Waka NAKANISHI, Ph. D.
National Institute for Materials Science (NIMS)
International Center for Materials Nanoarchitectonics (MANA)
Supermolecules Group
MANA Scientist
1-1 Namiki, Tsukuba, Ibaraki 305-0044, Japan
E-mail:NAKANISHI.Waka@nims.go.jp
Phone: +81-29-860-4892
Fax: +81-29-860-4832
Gender: Female
Birth: March 14, 1978, Wakayama, Japan
Nationality: Japan
Research areas:
Synthetic chemistry, physical organic chemistry, and nanobioscience
Education:
2000 Bachelor (Pharmaceutical Sciences)
The University of Tokyo Graduate School of Pharmaceutical Sciences, Faculty of Pharmaceutical Sciences
2002 Master (Pharmaceutical Sciences)
The University of Tokyo Graduate School of Pharmaceutical Sciences, Faculty of Pharmaceutical Sciences
2005 Ph. D. (Chemistry)
The University of Tokyo Department of Chemistry, School of Science
Work experience:
2002/12-2004/03
COE Research Assistant
The University of Tokyo (Professor Eiichi Nakamura)
2004/04-2005/03
JSPS Research Fellow for Young Scientist
The University of Tokyo (Professor Eiichi Nakamura)
2005/04-2007/03
Research Associate
Chiba University (Professor Tsutomu Ishikawa)
2007/04-2009/04
Assistant Professor
Chiba University (Professor Tsutomu Ishikawa)
2008/04-2009/04
JSPS Research Fellow in Bilateral Programs
University of Alberta, Canada (Professor F. G. West)
2009/05-2013/03
Senior Lecturer
Tohoku University (Professor Hiroyuki Isobe)
2013/04-present
MANA Scientist
NIMS, MANA, Supermolecules group (Dr. Katsuhiko Ariga)
Awards:
2008 Inoue Research Award for Young Scientists
New Transfection Method Based on Cationic Fullerene Assembly
2008 Nissan Chemical Industries Award in Synthetic Organic Chemistry, Japan
Construction and Application of Helical Structure Based on Control of Configuration of Guanidine
2010 The Chemical Society of Japan, Tohoku Region, Poster Award
Disilanyl Double-Pillared Bisanthracene: A Bipolar Charge Transport Material for Organic Light Emitting Diode Devices
Grants:
FY2004
Grant-in-Aid for JSPS Fellows, JSPS, 1,000,000 yen
Development of Fullerene Transfection Reagent
FY2007-2008
Grant-in-Aid for Young Scientists (B), JSPS, 3,450,000 yen
Asymmetric Crystallization and Application of Functionalized Molecules
FY2008
Grant-in-Aid for JSPS Research Fellow in Bilateral Programs, JSPS
Development of Synthetic Method for Construction of Asymmetric Cycles Based on Hydrogen Bondings
FY2010-2013
Grant-in-Aid for Scientific Research (C), JSPS, 4,680,000 yen
Development of Organic Semiconductor Based on Efficient Synthesis of Polycyclic Aromatic Hydrocarbons
FY2013-FY2015
NIMS Inter Unit Seeds Development Research, 20,000,000 yen
FY2014-FY2015
Grant-in-Aid for Scientific Research on Innovative Areas, JSPS, 6,000,000 yen
List of publications
[Original papers]
(1) Nakanishi, W.; Kikuchi, K.; Inoue, T.; Hirose, K.; Iino, M.; Nagano, T., Hydrophobic modifications at 1-phosphate of inositol 1,4,5-trisphosphate analogues enhance receptor binding. Bioorg. Med. Chem. Lett. 2002, 12 (6), 911-913.
(2) Nakanishi, W.; Yamanaka, M.; Nakamura, E., Reactivity and stability of organocopper(I), silver(I), and gold(I) ate compounds and their trivalent derivatives. J. Am. Chem. Soc. 2005, 127 (5), 1446-1453.
(3) Isobe, H.; Tanaka, T.; Nakanishi, W.; Lemiegre, L.; Nakamura, E., Regioselective oxygenative tetraamination of [60]fullerene. Fullerene-mediated reduction of molecular oxygen by amine via ground state single electron transfer in dimethyl sulfoxide. J. Org. Chem. 2005, 70 (12), 4826-4832.
(4) Ying, Q.; Zhang, J.; Liang, D.; Nakanishi, W.; Isobe, H.; Nakamura, E.; Chu, B., Fractal behavior of functionalized fullerene aggregates. I. Aggregation of two-handed tetraaminofullerene with DNA. Langmuir 2005, 21 (22), 9824-9831.
(5) Isobe, H.; Nakanishi, W.; Tomita, N.; Jinno, S.; Okayama, H.; Nakamura, E., Nonviral gene delivery by tetraamino fullerene. Mol. Pharm. 2006, 3 (2), 124-134.
(6) Isobe, H.; Nakanishi, W.; Tomita, N.; Jinno, S.; Okayama, H.; Nakamura, E., Gene delivery by aminofullerenes: structural requirements for efficient transfection. Chem. Asian J. 2006, 1, (1-2), 167-175.
(7) Nakanishi, W.; Ishikawa, T.; Margetic, D., Approaches to the potential chirality of bisguanidinobenzenes by dynamic NMR analysis. Bull. Chem. Soc. Jpn. 2007, 80 (6), 1187-1193.
(8) Margetic, D.; Nakanishi, W.; Kumamoto, T.; Ishikawa, T., Quantum-chemical study of 1,2-bis(dimethylethyleneguanidino)benzenes. Heterocycles 2007, 71 (12), 2639-2658.
(9) Nakanishi, W.; Ogino, A.; Kawahata, M.; Yamaguchi, K.; Ishikawa, T., Asymmetric crystallization of bisguanidinobenzene derivatives. Tetrahedron Lett. 2007, 48 (48), 8526-8530. (Selected as a cover.)
(10) Kurokawa, M.; Nakanishi, W.; Ishikawa, T., Copper(I) iodide-catalyzed coupling reaction of haloindoles with alpha -amino acids. Heterocycles 2007, 71 (4), 847-854.
(11) Etomi, N.; Kumamoto, T.; Nakanishi, W.; Ishikawa, T., Diels-Alder reactions using 4,7-dioxygenated indanones as dienophiles for regioselective construction of oxygenated 2,3-dihydrobenz[f]indenone skeleton. Beilstein J. Org. Chem. 2008, 4, 15.
(12) Zhang, G.; Shimokawa, S.; Mochizuki, M.; Kumamoto, T.; Nakanishi, W.; Watanabe, T.; Ishikawa, T.; Matsumoto, K.; Tashima, K.; Horie, S.; Higuchi, Y.; Dominguez, O. P., Chemical constituents of aristolochia constricta: Antispasmodic effects of its constituents in guinea-pig ileum and isolation of a diterpeno-lignan hybrid. J. Nat. Prod. 2008, 71 (7), 1167-1172.
(13) Saito, N.; Ryoda, A.; Nakanishi, W.; Kumamoto, T.; Ishikawa, T., Guanidine-catalyzed asymmetric synthesis of 2,2-disubstituted chromane skeletons by intramolecular oxa-Michael addition. Eur. J. Org. Chem. 2008, 2008 (16), 2759-2766.
(14) Ryoda, A.; Yajima, N.; Haga, T.; Kumamoto, T.; Nakanishi, W.; Kawahata, M.; Yamaguchi, K.; Ishikawa, T., Optical resolution of (+-)-1,2-bis(2-methylphenyl)ethylene-1,2-diamine as a chiral framework for 2-iminoimidazolidine with 2-methylphenyl pendant and the guanidine-catalyzed asymmetric Michael reaction of tert-butyl diphenyliminoacetate and ethyl acrylate. J. Org. Chem. 2008, 73 (1), 133-141.
(15) Kumamoto, T.; Nagayama, S.; Hayashi, Y.; Kojima, H.; David, L.; Nakanishi, W.; Ishikawa, T., Epimerization of trans-3-arylaziridine-2-carboxylates at the C3 position. Heterocycles 2008, 76 (2), 1155-1170.
(16) Sugiyama, H.; Kumamoto, T.; Suganami, A.; Nakanishi, W.; Sowa, Y.; Takiguchi, M.; Ishikawa, T.; Tamura, Y., Insight into estrogenicity of phytoestrogens using in silico simulation. Biochem. Biophys. Res. Commun. 2009, 379 (1), 139-144.
(17) Suda, K.; Saito, N.; Kumamoto, T.; Nakanishi, W.; Kawahata, M.; Yamaguchi, K.; Ogura, Y.; Suzuki, T. K.; Ishikawa, T., Semi-quantitative approaches to the coordination ability of o-bisguanidiniobenzenes with metal salts. Heterocycles 2009, 77 (1), 375-387.
(18) Fusegi, K.; Kumamoto, T.; Nakanishi, W.; Ishikawa, T., Dihydroxylation of functionalized coumarin derivatives. Heterocycles 2009, 77 (1), 603-610.
(19) Nozawa, Y.; Harada, K.; Ryoda, A.; Kumamoto, T.; Nakanishi, W.; Ishikawa, T., Optical resolution of 1,2-diamino compounds using advanced Marfey's method. J. Mass Spectrom. Soc. J. 2009, 57 (2), 71-74.
(20) Watanabe, D.; Kerakawati, R.; Morita, T.; Nakamura, T.; Ueno, K.; Kumamoto, T.; Nakanishi, W.; Ishikawa, T.; Uzawa, J.; Seki, H.; Tachi, M.; Harada, K.; Higuchi, Y.; Chaichantipyuth, C., Isolation of beta-sitosterol and digalactopyranosyl-diacylglyceride from Citrus hystrix, a Thai traditional herb, as pancreatic lipase inhibitors. Heterocycles 2009, 78 (6), 1497-1505.
(21) Akagi, Y.; Yamada, S.; Etomi, N.; Kumamoto, T.; Nakanishi, W.; Ishikawa, T., Synthetic studies on jadomycins: Synthesis of dimethyljadomycin A. Tetrahedron Lett. 2010, 51 (9), 1338-1340.
(22) Kumamoto, T.; Shikii, K.; Kawahata, M.; Yamaguchi, K.; Nakanishi, W.; Ishikawa, T.; Seki, H., Characterization of various o-bisguanidinobenzene-benzoic acid complexes in solid and in solution states. Heterocycles 2010, 80 (1), 303-311.
(23) Fujino T.; Tsunaka, N.; Guillot-Nieckowski, M.; Nakanishi, W.; Iwamoto, T.; Nakamura, E.; Isobe, H., Synthesis and structures of deoxyribonucleoside analogues for triazole-linked DNA (TLDNA). Tetrahedron Lett. 2010, 51 (15), 2036-2038.
(24) Maeda-Mamiya, R.; Noiri E.; Isobe, H.; Nakanishi, W.; Okamoto, K.; Doi, K.; Sugaya, K.; Izumie, T.; Homma, T.; Nakamura, E., In vivo gene delivery by cationic tetraamino fullerene. Proc. Natl. Acad. Sci. USA 2010, 107 (12), 5339-5344.
(25) Ito, T.; Suda, S.; Kumamoto, T.; Nakanishi, W.; Watanabe, T.; Ishikawa, T.; Seki, H.; Kawahata, M.; Yamaguchi, K.; Ogura, Y.; Suzuk, K. T., Complexability of o-bisguanidinobenzenes with arsenic and phosphoric acids in solution and solid states, and the potential use of their immobilized derivatives as solid base ligands for metal salts and arsenic acid. Mol. Divers. 2010, 14, 131-145.
(26) Nakanishi, W.; Hitosugi, S.; Piskareva, A.; Shimada, Y.; Taka, H.; Kita, H.; Isobe, H. Disilanyl double-pillared bisanthracene: A bipolar carrier transport material for organic light emitting diode devices. Angew. Chem. Int. Ed. 2010, 49 (40), 7239-7242.
(27) Nakanishi, W.; Hitosugi, S.; Piskareva, A.; Isobe, H. 1,8-Diiodoanthrancene. Acta Crystallogr., Sect. E: Struct. Rep. Online 2010, E66 (10), o2515.
(28) Nakanishi, W.; Hitosugi, S.; Shimada, Y.; Isobe, H. Double-pillaring strategy for silacyclophanes: Synthesis and structures of disilanyl double-pillared bisanthracenes. Chem. Asian J. 2011, 6 (2), 554-559.
(29) Isobe, H.; Yamazaki, N.; Asano, A.; Fujino, T.; Nakanishi, W.; Seki, S. Electron mobility in a mercury-mediated duplex of triazole-linked DNA (TLDNA). Chem. Lett. 2011, 40 (3), 318-319.
(30) Nakanishi, W.; Yoshioka, T.; Taka, H.; Xue, J. Y.; Kita, H.; Isobe, H. [n]Cyclo-2,7-naphthylenes: Synthesis and isolation of macrocyclic aromatic hydrocarbons having bipolar carrier transport ability. Angew. Chem. Int. Ed. 2011, 50 (23), 5323-5326.
(31) Nakanishi, W.; Matsuno, T.; Ichikawa, J.; Isobe, H. Illusory molecular expression of "Penrose stairs" by an aromatic hydrocarbon, Angew. Chem. Int. Ed. 2011, 50 (27), 6048-6051.
(32) Nakanishi, W.; Xue, J. Y.; Yoshioka, T.; Isobe, H. [6]Cyclo-2,7-naphthylene: a redetermination. Acta Crystallogr., Sect. E: Struct. Rep. Online 2011, E67 (7), o1762-o1763.
(33) Hitosugi, S.; Nakanishi, W.; Yamasaki, T.; Isobe, H. Bottom-up synthesis of finite models of helical (n,m)-single-wall carbon nanotubes. Nat. Commun. 2011, 2 (10), doi: 10.1038/ncomms1505.
(34) Hitosugi, S.; Nakamura, Y.; Matsuno, T.; Nakanishi, W.; Isobe, H. Iridium-catalyzed direct borylation of phenacenes. Tetrahedron Lett. 2012, 53 (9), 1180-1182.
(35) Nakanishi, W.; Shimada, Y.; Taka, H.; Kita, H.; Isobe, H. Synthesis of disilanyl double-pillared bisdibenzofuran with a high triplet energy. Org. Lett. 2012, 14 (6), 1636-1639.
(36) Hitosugi, S.; Nakanishi, W.; Isobe, H. Atropisomerism in a belt-persistent nanohoop molecule: Rotational restriction forced by macrocyclic ring strain. Chem. Asian J. 2012, 7 (7), 1550-1552. (Selected as a cover.)
(37) Isobe, H.; Matsuno, T.; Hitosugi, S.; Nakanishi, W. 2,11-Dibromo-5,8-dibutyl[4]helicene, Acta Crystallogr., Sect. E: Struct. Rep. Online 2012, E68 (4), o1239.
(38) Hitosugi, S.; Tanimoto, D.; Nakanishi, W.; Isobe, H. A facile chromatographic method for purification of pinacol boronic esters. Chem. Lett. 2012, (9), 972-973.
(39) Nakanishi, W.; Kamata, S.; Hitosugi, S.; Isobe, H., Flexible silacyclophanes with two tricyclic aromatic units linked by two disilanyl pillars, Chem. Lett. 2012, 41 (12), 1652-1654.
(40) Kojima, H.; Takahata, C.; Lemin, D.; Takahashi, M.; Kumamoto, T.; Nakanishi, W.; Suzuki, N.; Ishikawa, T. Synthesis of the Aziridinomitosene skeleton by application of guanidinium ylide-mediated aziridination. Helv. Chim. Acta, 2013, 96, 379-388.
(41) Nakanishi, W.; Shimada, Y.; Isobe, H. Structural fluctuation of disilanyl double-pillared bisheteroarenes, Chem. Asian J. 2013, 8 (6), 1177-1181.
(42) Joy, S.; Nakanishi, W.; West, F. G. Hydroxylic additives enhance yield and scalability of silicon-directed Nazarov reaction, Tetrahedron Lett. 2013, 5573-5576.
(43) Xue, J. Y.; Nakanishi, W.; Tanimoto, D.; Hara, D.; Nakamura, Y.; Isobe, H. Convergent synthesis of hexameric naphthylene macrocycles with dicarboxylic imide appendages, Tetrahedron Lett. 2013, 54 (36), 4963-4965. DOI: 10.1016/j.tetlet.2013.07.025
(44) Nakanishi, W.; Matsuyama, N.; Hara, D.; Saeki, A.; Hitosugi, S.; Seki, S.; Isobe, H. Disilanyl Double-Pillared Bisternaphthyl (SiDPBT): Synthesis and interfused packing structures with herringbone and p-stack motifs, Chem. Asian J. 2014, 9 (7), 1782-1785. DOI: 10.1002/asia.201402290
[Reviews]
(1) Nakanishi, W. Hydrogen bonding-based molecular recognition by urea, thiourea and guanidine. J. Synth. Org. Chem., Jpn 2006, 64 (10), 1073-1074.
(2) Nakanishi, W.; West, F. G.; Advances in the Nazarov cyclization. Curr. Opin. Drug Discov. Devel. 2009, 12 (6), 732-751.
(3) Nakanishi, W.; Minami, K,; Shrestha, L. K.; Qingmin, Ji.; Hill, J. P.; Ariga, K.; Bioactive nanocarbon assemblies: Nanoarchitectonics and applications, Nano Today, 2014, 9, 378-394.
[Commentary]
(1) 中西和嘉,炭素−炭素結合の軌道と構造 化学と教育 2010, 58, (8), 366-369.
(2) 一杉俊平,中西和嘉,磯部寛之,最短カーボンナノチューブ分子を組上げる:帯状分子のボトムアップ化学合成,現代化学,2012, 5月号,33-38.
[Invited lectures]
(1) 中西和嘉,単結合多重連結による環状共役構造の構築,第10回 化学系薬学若手研究者セミナー(仙台),2011年(8月)
(2) 中西和嘉,単結合多重連結による環状共役分子の合成と性質,高分子学会茨城地区若手の会(つくば),2013年(10月)
(3) Waka Nakanishi, Control of Structures and Properties of Non-planar Conjugated Molecules, MASA 2014 -Material Architectonics for Sustainable Action-, WPI-MANA Bld. Auditorium Namiki, NIMS, Tsukuba, 2014/07/18
(4) 中西和嘉,分子に力を, 平成26年度スーパーサイエンスハイスクール生徒研究発表会, パシフィコ横浜 国立大ホール, 横浜, 2014/08/07
[Patents]
(1) 磯部 寛之,中西 和嘉,吉岡 知昭,Japan Patent Kokai 2012-121861 (28, June, 2012) 縮退系大環状化合物,並びに,その結晶及び製造方法
[Books]
(1) Nakanishi, W. In Superbases for Organic Synthesis: Related organocatalysts (2): Urea derivatives; Ishikawa, T. Ed.; Wiley, Chicester, 2009, 273-293.