研究業績

2022年

1. Oligonucleotide Synthesis on Porous Glass Resins Containing Activators. A. Ohkubo*, Y. Miyazaki, A. Yoshida, T. Okaniwa, K. Miyauchi, Org. Lett., 24, 3807-3811 (2022).

2020年

1. Chemical synthesis and properties of modified oligonucleotides containing 5'-amino-5'-deoxy-5'-hydroxymethylthymidine residues. A. Ohkubo*, K. Muto, R. Watanabe, S. Nishizawa, S. Hisamatsu, T. Kanamori, Bioorg. Med. Chem., 28, 115407-115414 (2020).
2. The ability of a triplex-forming oligonucleotide to recognize T-A and C-G base pairs in a DNA duplex is enhanced by incorporating N-acetyl-2,7-diaminoquinoline. A. Ohkubo*, T. Ohnishi, S. Nishizawa, Y. Nishimatsu, Bioorg. Med. Chem., 28, 115350-115356 (2020).

2019年

1. DNA triplex-based fluorescence turn-on sensors for adenosine using a fluorescent molecular rotor 5-(3-methylbenzofuran-2-yl) deoxyuridine. T. Kanamori, Y. Masaki, Y. Oda, H. Ohzeki, A. Ohkubo*, M. Sekine, K. Seio, Org. Biomol. Chem., 17, 2077-2080 (2019).

2018年

1. Synthesis of and trplex formation in oligonucleotides containing 2’-deoxy-6thioxanthosine. T. Inde, S. Nishizawa, Y. Hattori, T. Kanamori, H. Yuasa, K. Seio, M. Sekine, A. Ohkubo*, Bioorg. Med. Chem., 18, 30902-30907 (2018).
2. pH-Dependent switching of base pairs using artificial nucleobases with carboxyl groups. T. Kaewsomboon, S. Nishizawa, T. Kanamori, H. Yuasa, A. Ohkubo*, J. Org. Chem., 83, 1320-1327 (2018).
3. 塩基部無保護ホスホロアミダイト法による核酸合成法；大窪章寛、清尾康志; 中分子創薬に資するペプチド・核酸・糖鎖の合成技術（千葉一裕 監修;　CMC出版）2018, 第III編、第10章

2017年

1. Fluorescence enhancement of oligodeoxynucleotides modified with green fluorescent protein chromophore mimics upon triplex formation. . T. Kanamori, A. Takamura, N. Tago, Y. Masaki, A. Ohkubo, M. Sekine, K. Seio, Org. Biomol. Chem., 15, 1190-1197 (2017).
2. Coating lanthanide nanoparticles with carbohydrate ligands elicits affinity for HeLa and RAW264.7 cells, enhancing their photodamaging effect. T. Kanamori, T. Sawamura, T. Tanaka, I. Sotokawa, R. Mori, K. Inada, A. Ohkubo, S. Ogura, Y. Murayama, E. Otsuji, H. Yuasa, Bioorg. Med. Chem., 25, 743-749 (2017).

2016年

1. Enzymatic synthesis and reverse transcription of RNAs incorporating 2'-O-carbamoyl uridine triphosphate. Y. Masaki, H. Ito, K. Yamazaki, N. Tago, K. Ohno, N. Ishii, H. Tsunoda, T. Kanamori, A. Ohkubo, M. Sekine, K. Seio. Chem. Comm., 52, 12889-12892 (2016).
2. Synthesis of 5-[3-(2-aminopyrimidin-4-yl)aminopropyn-1-yl]uracil derivative that recognizes Ade-Thy base pairs in double-stranded DNA. Y. Ito, Y. Masaki, T. Kanamori, A. Ohkubo, K. Seio, M. Sekine, Bioorg. Med. Chem. Lett., 26, 194-196 (2016).
3. Seio, K.; Kanamori, T.; Ohkubo, A.; Sekine, M. Synthesis and Fluorescence Properties of Nucleosides with Pyrimimidine-Type Base Moieties, Fluorescent Analogs of Biomolecular Building Blocks, 9. 208-223. (2016)

2015年

1. A New Microfluidic Phase-Transfer Reaction Using HPLC Guard Columns as the Reactor for the N3 Protection of Uridine Derivatives. N. Tago, Y. Masaki, T. Kanamori, A. Ohkubo, K. Seio, M. Sekine, Synlett, 26, 2578-2582 (2015).
2. 1. The Effect of Coatings on the Affinity of Lanthanide Nanoparticles to MKN45 and HeLa Cancer Cells and Improvement in Photodynamic Therapy Efficiency. T. Sawamura, T. Tanaka, H. Ishige, M. Iizuka, Y. Murayama, E. Otsuji, A. Ohkubo, S. Ogura, H. Yuasa, Int. J. Mol. Sci., 16, 22415-22424 (2015).
3. Synthesis and triplex-forming properties of oligonucleotides capable of recognizing corresponding DNA duplexes containing four base pairs. A. Ohkubo*, K. Yamada, Y. Ito, K. Yoshimura, K. Miyauchi, T. Kanamori, Y. Masaki, K. Seio, Kohji, H. Yuasa, M. Sekine, Nucleic Acids Res., 43, 5675-5686 (2015).
4. Synthesis of peptide nucleic acids containing pyridazine derivatives as cytosine and thymine analogs, and their duplexes with complementary oligodeoxynucleotides. T. Tomori, Y. Miyatake, Y. Sato, T. Kanamori, Y. Masaki, A. Ohkubo, M. Sekine, K. Seio, Org. Lett., 17, 1609-1612 (2015).
5. A ring-flippable sugar as a stimuli-responsive component of liposomes. J. Takeuchi, A. Ohkubo, H. Yuasa, Chem. Asian J., 10, 586-594 (2015).
6. Synthesis of responsive fluorescent Nucleobases 7-(Benzofuran-2-yl)-7-　deazahypoxanthine and 7-(benzofuran-2-yl)-7-deazaguanine using cross-coupling reaction. M. Tokugawa, K. Kaneko, M. Saito, T. Kanamori, Y. Masaki, A. Ohkubo, M. Sekine, K. Seio, Chem. Lett., 44, 64-66. (2015)
7. Controlling the fluorescence of benzofuran-modified uracil residues in oligonucleotides by triple-helix formation. T. Kanamori, H. Ohzeki, Y. Masaki, A. Ohkubo, M. Takahashi, K. Tsuda, T. Ito, M. Shirouzu, K. Kuwasako, Y. Muto, M. Sekine, K. Seio, Chembiochem, 16, 167-176 (2015).
8. オリゴヌクレオチドの固相合成；大窪章寛；有機合成実験法ハンドブック（第２版；丸善）2015, 741-755.

2014年

1. Synthesis and properties of oligonucleotides modified with 2'-O-(2-carboxyethyl)nucleotides and their carbamoyl derivatives. T. Yamada, Y. Masaki, N. Okaniwa, T. Kanamori, A. Ohkubo, K. Seio, M. Sekine, Org Biomol Chem., 12, 6457-6464 (2014).
2. A new modified cytosine base capable of base pairing with guanine using four hydrogen bonds. K. Yamada, Y. Masaki, H. Tsunoda, A. Ohkubo, K. Seio, M. Sekine, Org Biomol Chem., 12, 2255-2262 (2014).
3. Properties of 5- and/or 2-modified 2´-O-cyanoethyl uridine residue : 2´-O-cyanoethyl-5-propynyl-2-thiouridine as an efficient duplex stabilizing component. Y. Masaki, R. Miyasaka, K. Hirai, T. Kanamori, H. Tsunoda, A. Ohkubo, K. Seio, M. Sekine, Org Biomol Chem., 12, 1157-1162 (2014)
4. 機能性人工核酸の創製を目指した新規人工核酸合成法の開発；大窪章寛、清尾康志、関根光雄：有機合成化学協会誌 2014, 72, 899-909.

2013年

1. Access to a novel near-infrared photodynamic therapy through the combined use of 5-aminolevulinic acid and lanthanide nanoparticles. A. Shimoyama, H. Watase, Y. Liu, S. Ogura, Y. Hagiya, K. Takahashi, K. Inoue, T. Tanaka, Y. Murayama, E. Otsuji, A. Ohkubo, H. Yuasa, Photodiagnosis Photodyn Ther., 10, 607-614 (2013).
2. Assembly of pyrene-modified DNA/RNA duplexes incorporating a G-rich single strand region. K. Seio, M. Tokugawa, H. Tsunoda, A. Ohkubo, H. Arisaka, M. Sekine, Bioorg Med Chem Lett., 23, 6822-6824 (2013).
3. Modified oligodeoxynucleotide primers for reverse-transcription of target RNAs that can discriminate among length variants at the 3′-terminus.　Y. Iijima, S. Kojima, E. Kodama, S. Kurohagi, T. Kanamori, Y. Masaki, A. Ohkubo, M. Sekine, K. Seio, Org. Biomol. Chem., 11, 8276-8282 (2013).
4. Chemical synthesis of U1 snRNA derivatives. A. Ohkubo*, Y. Kondo, M. Suzuki, H. Kobayashi, T. Kanamori, Y. Masaki, K. Seio, K. Nagai, M. Sekine, Org. Lett., 15, 4386-4389 (2013).
5. Fluorescent properties of oligonucleotides doubly modified with an indole-fused cytosine analog and 2-aminopurine. K. Seio, T. Kanamori, M. Tokugawa, H. Ohzeki, Y. Masaki, H. Tsunoda, A. Ohkubo, M. Sekine, Bioorg. Med. Chem., 21, 3197-3201 (2013).
6. Base recognition of gap sites in DNA-DNA and DNA-RNA duplexes by short oligonucleotides. K. Yamada, A. Ohkubo, Y. Esaka, T. Kanamori, Y. Masaki, K. Seio, M. Sekine, Bioorg. Med. Chem. Lett., 23, 3448-3451 (2013).
7. Remarkable stabilization of antiparallel DNA triplexes by strong stacking effects of consecutively modified nucleobases containing thiocarbonyl groups. K. Yamada, Y. Hattori, T. Inde, T. Kanamori, A. Ohkubo, K. Seio, and M. Sekine, Bioorg. Med. Chem. Lett., 23, 776-778 (2013).

2012年

1. Prediction of the stability of modified　RNA duplexes based on deformability analysis: oligoribonucleotide derivatives modified with 2'-O-cyanoethyl-5-propynyl-2-thiouridine as a promising component. Y. Masaki, R. Miyasaka, K. Hirai, H. Tsunoda, A. Ohkubo, K. Seio, M. Sekine, Chem. Comm., 48, 7313-7315 (2012).
2. Synthesis and properties of cationic 2'-O-[N-(4-aminobutyl)carbamoyl] modified oligonucleotides. K. Seio, M. Tokugawa, T. Kanamori, H. Tsunoda, A. Ohkubo, M. Sekine, Bioorg. Med. Chem. Lett., 22, 2470-2473 (2012).
3. Formation of new base pairs between inosine and 5-methyl-2-thiocytidine derivatives. A. Ohkubo, Y. Nishino, Y. Ito, H. Tsunoda, K. Seio, and M. Sekine, Org. Biomol. Chem., 10, 2008-2010 (2012).
4. Development of an efficient method for phosphorodiamidate bond formation by using inorganic salts. T. Harakawa, H. Tsunoda, A. Ohkubo, K. Seio, and M. Sekine, Bioorg. Med. Chem. Lett., 22, 1445-1447 (2012).
5. Synthesis of 5'-terminal capped oligonucleotide using O–N phosphoryl migration of phosphoramidite derivatives. A. Ohkubo, N. Tago, A. Yokouchi, Y. Nishino, K. Yamada, H. Tsunoda, K. Seio, M. Sekine, Org. Lett., 14, 10-13 (2012).
6. Short-RNA selective binding of oligonucleotides modified using adenosine and guanosine derivatives that possess cyclohexyl phosphates as substituents. K. Seio, S. Kurohagi, E. Kodama, H. Tsunoda, A. Ohkubo and M. Sekine, Org. Biomol. Chem., 10, 994-1006 (2012).
7. DNA duplexes and triplex-forming oligodeoxynucleotides incorporating modified nucleosides forming stable and selective triplexes. T. Kanamori, Y. Masaki, M. Mizuta, H. Tsunoda, A. Ohkubo, M. Sekine, K. Seio, Org. Biomol. Chem., 10, 1007-1013 (2012).