機分子の励起状態での分子内相互作用に関する研究～p-置換安息香酸ω-(1-ピレニル)アルキルの分子内エキサイプレックス形成～, 平成五年度 博士論文（東邦大学）, 1994.
    
    

    
    
  • 5) K. Tando, J. Kawakami, and S. Ito, Photoaddition of Tetrahydrofuran to 5-(Alkylidene)-2,2-dimethyl-1,3-dioxane-4,6-dions, Sci. Rep. Hirosaki Univ., 42, 11-17 (1995).
  • 6) J. Kawakami, Y. Komai, and S. Ito, Fluorescence Spectrophotometric Determination of Ca²⁺ and Ba²⁺ Based on 1, n -Bis(1-naphthylcarboxy)oxaalkanes, Chem. Lett., 1996, 617-618.　
  • 7) J. Kawakami, T Furuta, S. Ito, and M. Iwamura, Correlation of Exciplex Formation with Ground State Conformations in Flexible D-A Systems : The Conformational Analysis of 2-(1-Pyrenyl)ethyl p-Cyanobenzoate by Theoretical Calculations, Sci. Rep. Hirosaki Univ., 43, 43-52 (1996).　
    
    

    
    
  • 8) J. Kawakami, T Furuta, S. Ito, and M. Iwamura, Correlation of Exciplex Formation with Ground State Conformations. 2.: The Conformational Analysis of trans-2-(1-Pyrenyl)cyclohexyl p-Cyanobenzoate by Theoretical Calculations, Sci. Rep. Hirosaki Univ., 43, 53-59 (1996).
    
    

    
    
  • 9) J. Kawakami, Y. Kawakami, K. Nakamura, H. Kojima, S. Ito, and Y. Tamai, Three-Dimensional Structure of a Glycosphingolipid having a Novel Carbohydrate Linkage, Galβ1-4(Fucα1-3)Glcβ1-3Galβ, determined by Theoretical Calculations, Glycoconjugate Journal, 15, 107-113 (1998).　
    
    
    
    
  • 10) J. Kawakami, H. Sata, K. Ebina, and S. Ito, Intramolecular Exciplex Formation and Metal Ion Recognition in 1-(1-Naphthalenecarboxy)-n-(p-substituted benzenecarboxy)oxaalkanes, Chem. Lett., 1998, 535-536.　
  • 11) J. Kawakami, Y. Komai, T. Sumori, H. Sata, and S. Ito, Fluorescent Chemosensors for Metal Ion Recognition by means of Naphthalene Derivatives, Recent Res. Devel. Pure & Applied Chem., 2, 231-237 (1998).　
  • 12) 佐々木順彦, 川上　淳, 石高良彦, 吉井克昌, 関　斉, 伊藤正英, 田尻明男, CNDO/S 法によるアゾ化合物の吸収波長計算, 弘前大学理工学部研究報告, 第１巻, 19 - 25(1998). Y. Sasaki, J. Kawakami, Y. Ishitaka, K. Yoshii, H. Seki, S. Ito, and A. Tajiri, Calculation of Electronic Absorption Spectra on Azocompaunds by Using CNDO/S Method, Bull. Fac. Sci. Tech. Hirosaki Univ., 1, 19-25 (1998).
  • 13) J. Kawakami, T. Furuta, J. Nakamura, A. Uchida, and M. Iwamura, Correlation of Exciplex Formation with Ground State Conformations in Flexible Molecules：2-(1-Pyrenyl)ethyl p-Cyanobenzoate and Its Model Compounds, Bull. Chem. Soc. Jpn., 72, 47-54 (1999).　
  • 14) J. Kawakami, H. Itoh, H. Mitsuhashi, and S. Ito, Intramolecular Exciplex Formation and Complexing Behavior of Naphthalene Derivatives as Fluorescent Chemosensors for Calcium and Barium Ions, Anal. Sci., 15, 617-618 (1999).　
  • 15) J. Kawakami, A. Fukushi, and S. Ito, Complexing Behavior of New Naphthalene Derivatives Having Amide Groups as Fluorescent Chemosensors for Alkali and Alkaline Eaeth Metal Ions, Chem. Lett., 1999, 955-956.
  • 16) J. Kawakami, R. Miyamoto, and S. Ito, Correlation of Excimer Formation with Ground State Conformations: The Conformational Analysis of 1,2-Bis(1-naphthalenecarboxy)ethane by Ab Initio Molecular Orbital Calculations, JCPE Journal, 12, 25 - 32 (2000).
  • 17) J. Kawakami, Y. Kawakami, R. Miyamoto, K. Nakamura, H. Kojima, Y. Tamai, and S. Ito, The Conformational Analysis of Organic Molecules by Theoretical Calculations, Recent Res. Devel. Pure & Applied Chem., 4, 49-58 (2000).
  • 18) J. Kawakami, Y. Komai, T. Sumori, A. Fukushi, K. Shimozaki, and S. Ito, Intramolecular Excimer Formation and Complexing Behavior of 1,n-Bis(naphthalenecarboxy)oxaalkanes as Fluorescent Chemosensors for Calcium and Barium Ions, J. Photochem. Photobiol. A: Chemistry, 139, 71-78 (2001).
    
    

    
    
  • 19) J. Kawakami, J. Nakamura, and M. Iwamura, Photophysical Properties of β-(1-Pyrenyl)ethyl p-Cyanobenzoate in Binary Solvents of Isooctane-Ethyl Acetate and Ethyl Acetate-Acetonitrile, J. Photochem. Photobiol. A: Chemistry, 140, 199-206 (2001).
  • 20) J. Kawakami, R. Miyamoto, A. Fukushi, K. Shimozaki, S. Ito, Ab Initio Molecular Orbital Study of Complexing Behavior of N-Ethyl-1-naphthalenecarboxamide as Fluorescent Chemosensors for Alkali and Alkaline Earth Metal Ions, J. Photochem. Photobiol. A: Chemistry, 146, 163-168 (2002).
    
    

    
    
  • 21) J. Kawakami, T. Niiyama, and S. Ito, Intramolecular Excimer Formation and Complexing Behavior of Tridentate Pyridine Podand Having Two Napthalene Rings as a Fluorescent Chemosensor for Zinc Ion, Anal. Sci., 18, 735-736 (2002).
  • 22) J. Kawakami and S. Ito, Fluorescent chemosensors by excimer or exciplex emission for metal ions, Current Topics in Analytical Chemistry, 3, 135-143 (2002).
  • 23) M. Nagaki, K. Kuwahara, K. Kimura, J. Kawakami, Y. Maki, S. Ito, N. Morita,T. Nishino, T. Koyama, Substrate specificities of medium-chain elongating enzymes, hexaprenyl- and heptaprenyl diphosphate synthases, J . Mol.Catal.B, Enzymatic, 22, 97-103 (2003).
  • 24) J. Kawakami, R. T. Bronson, G. Xue, J. S. Bradshaw, P B. Savage, and R. M. Izatt, Characterization of Bis-8-hydroxyquinoline-Armed Diazatrithia-16-crown-5 and Diazadibenzo-18-crown-6 Ligands as Fluorescent Chemosensors for Zinc, J. Supramolecular Chem., 1, 221-227 (2001). *掲載は2003年 (Available online 7 January 2003)
    
    

    
    
  • 25) J. Kawakami, K. Shimozaki, T. Niiyama, M. Nagaki, and H. Kitahara, Fluorescent Chemosensors by Excimer Emission for Magnesium, Calcium or Zinc Ions, Recent Res. Devel. Pure & Applied Chem., 6. 1-6 (2003).
  • 26) J. Kawakami, R. Miyamoto, K. Kimura, K. Obata, M. Nagaki, H. Kitahara, Ab Initio Molecular Orbital Study of Emission Mechanism of 2,6-Bis(quinolinecarboxy)methylpyridine as Fluorescent Chemosensors for Zinc and Cadmium Ions, J. Comput. Chem. Jpn, 2, 57-62 (2003).
  • 27) J. Kawakami and R. Miyamoto, Ab Initio Molecular Orbital Study of Emission Mechanism of Fluorescent Chemosensors for Metal Ion, Research Advances in Photochemistry & Photobiology, 2, 1-11 (2003).
  • 28)J. Kawakami, M. Ohta, Y. Yamauchi, and K. Ohzeki, 8-Hydroxyquinoline Derivative as a Fluorescent Chemosensor for Zinc Ion, Anal Sci., 19, 1353-1354 (2003).
    
    

    
    
  • 29) H. Kitahara, Y. Kitayama, D. Ishikawa, T. Sakurai, J. Kawakami, M. Nagaki, T. Fukui, and T. Okabe, Products and Antibacterial Activity of Thermolysis of Apple Lees, Trans. Mater. Res. Soc. Japan, 28 [4], 1045-1048 (2003).
  • 30) J. Kawakami, H. Kimura, M. Nagaki, H. Kitahara, S. Ito, Intramolecular Exciplex Formation and Complexing Behavior of 1-(2-Naphthalenecarboxy )-n-(p-substituted benzenecarboxy)oxaalkanes as Fluorescent Chemosensors for Calcium and Barium Ions, J. Photochem. Photobiol. A: Chemistry, 161, 141-149 (2004).
  • 31) S. Ito, T. Terazono, T. Kubo, T. Okujima, N. Morita, T. Murafuji, Y. Sugihara, K. Fujimori, J. Kawakami, A. Tajiri, Efficient Preparation of 2-Azulenylboronate and Miyaura-Suzuki Cross-Coupling Reaction with Aryl Bromides to the Easy Access to Poly(2-azulenyl)benzenes, Tetrahedron, 60, 5357-5366 (2004).
  • 32) M. Nagaki, Y. Miki, M. Nakada, J. Kawakami, H. Kitahara, Y. Maki, Y. Gotoh, T. Nishino, T. Koyama, Substrate specificities of several prenyl chain elongating enzymes with respect to 4-methyl-4-pentenyl diphosphate, Biosci. Biotechnol. Biochem., 68, 2070-2075 (2004).
  • 33)S. Ito, T. Kubo, N. Morita, T. Ikoma, S. Tero-Kubota, J. Kawakami, and A. Tajiri, Azulene-Substituted Aromatic Amines. Synthesis and Amphoteric Redox Behavior of N,N-Di(6-azulenyl)-p-toluidine and N,N,N',N'-Tetra(6-azulenyl)-p-phenylenediamine and their Derivatives, J. Org. Chem., 70, 2285-2293 (2005).
  • 34) S. Ito, M. Ando, A. Nomura, N. Morita, C. Kabuto, H. Mukai, K. Ohta, J. Kawakami, A. Yoshizawa, and A. Tajiri, Synthesis and Properties of Hexakis(6-octyl-2-azulenyl)benzene as a Multielectron Redox System with Liquid Crystalline Behavior, J. Org. Chem., 70, 3939-3949 (2005).
  • 35) J. Kawakami, T. Isobe, Y. Sasaki, S. Ito, M. Nagaki, and H. Kitahara, Poly(amide amine) Dendrimer with Naphthyl Units as a Florescent Chemosensor for Metal Ions, Anal. Sci. 21, 729-730 (2005).
    
    

    
    
  • 36) S. Ito, J. Kawakami, A. Tajiri, D. Ryuzaki, N. Morita, T. Asao, M. Watanabe, and N. Harada, Synthesis and Dynamic Stereochemistry of Azulene-Substituted 9-Fluorenyl, 9,10-Dihydro-10,10-dimethyl-9-anthryl, 10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-yl, and 5H-dibenzo[a,d]cyclohepten-5-yl Cations. Correlations of Stabilities of the Carbocations and Rotational Barrier of Azulene Ring, Bull. Chem. Soc. Jpn., 78, 2051-2065 (2005).
  • 37) R. Miyamoto, J. Kawakami, S. Takahashi, S. Ito, M. Nagaki, H. Kitahara, Time-dependent DFT Study of Emission Mechanism of 8-Hydroxyquinoline Derivatives as Fluorescent Chemosensors for Metal Ions, J. Comput. Chem. Jpn, 5, 19-22 (2006).
  • 38) J. Kawakami,T. Mizuguchi, and S.Ito, Poly(amine ester) Dendrimer with Naphthyl Units as a Fluorescent Chemosensor for Al(III), Cu(II), and Zn(II), Anal. Sci., 22, 1383-1384 (2006).
  • 39) S. Ito, K. Akimoto, J. Kawakami, A. Tajiri, T. Shoji, H. Satake, and N. Morita, Synthesis, Stabilities, and Redox Behavior of Mono-, Di-, and Tetracations Composed of Di(1-azulenyl)methylium Units Connected to a Benzene Ring by Phenyl- and 2-Thienylacetylene Spacers. A Concept of a Cyanine-Cyanine Hybrid as a Stabilized Electrochromic System , J. Org. Chem., 72(1), 162-172 (2007).
    • 39') Contributors: Timothy M. Swager, Koushik Venkatesan, authors: S. Ito, K. Akimoto, J. Kawakami, A. Tajiri, T. Shoji, H. Satake, N. Morita, Di(1-azulenyl)methylium-Based Tetracations as Stabilized Electrochromic System, Synfacts, 2007(3), 0271-0271.（DOI: 10.1055/s-2007-968210)
  • 40) M. Nagaki, H. Imaruoka, J. Kawakami, K. Saga, H. Kitahara, H. Sagami, R. Oba, N. Ohya, T. Koyama, Biotransformation of prenyl alcohols by cultured cells of Cucurbita maxima, J. Mol. Catal. B: Enzym, 47, 33-36 (2007).
  • 41) M. Nagaki, M. Nakada, T. Musashi, J. Kawakami, N. Ohya, M. Kurihara, Y. Maki, T. Nishino, and T. Koyama, Substrate Specificities of Wild and Mutated Farnesyl Diphosphate Synthases from Bacillus Stearothermophilus with Artificial Substrates, Biosci. Biotechnol. Biochem, 71(7), 1657-1662 (2007).
  • 42) H. Kitahara, N. Sasaki, K. Kanemaru, T. Handa, Y. Harada, T. Sano, J. Kawakami, M. Nagaki, T. Iwase, and A. Ouchi, Garlic as a Functional Material: - Antibacterial Activity of Garlic Peel against Colletotrichum acutatum-, Trans. Mater. Res. Soc. Japan, 32(4), 1167-1170 (2007).
  • 43) S. Ito, T. Okujima, S. Kikuchi, T. Shoji, N. Morita, T. Asao, T. Ikoma, S. Tero-kubota, J. Kawakami, and A. Tajiri, Synthesis and Intramolecular Pericyclization of 1-Azulenyl Thioketones, J. Org. Chem, 73(6), 2256-2263 (2008).
  • 44) J. Kawakami, R. Ohtake, R. Miyamoto, M. Nagaki, and S. Ito, 2-(Benzo-d-thiazol-2-yl)quinoline as a Fluorescent Chemosensor Material for Hg(Ⅱ）, Trans. Mater. Res. Soc. Japan, 33(1), 9-11 (2008).
    
    

    
    
  • 45) M. Nagaki, H. Imaruoka, J. Kawakami, N. Ohya, H. Hamada, H. Sagami, and T. Koyama, Bio-catalytic Synthesis of Isoprenoids by Cultured Cells of Cucurbita maxima, Trans. Mater. Res. Soc. Japan, 33(4), 819-822 (2008).
  • 46) M. Nagaki, M. Nakada, T. Musashi, J. Kawakami, T. Endo, Y. Maki, T. Koyama, Substrate specificities of wild and mutated farnesyl diphosphate synthases: Reactivity of allylic substrate homologs having hydrophilic groups at ω-position, J. Mol. Catal. B: Enzym, 59, 225-230 (2009).
  • 47) M. Nagaki, K. Miyata, J. Kawakami, R. Miyamoto, Y. Maki, H. Sagami, and T. Koyama, Substrate Specificities of Wild and Mutated Type of Farnesyl Diphosphate Synthases with Artifical Substrate Homologs, Trans. Mater. Res. Soc. Japan, 34(3), 533-536 (2009).
  • 48) S. Ito, T. Iida, J. Kawakami, T. Okujima, N Morita, Towards the Preparation of Electrochromic Materials with Strong Absorption in the Near-Infrared Region: Synthesis and Redox Behavior of Azulene-Substituted Enediyne Scaffolds Connected by a 9,10-Anthracenediyl Spacer, Eur. J. Org. Chem., 31, 5355-5364(2009).
  • 49) M. Nagaki, K. Miyata, T. Musashi, J. Kawakami, N. Ohya, and H. Sagami, Insect pheromone-like activity of several isoprenoids against Phyllonorycter ringoniella (Matsumura), Trans. Mater. Res. Soc. Japan, 34(3), 575-578 (2009).
  • 50) J. Kawakami, K. Kikuchi, K. Chiba, N. Matushima, A. Yamaya, S. Ito, M. Nagaki, and H. Kitahara, 2-Aminotryptanthrin Derivative with Pyrene as a FRET-based Fluorescent Chemosensor for Al³⁺, Anal. Sci., 25, 1385-1386 (2009).
  • 51) T. Musashi, H. Kanno, J. Kawakami, S. Yokota, N. Ohya, and M. Nagaki, Substrate specificities of farnesyl diphosphate synthases with respect to homoallylic substrate homologs,Trans. Mater. Res. Soc. Japan, 35(2), 227-231 (2010).
  • 52) M. Nagaki, T. Musashi, J. Kawakami, N. Ohya, H. sagami, Substrate Specificities of E- and Z-Farnesyl Diphosphate Synthases with Artificial Substrates, Trans. Mater. Res. Soc. Japan, 35(2), 391-395 (2010).
  • 53) K. Nakagawa, T. Yokoyama, K. Toyota, N. Morita, S. Ito, S. Tahata, M. Ueda, J. Kawakami, M. Yokoyama, Y. Kanai, K. Ohta, Synthesis and liquid crystalline behavior of azulene-based liquid crystals with 6-hexadecyl substituents on each azulene ring, Tetrahedron, 66, 8304-8312 (2010).
  • 54) J. Kawakami, Y. Miyamoto, T. Isobe, M. Nagaki, and S. Ito, Poly(amide amine) Dendrimers with Naphthyl Units as Fluorescent Chemosensor Materials for Metal Cations, Trans. Mater. Res. Soc. of Japan, 35(4), 849-852 (2010).
    
    

    
    
  • 55) J. Kawakami, I. Harada, A. Nakane, H. Kitahara, M. Nagaki, and S. Ito, Antibacterial Activities of Radial Compounds with Peripheral Quaternary Ammonium Units, Trans. Mater. Res. Soc. Japan, 35(4), 885-887 (2010).
    
    

    
    
  • 56) R. Miyamoto, J. Kawakami, R Ohtake, M. Nagaki, S. Ito, TD-DFT Study on the Fluorescent Chemosensor for Hg²⁺, 2-(Benzo-d-thiazol-2-yl)quinoline, J. Mol. Structure, 991, 73-78 (2011).
  • 57) M. Nagaki, T. Narita, H. Ichikawa, J. Kawakami, A. Nakane, Antibacterial and antifungal activities of isoprenoids, Trans. Mater. Res. Soc. Japan, 36(1), 55-58 (2011).
  • 58) H. Sawada, T. Tsuzuki-ishi, T. Kijima, J. Kawakami, M. Iizuka, and M. Yoshida, Controlling Photochromism between Fluoroalkyl End-Capped Oligomer/Polyaniline and /N,N'-diphenyl-1,4-phenylenediamine Nanocomposite Induced by UV-Light-Responsive Titanium Oxide Nanoparticles, J. Colloide Interface Sci., 359, 461–466 (2011).
  • 59) M. Nagaki, Y. Goto, T. Narita, J. Kawakami, and R. Miyamoto, Composition and antimicrobial activity of the essential oil and water extract from Japanese wild Rosa rugosa, Trans. Mater. Res. Soc. Japan, 36(3), 517-521(2011).
  • 60）J. Kawakami, N. Matsushima, Y. Ogawa, H. Kakinami, A. Nakane, H. Kitahara, M. Nagaki, and S. Ito, Antibacterial and Antifungal Activities of Tryptanthrin Derivatives, Trans. Mater. Res. Soc. Japan, 36(4), 603-606 (2011).
    
    

    
    
  • 61) M. Nagaki, T. Ichijo, R. Kobashi, Y. Yagihashi, T. Musashi, J. Kawakami, N Ohya, T. Gotoh, H. Sagami, Substrate specificities of E- and Z-farnesyl diphosphate synthases with substrate analogs, J . Mol.Catal.B, Enzymatic, 80, 1-6 (2012).
  • 62）J. Kawakami, Y. Yamauchi, M. Ohta and S. Ito, 8-Hydroxyquinoline Ligands as Fluorescent Chemosensors for Zinc and Cadmium Ions, Trans. Mater. Res. Soc. Japan, 37(4), 601-602 (2012).
    
    

    
    
  • 63) J. Kawakami, H. Kakinami, N. Matsushima, A. Nakane, H. Kitahara, M. Nagaki, S. Ito, Structure–activity relationship analysis for antimicrobial activities of tryptanthrin derivatives using quantum chemical calculations, J. Comput. Chem. Jpn, 12(2), 109-112 (2013).
    
    

    
    
  • 64) J. Kawakami, H. Kawaguchi, K. Kikuchi, A. Yamaya, S. Ito and H. Kitahara, Fluorescent Solvatochromism of 2-Aminotryptanthrin, Trans. Mater. Res. Soc. Japan, 38(1), 123-125 (2013).
    
    　　　　　
    
    
  • 65) S. Ito, M. Ueda, R. Sekiguchi, and J. Kawakami, Efficient Synthesis and Redox Behavior of a Series of 6-Alkyl-2-phenylazulenes, Tetrahedron, 69, 4259-4269 (2013).
  • 66) S. Ito, S. Yamazaki, S. Kudo, R. Sekiguchi, J. Kawakami, M. Takahashi, T. Matsuhashi, K. Toyota, and N. Morita, Synthesis and Redox Behavior of 1,2-Dihydro-1-oxabenz[a]azulen-2-ones, Tetrahedron, 70, 2796-2803 (2014).
  • 67) K. Seya, A. Yamaya, S. Kamachi, M. Murakami, H. Kitahara, J. Kawakami, K. Okumura, M. Murakami, S. Motomura, and K. Furukawa, Differentiation of P19CL6 embryonic carcinoma cells to spontaneously beating cardiomyocyte-like cells developing conduction system induced by 8-methyltryptanthrin, J. Nat. Prod., 77(6), 1413-1419 (2014).
    
    
    
    
  • 68) J. Kawakami, A. Soma, K. Kikuchi, Y. Kikuchi, S. Ito and H. Kitahara, 2-Aminotryptanthrin Derivative with Pyrene as a FRET-based Fluorescent Chemosensor for Metal Ions, Anal. Sci., 30(10), 949-954(2014), (Hot Article Award)
    
    
    ＊本論文はAnalytical Sciences 誌の "注目論文" に選定され Graphical Index が同誌2014年30巻10号の表紙を飾りました。

    
    
  • 69) R. Sekiguchi , K. Takahashi , J. Kawakami , A. Sakai , H. Ikeda , A. Ishikawa , K. Ohta , and S. Ito, Preparation of a Cyclic Polyphenylene Array for a Zigzag-Type Carbon Nanotube Segment, J. Org. Chem., 80 (10), 5092–5110 (2015).
  • 70) J. Kawakami, M. Takahashi, S. Ito, and H. Kitahara, Photophysical Properties of the 2-Hydroxytryptanthrin and its Sodium Salt as Near-infrared Dyes for Fluorescent Imaging, Anal. Sci., 32 (2), 251-253 (2016).
  • 71) J. Kawakami, A. Tsuiki, S. Ito, and H. Kitahara, Naphthalene Ring-Fused 2-Aminotryptanthrin as a Fluorescent Chemosensor for Al³⁺, Trans. Mater. Res.Soc. Japan, 41 (1), 131-133 (2016).
  • 72) J. Kawakami, T. Kadowaki, M. Ikeda, Y. Habata, S. Ito and H. Kitahara, Spectral Characteristics of Highly Fluorescent 2-(N,N-dimethylamino)tryptanthrin, Trans. Mater. Res. Soc. Japan, 41 (2), 143-146, 2016.
  • 73) R. Sekiguchi, S. Kudo, J. Kawakami, A. Sakai, H. Ikeda, H. Nakamura, K. Ohta, S. Ito, Preparation of a Cyclic Polyphenylene Array for a Chiral-Type Carbon Nanotube Segment, Bull. Chem. Soc. Jpn, 89 (10), 1260-1275 (2016). (BCSJ Award).
  • 74) S. Ito, R. Sekiguchi, A. Mizushima, K. Kudo, J. Kawakami, and T. Shoji, Cyanine-cyanine hybrid structure as a stabilized polyelectrochromic system: synthesis, stabilities, and redox behavior of di(1-azulenyl)methylium units connected with electron-accepting π-electron systems, Arkivoc, part ii, 145-169 (2018).
  • 75) J. Kawakami, Y. Kinami, M. Takahashi, and S. Ito, 2-Hydroxytryptanthrin and 1-Formyl-2-hydroxytryptanthrin as Fluorescent Metal-ion Sensors and Near-infrared Fluorescent Labeling Reagents, Trans. Mater. Res. Soc. Japan, 43(2), 109-112 (2018).
  • 76) J. Kawakami, M. Sasagawa, and S. Ito, 2-Hydroxy-1-((2-(pyridin-2-yl)hydrazono)methyl)tryptanthrin as a Fluorescent Chemosensor for Metal Ions, Trans. Mater. Res. Soc. Japan, 43(3), 209-212 (2018).
  • 77) J. Kawakami, C. Osanai and S. Ito, Fluorescence Emission Mechanism of Three N,N-dimethylaminotryptanthrins by Density Functional Theory Calculations, Trans. Mater. Res. Soc. Japan, 43(5), 319-323 (2018).
  • 78) C. Kogawa, A. Fujiwara, R. Sekiguchi, T. Shoji, J. Kawakami, M. Okazaki, S. Ito, Synthesis and Photophysical Properties of Azuleno[1',2':4,5]pyrrolo[2,1-b] quinazoline-6,14-diones: Azulene Analogs of Tryptanthrin, Tetrahedron, 74 (49), 7018-7029 (2018).
  • 79) M. Nagaki, N. Soma, K. Ono, K. Yamanouchi, T. Tsujiguchi, J. Kawakami and Y. Chounan, Biotransformation of indanol, fluorenol and their analogs using tissue-cultured cells and their antimicrobial activity, Trans. Mater. Res. Soc. Japan, 44 (1), 29-33 (2019).
  • 80) J. Kawakami, Y. Sasaki, K. Yanase, and S. Ito, Benzo-fused BODIPY Derivative as a Fluorescent Chemosensor for Fe³⁺, Cu²⁺, and Al³⁺, Trans. Mater. Res. Soc. Japan, 44 (2), 69-73 (2019).
  • 81) Y. Nakagawa, R. Sekiguchi, J. Kawakami and S. Ito, Preparation of a Large-sized Highly Flexible Carbon Nanohoop, Org. Biomol. Chem., 17, 6843-6853 (2019).
  • 82) Jun Kawakami, Mizuki Harada, and Shunji Ito, Aggregation-induced Emission Properties of 2-(N,N-diphenylamino)tryptanthrin, Trans. Mat. Res. Soc. Japan, 44 (4), 153-156 (2019).
  • 83) J. Kawakami, C. Osanai and S. Ito, Photophysical Properties of 2-Hydroxytryptanthrin analog as a Near-Infrared Dye for Fluorescent Imaging, Trans. Mater. Res. Soc. Japan, 45(1), 19-22 (2020).
  • 84) J. Kawakami, C. Osanai, S. Ohta, and S. Ito, Solid-State Fluorescence of Tryptanthrin Analogs, Trans. Mater. Res. Soc. Japan, 16 (1), 45-48 (2021).
  • 85) J. Kawakami, M. Takahashi, and S. Ito, Fluorescence Based on Excited-State Intramolecular Proton Transfer of 1-(2-Benzothiazolyl)-2-hydroxytryptanthrin, J. Jpn. Soc. Colour Mater, 95 (7), 185-188 (2022).＊本論文は色材協会 2023 JSCM Most Accessed Paper Award 受賞論文です。
    　　　　　　
  • 86) Jun Kawakami, Mizuki Harada, Yutaro Akagi, Masahiro Takahashi, Shun Ohta, and Shunji Ito, Aggregation-induced Emission and Solid-State Fluorescence of 2-(4-(N,N-diphenylamino)phenyl)tryptanthrin, Journal of the Japan Society of Colour Material, 96 (10), 333-337 (2023).
  • 87) 川上　淳，東北からはじまる色材研究のフロンティア 「藍からはじまる蛍光性トリプタンスリン研究」，色材協会誌, 97 (3), 86-90, 2024年3月号（小特集号）.
  • 88) Shun Ohta, Keiichiro Saitoh, Karin Oikawa, Sohta Konari Tomoyuki Toda, Jun Kawakami, and Masaaki Okazaki, Synthesis of 2,4,6-Triaryl-1,3,5-triazines via the Cyclotrimerization of Benzonitriles with Catalytic Systems Composed of Titanium Chlorido Complexes and Magnesium, Eur. J. Inorg. Chem., 2024, e202400286.
  • 89) Jun Kawakami, Junpei Kuji, and Takuma Kureha, Fluorescence Resonance Energy Transfer and Aggregation-induced Emission of 2-(4-(N,N-diphenylamino)phenyl)-9-(1-pyrenyl)tryptanthrin, Journal of the Japan Society of Colour Material, 98, (2025), in press

• PRESENTATIONS (International conference)
  • M. Iwamura, J. Kawakami, and J. Nakamura, Correlation of Exciplex Formation with Ground State Conformations in 2-(1-Pyrenyl) ethyl Benzoate, 14th IUPAC Symposium on Photochemistry, P-103, p. 249, Belgium (1992).　
  • J. Kawakami, T. Furuta, M. Iwamura, and J. Nakamura, Correlation of Exciplex Formation with Ground State Conformations in β-(1-Pyrenyl) ethyl Benzoates, 11th IUPAC Conference on Physical Organic Chemistry, P-21, p. 161, New York (1992).　
  • J. Kawakami, J. Nakamura, and M. Iwamura, Detection of Two Intramolecular Exciplexes of 2-(1Pyrenyl)ethyl p-Cyanobenzoate by Dependency of Decay Rates on Solvent Polarity and Monitored Wavelength, The 1995 International Chemical Congress of Pacific Basin Societies, 9・ORGN, 813, Honolulu (1995).
  • J. Kawakami, A. Fukushi and S. Ito, Complexing Behavior of Naphthalene Derivatives as Fluorescent Chemosensors for Metal Ions, XIth International Symposium on Supramolecular Chemistry, PA-56, pp. 252-254, Fukuoka (2000).
  • J. Kawakami, Fukushi and S. Ito, Complexing Behavior of Naphthalene Derivatives as Fluorescent Chemosensors for Metal Ions, The 5th Japan-Sino Binational Symposium on Photochemistry, P-127, pp. 107-108, Sapporo (2000).
  • J. Kawakami, R. T. Bronson, G. Xue, J. S. Bradshaw, P. B. Savage, R. M. Izatt, T. Niiyama, K. Kimura, K. Obata, and R. Miyamoto, Fluorescent chemosensors for zinc ion by quinoline and napthalene derivatives, The XXIst International Conference on Photochemistry, 2P70, Nara (2003)
  • S. Ito, J. Kawakami, K. Akimoto, S. Sasaki, A. Tajiri, N. Morita, A Concept of Cyanine-Cyanine Hybrid as a Stabilized Polyelectrochromic System, The seventh International Symposium on Functional π-Electron Systems, Osaka, PS-A63 (2006).
  • S. Ito , J. Kawakami , S. Sasaki , A. Mizushima , S. Tahata , A. Tajiri , N. Morita, A Structural Principle of Cyanine–Cyanine Hybrid as A Stabilized Polyelectrochromic System, 12th International Symposium on Novel Aromatic Compounds, Awaji Island PP-089, (2007).
  • J. Kawakami, Y. Miyamoto, T. Isobe, S. Ito, Poly(amide amine) Dendrimers with Naphthyl Units as Florescent Chemosensors for Metal Ions, The 18th International Symposium on the Photochemistry and Photophysics of Coordination Compounds, Sapporo, P-12 (2009）
  • Y.Harada, J. Kawakami, S. Ito, Fluorescence properties of 2-Aminotryptanthrin Derivatives with Pyrene, The International Symposium for the 70th Anniversary of the Tohoku Branch of the Chemical Society of Japan, 1P115, Sep., 2013 (Sendai).
  • T. Henmi, N. Narita, J. Kawakami, S. Ito, 2-Aminotryptanthrin Derivatives with 7-Substituted Coumarin as FRET-based Fluorescent Chemosensors for Metal Ions, The International Symposium for the 70th Anniversary of the Tohoku Branch of the Chemical Society of Japan, 1P116, Sep., 2013 (Sendai).
  • K. Kimura, J. Kawakami, S. Ito, Synthesis of 2-Aminotryptanthrin Derivatives with Benzo-fused BODIPY, The International Symposium for the 70th Anniversary of the Tohoku Branch of the Chemical Society of Japan, 1P117, Sep., 2013 (Sendai).
  • A. Tsuiki, J. Kawakami, S. Ito, Synthesis and Photophysical Properties of Aromatic-ring-fused 2-Aminotryptanthrin Derivatives, The International Symposium for the 70th Anniversary of the Tohoku Branch of the Chemical Society of Japan, 1P118, Sep., 2013 (Sendai).
  • R. Sekiguchi, Y. Sakai, G. Watanabe, M. Miura, S. Ito, J. Kawakami, Synthesis and Properties of Cyclic Polyphenylene Compounds Aimed for the Construction of Zigzag-Type carbon nanotube segment, The International Symposium for the 70th Anniversary of the Tohoku Branch of the Chemical Society of Japan, 1P160, Sep., 28, 2013 (Sendai).
  • G. Watanabe, R. Sekiguchi, Y. Sakai, M. Miura, S. Ito, J. Kawakami, Construction of a straw-like π-conjugated system using hexabenzocoronene, The International Symposium for the 70th Anniversary of the Tohoku Branch of the Chemical Society of Japan, 1P161, Sep., 28, 2013 (Sendai).
  • Y. Sakai, R. Sekiguchi, G. Watanabe, M. Miura, S. Ito, J. Kawakami, Synthesis of A Cyclic Acetylene Aiming for the Construction of An Extended Armchair-Type Carbon Nanotube Segment, The International Symposium for the 70th Anniversary of the Tohoku Branch of the Chemical Society of Japan, 1P162, Sep., 28, 2013 (Sendai).
  • Yuya Endo, Ryuta Sekiguchi, Jun Kawakami, Shunji Ito, Synthesis and Photophysical Properties of Azuleno[1’,2’:4,5]pyrrolo[2,1-b]quinazoline-6,14-diones: Azulene Analogs of Tryptanthrin, 18th International Symposium on Novel Aromatic Compounds (ISNA-18), 2019 (Sapporo Convention Center, Sapporo, Hokkaido, JAPAN).