Faculty Profiles - TSUKAMOTO, Masaki

Papers - TSUKAMOTO, Masaki

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One-pot reduction of TEMPO derivatives by triethylsilane and trifluoroacetic acid: isolation and structural analysis of the air-stable TEMPOH ammonium trifluoroacetate Reviewed Open Access

K. Ando, K.-i. Oyama, S.-i. Kawano, H. Zhang, and M. Tsukamoto

Bull. Chem. Soc. Jpn. Vol. 98 ( 11 ) page： 10.1093/bulcsj/uoaf107 2025.11

Detection and behaviors of TEMPO derivatives in seven mass spectrometry ionization methods Reviewed Open Access

K.-i. Oyama, S. Hor, M. Tsukamoto, and H. Zhang

J. Mass Spectrom. Vol. 60 ( 4 ) page： e5122 2025.3

Synthesis and Characterization of Maleimide-Terminated Oligoimides Formed by a Michael Addition Reaction Using Methoxybenzenes Reviewed

T. Wakabayashi, S. Hor, K.-i. Oyama, and M. Tsukamoto

Tetrahedron Vol. 141 page： 133486 2023.5

Real-Time Monitoring of Enzyme-Catalyzed Phosphoribosylation of Anti-Influenza Prodrug Favipiravir by Time-Lapse NMR Spectroscopy. Reviewed

T. Sugiki, A. Ito, Y. Hatanaka, M. Tsukamoto, T. Murata, K. Miyanishi, A. Kagawa, T. Fujiwara, M. Kitagawa, Y. Morita, and M. Negoro

NMR Biomed. Vol. 36 ( 5 ) page： e4888 2022.12

Characterization of Organic Friction Modifiers Using Lateral Force Microscopy and Eyring Activation Energy Model. Reviewed

J. Hou, M. Tsukamoto, H. Zhang, K. Fukuzawa, S. Itoh, and N. Azuma

Tribol. Int. Vol. 178 ( Part A ) page： 108052 2022.11

Molecules with a TEMPO-Based Head Group as High-Performance Organic Friction Modifiers. Reviewed Open Access

J. Hou, M. Tsukamoto, S. Hor, X. Chen, J. Yang, H. Zhang, N. Koga, K. Yasuda, K. Fukuzawa, S. Itoh, and N. Azuma

Friction Vol. 11 ( 2 ) page： 316 - 332 2022.5

Synthesis and characterization of methoxybenzene-linked polyimides formed by 1,4-addition to bismaleimides Reviewed Open Access

Seanghai Hor, Kin-ichi Oyama, Nobuaki Koga, and Masaki Tsukamoto

Polymer Vol. 238 page： 124326 2022.1

Metal Ions Sensing by Biodots Prepared from DNA, RNA, and Nucleotides Open Access

Wang Maofei, Tsukamoto Masaki, Sergeyev Vladimir G., Zinchenko Anatoly

Biosensors Vol. 11 ( 9 ) 2021.9

Language：Japanese Publisher：Biosensors

Nucleic acids that exhibit a high affinity toward noble and transition metal ions have attracted growing attention in the fields of metal ion sensing, toxic metal ion removal, and the construction of functional metal nanostructures. In this study, fluorescent nanoparticles (biodots) were synthesized from DNA, RNA, and RNA nucleotides (AMP, GMP, UMP, and CMP) using a hydrothermal (HT) method, in order to study their metal ion sensing characteristics. The fluorescent properties of biodots differ markedly between those prepared from purine and pyrimidine nucle-obases. All biodots demonstrate a high sensitivity to the presence of mercury cations (Hg2+ ), while biodots prepared from DNA, RNA, and guanosine monophosphate (GMP) are also sensitive to Ag+ and Cu2+ ions, but to a lesser extent. The obtained results show that biodots inherit the metal ion recognition properties of nucleobases, while the nucleobase composition of biodot precursors affects metal ion sensitivity and selectivity. A linear response of biodot fluorescence to Hg2+ concentration in solution was observed for AMP and GMP biodots in the range 0–250 µM, which can be used for the analytic detection of mercury ion concentration. A facile paper strip test was also developed that allows visual detection of mercury ions in solutions.

DOI： 10.3390/bios11090333

Fluorescent Nanoparticles Synthesized from DNA, RNA, and Nucleotides Reviewed Open Access

Wang Maofei, Tsukamoto Masaki, Sergeyev Vladimir G., Zinchenko Anatoly

Nanomaterials Vol. 11 ( 9 ) 2021.9

Language：Japanese Publisher：Nanomaterials

Ubiquitous on Earth DNA and other nucleic acids are being increasingly considered as promising biomass resources. Due to their unique chemical structure, which is different from that of a more common carbohydrate biomass polymers, materials based on nucleic acids may exhibit new attractive characteristics. In this study, fluorescent nanoparticles (biodots) were prepared by a hydrothermal (HT) method from various nucleic acids (DNA, RNA, nucleotides, and nucleosides) to establish the relationship between the structure of precursors and fluorescent properties of biodots and to optimize conditions for preparation of the most fluorescent product. HT treatment of nucleic acids results in decomposition of sugar moieties and depurination/depyrimidation of nucleobases, while their consequent condensation and polymerization gives fluorescent nanoparticles. Fluorescent properties of DNA and RNA biodots are drastically different from biodots synthesized from individual nucleotides. In particular, biodots synthesized from purine-containing nucleotides or nucleosides show up to 50-fold higher fluorescence compared to analogous pyrimidine-derived biodots. The polymeric nature of a precursor disfavors formation of a bright fluorescent product. The reported effect of the structure of the nucleic acid precursor on the fluorescence properties of biodots should help designing and synthesizing brighter fluorescent nanomaterials with broader specification for bioimaging, sensing, and other applications.

DOI： 10.3390/nano11092265

Brønsted acid-catalyzed 1,4-addition of 1,3,5-trimethoxybenzene to maleimides and acrylates Reviewed Open Access

Seanghai Hor, Kin-ichi Oyama, Nobuaki Koga, and Masaki Tsukamoto

Tetrahedron Lett. Vol. 74 page： Article 153100 2021.6

Experimental Study of Application of Molecules with a Cyclic Head Group Containing a Free Radical as Organic Friction Modifiers Reviewed Open Access

X. Zhang, M. Tsukamoto, H. Zhang, Y. Mitsuya, S. Itoh, and K. Fukuzawa

J. Adv. Mech. Des. Syst. Vol. 14 ( 4 ) page： JAMDSM0044 2020.4

Recent Application of Acidic 1,3-Azolium Salts as Promoters in the Solution-Phase Synthesis of Nucleosides and Nucleotides Invited Reviewed Open Access

M. Tsukamoto and K.-i. Oyama

Tetrahedron Lett. page： 2477-2484 2018.6

A Solid-Supported Acidic Oxazolium Perchlorate as an Easy-Handling Catalyst for the Synthesis of Modified Pyrimidine Nucleosides via Vorbrüggen-type N-Glycosylation Reviewed Open Access

N. Basu, K.-i. Oyama, and M. Tsukamoto

Tetrahedron Lett. Vol. 58 ( 20 ) page： 1921–1924 2017.5

Synthesis of Ribonucleoside 3',5'-Cyclic Monophosphorodithioates Reviewed

A. Fukuhara and M. Tsukamoto

Tetrahedron Vol. 71 ( 23 ) page： 3878-3884 2015.6

Practical Synthesis of Adenosine 3',5'-Cyclic Monophosphorodithioate Reviewed

A. Fukuhara, H. Morita, K.-i. Oyama, and M. Tsukamoto

Tetrahedron Lett. Vol. 55 ( 38 ) page： 5261-5263 2014.9

Synthesis of Modified Pyrimidine Nucleosides via Vorbrüggen-type N-Glycosylation Catalyzed by 2-Methyl-5-phenylbenzoxazolium Perchlorate Reviewed

H. Shirouzu, H. Morita, and M. Tsukamoto

Tetrahedron Vol. 70 ( 22 ) page： 3635-3639 2014.3

Cyclic Bis(3'-5')diadenylic Acid (c-di-AMP) Analogs Promote the Activities of Photosynthesis and Respiration of Chlamydomonas reinhardtii Reviewed Open Access

T. Tezuka, H. Shirouzu, K. Ishida, N. Suzuki, T. Matsuo, K.-i. Oyama, S. Aoki, and M. Tsukamoto

Am. J. Plant Sciences Vol. 5 ( 1 ) page： 24-28 2014.1

Synthesis of 2'-Modified Cyclic Bis(3'-5')diadenylic Acids (c-di-AMPs) and Their Promotion of Cell Division in a Freshwater Green Alga Reviewed

T. Tezuka, N. Suzuki, K. Ishida, K.-i. Oyama, S. Aoki, and M. Tsukamoto

Chem. Lett. Vol. 41 ( 12 ) page： 1723-1725 2012.12

Controlling Glycosyl Bond Conformation of Guanine Nucleosides: Stabilization of the anti Conformer in 5'-O-Ethylguanosine Reviewed

H. Asami, S.-h. Urashima, M. Tsukamoto, A. Motoda, Y. Hayakawa, and H. Saigusa

J. Phys. Chem. Lett. Vol. 3 page： 571–575 2012.2

Practical Synthesis of Cyclic Bis(3'-5') diadenylic Acid (c-di-AMP) Reviewed

N. Suzuki, K.-i. Oyama, and M. Tsukamoto

Chem. Lett. Vol. 40 ( 10 ) page： 1113-1114 2011.9

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Papers - TSUKAMOTO, Masaki