Publications

2021年

原著論文

New cleavable spacers for tandem synthesis of multiple oligonucleotides
Kazuki Yamamoto, Yasufumi Fuchi, Masaya Okabe, Takashi Osawa, Yuta Ito, Yoshiyuki Hari*
Synthesis 2021, in press (doi:10.1055/a-1538-9883).

Synthesis and properties of oligonucleotides containing 2ʹ-O,4ʹ-C-ethylene-bridged 5-methyluridine with exocyclic methylene and methyl groups in the bridge
Yuta Ito, Kodai Nishida, Norika Tsutsui, Yasufumi Fuchi, Yoshiyuki Hari*
Eur. J. Org. Chem. 2021, 4993-5002 (doi:10.1002/ejoc.202100947).

Bicyclo[2.2.2]octane-2,3-diol as a universal linker for the solid-phase synthesis of oligonucleotides
Kazuki Yamamoto, Yasufumi Fuchi, Yuta Ito, Yoshiyuki Hari*
Tetrahedron 2021, 92, 132261 (doi:10.1016/j.tet.2021.132261).

Synthesis and properties of oligonucleotides bearing thymidine derivatives with 1,6-dioxaspiro[4.5]decane skeleton
Takashi Osawa, Miho Kawaguchi, Ye-Jin Jang, Yuta Ito, Yoshiyuki Hari*
Bioorg. Med. Chem. 2021, 31, 115966 (doi:10.1016/j.bmc.2020.115966).

Post-synthetic modification of oligonucleotides containing 5-mono- and 5-di-fluoromethyluridines
Yuta Ito, Honoka Hayashi, Yasufumi Fuchi, Yoshiyuki Hari*
Tetrahedron 2021, 77, 131769 (doi:10.1016/j.tet.2020.131769).

2ʹ,4ʹ-BNA/LNA with 9-(2-aminoethoxy)-1,3-diaza-2-oxophenoxazine efficiently forms duplexes and has enhanced enzymatic resistance
Yuki Kishimoto, Osamu Nakagawa*, Akane Fujii, Kotaro Yoshioka, Tetsuya Nagata, Takanori Yokota, Yoshiyuki Hari, Satoshi Obika*
Chem. Eur. J. 2021, 27, 2427-2438 (doi:10.1002/chem.202003982).

The effect of base triplets adjacent to a T•CG or 5-methylC•CG triplet in the triplex DNA
Yuta Ito, Chisa Hama, Takashi Osawa, Yoshiyuki Hari*
Heterocycles (Invited) 2021, 103, 322-330 (doi:10.3987/COM-20-S(K)16).

2020年

原著論文

Synthesis and hybridization properties of iridium(III) polypyridyl complex-conjugated oligonucleotide
Yuta Ito, Koichi Mizuno, Kohei Domoto, Yoshiyuki Hari*
Nucleos. Nucleot. Nucleic Acids (Invited) 2020, 39, 69-81 (doi:10.1080/15257770.2019.1690150).

Synthesis of oligonucleotides containing 2ʹ-N-alkylaminocarbonyl-2'-amino-LNA (2'-urea-LNA) moieties using post-synthetic modification strategy
Shoko Yamashita, Kodai Nishida, Takashi Osawa, Ayumi Nakanishi, Yuta Ito, Yoshiyuki Hari*
Molecules (Invited) 2020, 25, 346 (doi:10.3390/molecules25020346).

Synthesis and hybridizing property of oligonucleotides including 2ʹ-C,4ʹ-C-ethyleneoxy-bridged 2ʹ-deoxyadenosine with an exocyclic methylene unit
Takashi Osawa, Yoshinori Onishi, Sawako Wakita, Yuta Ito, Yoshiyuki Hari*
Heterocycles (Invited) 2020, 101, 284-297 (doi:10.3987/COM-19-S(F)24).

総説

ルテニウム錯体をコンジュゲートした機能性オリゴ核酸の開発
伊藤 勇太*
有機合成化学協会誌 2020, 78, 898-900 (doi:10.5059/yukigoseikyokaishi.78.898).

Bridged nucleosides as building blocks of oligonucleotides: Synthesis and properties
Yoshiyuki Hari*
Heterocycles (Invited) 2020, 100, 681-717 (doi:10.3987/REV-19-922).

和書

アンチジーン (第Ⅱ部核酸科学の最前線)
張 功幸
核酸科学ハンドブック, 日本核酸化学会(監修), 講談社, 504-507 (2020) (ISBN:978-4-06-520786-4).

2019年

原著論文

Synthesis of 2ʹ-C,4ʹ-C-methyleneoxy-bridged thymidine derivatives and properties of modified oligonucleotides
Takashi Osawa, Han Kim, Misa Shoji, Miku Saijo, Masakazu Dohi, Yuta Ito, Satoshi Obika, Yoshiyuki Hari*
J. Org. Chem. 2019, 84, 13336-13344 (doi:10.1021/acs.joc.9b01496).

Synthesis of the methyl analog of 2ʹ-O,4ʹ-C-ethylene-bridged 5-methyluridine via intramolecular radical cyclization and properties of the modified oligonucleotides
Yuta Ito, Norika Tsutsui, Takashi Osawa, Yoshiyuki Hari*
J. Org. Chem. 2019, 84, 9093-9100 (doi:10.1021/acs.joc.9b01035).

Construction of pyrimidine bases bearing carboxylic acid equivalents at the C5 position by postsynthetic modification of oligonucleotides
Yuta Ito, Kazuki Yamamoto, Yoshiyuki Hari*
Curr. Protoc. Nucleic Acid Chem. (Invited) 2019, 78, e91 (doi:10.1002/cpnc.91).

Effective syntheses of 2',4'-BNANC monomers bearing adenine, guanine, thymine, and 5-methylcytosine, and the properties of oligonucleotides fully modified with 2',4'-BNANC
Aki Fujisaka, Yoshiyuki Hari, Hiroko Takuma, S. M. Abdur Rahman, Haruhisa Yoshikawa, Juanjuan Pang, Takeshi Imanishi, Satoshi Obika*
Bioorg. Med. Chem. 2019, 27, 1728-1741 (doi:10.1016/j.bmc.2019.02.034).

Synthesis and hybridization properties of oligonucleotides including 2'-N-alkoxycarbonyl-2'-amino-LNA derivatives
Takashi Osawa, Shoko Yamashita, Ayumi Nakanishi, Yuta Ito, Yoshiyuki Hari*
Heterocycles (Invited) 2019, 99, 502-520 (doi:10.3987/COM-18-S(F)46).

洋書

2'-C,4'-C-Ethyleneoxy-bridged 2'-deoxyribonucleic acids (EoDNAs) with thymine nucleobases: Synthesis, duplex-forming ability and enzymatic stability
Takashi Osawa, Satoshi Obika, Yoshiyuki Hari
Non-Natural Nucleic Acids, N. Shank (ed.), Springer, 59-89 (2019).

2018年

原著論文

Post-synthetic modification of oligonucleotides containing 5-trifluoromethylpyrimidine bases
Yuta Ito, Misaki Matsuo, Kazuki Yamamoto, Wakana Yamashita, Takashi Osawa, Yoshiyuki Hari*
Tetrahedron 2018, 74, 6854-6860 (doi:10.1016/j.tet.2018.10.006).

Photoredox-catalyzed deformylative 1,4-addition of 2'-deoxy-5'-O-phthalimidonucleosides for synthesis of 5'-carba analogs of nucleoside 5'-phosphates
Yuta Ito, Airi Kimura, Takashi Osawa, Yoshiyuki Hari*
J. Org. Chem. 2018, 83, 10701-10708 (doi:10.1021/acs.joc.8b00637).

Synthesis and properties of oligonucleotides containing 3'-O,4'-C-ethyleneoxy-bridged 5-methyluridines
Takashi Osawa, Yuka Hitomi, Sawako Wakita, Han Kim, Masakazu Dohi, Masahiko Horiba, Yuta Ito, Satoshi Obika, Yoshiyuki Hari*
Heterocycles (Invited) 2018, 97, 306-313 (doi:10.3987/COM-18-S(T)20).

Synthesis and hybridizing properties of isoDNAs including 3'-O,4'-C-ethyleneoxy-bridged 5-methyluridine derivatives
Takashi Osawa, Yuka Hitomi, Sawako Wakita, Han Kim, Yuta Ito, Yoshiyuki Hari*
Bioorg. Med. Chem. 2018, 26, 3875-3881 (doi:10.1016/j.bmc.2018.05.043).

洋書

Site-specific modification of nucleobases in oligonucleotides
Yoshiyuki Hari
Synthesis of Therapeutic Oligonucleotides, S. Obika and M. Sekine (eds.), Springer, 131-145 (2018).

2',4'-Bridged nucleic acids containing plural heteroatoms in the bridge moiety
Yoshiyuki Hari, Satoshi Obika
Synthesis of Therapeutic Oligonucleotides, S. Obika and M. Sekine (eds.), Springer, 201-221 (2018).

2017年

原著論文

Synthesis and thermal stabilities of oligonucleotides containing 2'-O,4'-C-methylene bridged nucleic acid with a phenoxazine base
Yuki Kishimoto, Akane Fujii, Osamu Nakagawa*, Tetsuya Nagata, Takanori Yokota, Yoshiyuki Hari, Satoshi Obika*
Org. Biomol. Chem. 2017, 15, 8145-8152 (doi:10.1039/c7ob01874f).

Triplex- and duplex-forming abilities of oligonucleotides containing 2'-deoxy-5-trifluoromethyluridine and 2'-deoxy-5-trifluoromethylcytidine
Yuta Ito, Misaki Matsuo, Takashi Osawa, Yoshiyuki Hari*
Chem. Pharm. Bull. 2017, 65, 982-988 (doi:10.1248/cpb.c17-00530).

Synthesis, duplex-forming ability, enzymatic stability, and in vitro antisense potency of oligonucleotides including 2'-C,4'-C-ethyleneoxy-bridged thymidine derivatives
Takashi Osawa, Motoki Sawamura, Fumito Wada, Tsuyoshi Yamamoto, Satoshi Obika*, Yoshiyuki Hari*
Org. Biomol. Chem. 2017, 15, 3955-3963 (doi:10.1039/c7ob00698e).

Synthesis of the 5-methyluridine monomer of 3'-O,4'-C-ethyleneoxy-bridged nucleic acid
Takashi Osawa, Masakazu Dohi, Yuka Hitomi, Yuta Ito, Satoshi Obika*, Yoshiyuki Hari*
Heterocycles (Invited) 2017, 95, 342-352 (doi:10.3987/COM-16-S(S)24).

Tetrazole- and triazol-bridged nucleic acids: Synthesis, duplex stability, nuclease resistance, and in vitro and in vivo antisense potency
Yasunori Mitsuoka, Tsuyoshi Yamamoto, Akira Kugimiya, Reiko Waki, Fumito Wada, Saori Tahara, Motoki Sawamura, Mio Noda, Yuko Fujimura, Yuki Kato, Yoshiyuki Hari, Satoshi Obika*
J. Org. Chem. 2017, 82, 12-24 (doi:10.1021/acs.joc.6b02417).

2016年

原著論文

Synthesis and properties of novel 2'-C,4'-C-ethyleneoxy-bridged 2'-deoxyribonucleic acids with exocyclic methylene groups
Takashi Osawa, Satoshi Obika*, Yoshiyuki Hari*
Org. Biomol. Chem. 2016, 14, 9481-9484 (doi:10.1039/c6ob01960a).

Effect of an N-substituted in sulfonamide-bridged nucleic acid (SuNA) on hybridization ability and duplex structure
Yasunori Mitsuoka, Hiroshi Aoyama, Akira Kugimiya, Yuko Fujimura, Tsuyoshi Yamamoto, Reiko Waki, Fumito Wada, Saori Tahara, Motoki Sawamura, Mio Noda, Yoshiyuki Hari, Satoshi Obika*
Org. Biomol. Chem.2016, 14, 6531-6538 (doi:10.1039/c6ob01051b).

Structure–activity relations of leucine derivatives reveal critical moieties for cellular uptake and activation of mTORC1-mediated signaling
Shushi Nagamori, Pattama Wiriyasermkul, Suguru Okuda, Naoto Kojima, Yoshiyuki Hari, Shigeki Kiyonaka, Yasuo Mori, Hideyuki Tominaga, Ryuichi Ohgaki, Yoshikatsu Kanai*
Amino Acids2016, 48, 1045-1058 (doi:10.​1007/​s00726-015-2158-z).

総説

架橋部に複数のヘテロ原子を有する2',4'-架橋型人工核酸の合成と機能
張 功幸*, 小比賀聡*
J. Synth. Org. Chem., Jpn. (Invited) 2016, 74, 141-153 (doi:10.5059/yukigoseikyokaishi.74.141).

洋書

2’,4’-Bridged nucleic acids for targeting double-stranded DNA
Yoshiyuki Hari, Satoshi Obika
Modified Nucleic Acids, K. Nakatani and Y. Tor (eds.), Springer, 209-219 (2016).

その他

二重鎖形成能
張 功幸
J. Synth. Org. Chem., Jpn.2016, 74, 169.

2015年4月~(着任以降)

原著論文

Synthesis and properties of the 5-methyluridine derivative of 3,4-dihydro-2H-pyran-bridged nucleic acid (DpNA)
Takashi Osawa, Yoshiyuki Hari*, Masakazu Dohi, Yuya Matsuda, Satoshi Obika*
J. Org. Chem.2015, 80,10474-10481 (doi:10.1021/acs.joc.5b01425).

スタッフの着任以前の業績・・・張はこちら、伊藤はこちら、渕はこちら