発表論文を紹介します。
Department of Chemistry and Biomolecular Science, Graduate School of Natural Science and Technology, Gifu University
057
Sawahata, R; Takagi. Y.; Kitamura, Y., Azidomethylation of nucleobases and related N-heterocycles, benzazoles, and bis(arene)sulfonimides using azidomethyl esters with silyl triflates, Org. Lett., 26, 3806-3809 (2024).
056
Kitamura, Y; Kandeel. M.; Oba, E.; Iwai, C.; Iritani, K.; Nagaya, N.; Namura, R.; Katagiri, H.; Ueda, H.; Kitade, Y., A diversifiable synthetic platform for the discovery of new carbasugar SGLT2 inhibitors using azide-alkyne click chemistry, Chem. Pharm. Bull., 71, 240-249 (2023).
055
Shintani, Y.; Ohtomi, T.; Shibata, A.; Kitamura, Y; Hirosawa, K. M.; Suzuki, K. G. N.; Ikeda, M., Formation of supramolecular nanostructures via in situ self-assembly and post-assembly modification of a biocatalytically constructed dipeptide hydrazide, Chem. Eur. J., 28, e20210442 (2022).
054
Kitamura, Y.; Ohshima, Y.; Nagaya, Y., A new approach for the synthesis of N-β-enaminocarbonyl 2-oxazolidinones through ring transformation reactions of uracil, Tetrahedron Lett., 88, 153554 (2022).
053
Shirakami, N.; Kawaki, Y.; Higashi, S. L.; Shibata, A.; Kitamura, Y.; Hanifah, S. A.; Wah, L. L.; Ikeda, M., Introduction of an oxidation-responsive 4-boronobenzyl group into an oligonucleotide through a postmodification approach, Chem. Lett., 50, 1412-1415 (2021).
052
Shirakami, N.; Higashi, S. L.; Kawaki, Y.; Kitamura, Y.; Shibata, A. Ikeda, M., Construction of a reduction-responsive oligonucleotide via a post-modification approach utilizing 4-nitrophenyl diazomethane, Polym. J., 53, 741-746 (2021).
051
Kitamura, Y.; Kandeel, M.; Kondo, T.; Tanaka, A.; Makino, Y.; Miyamoto, N.; Shibata, A. Ikeda, M.; Kitade, Y., Sulfonamide antibiotics inhibit RNAi by binding to human Argonaute protein 2 PAZ, Bioorg. Med. Chem. Lett., 30, 127637 (2020).
050
Ohtomi, T.; Higashi, S. L.; Mori, D.; Shibata, A.; Kitamura, Y.; Ikeda, M., Effect of side chain phenyl group on the self-assembled morphology of dipeptide hydrazides, Pept. Sci., 113, e24200 (2020).
049
Kitamura, Y.; Nagaya, Y.; Ohshima, Y.; Kato, D.; Ohguchi, A.; Katagiri, H.; Ikeda, M.; Kitade, Y., NOVEL RING TRANSFORMATION OF URACILS TO 2-OXAZOLIDINONES, Heterocycles, 100, 622-631 (2020).
048
Nogimori, T.; Ogami, K.; Oishi, Y.; Goda, R.; Hosoda, N.; Kitamura, Y.; Kitade, Y.; Hoshino, S., ABCE1 acts as a positive regulator of exogenous RNA decay, Viruses, 12, 174 (2020).
047
Sugiura, T.; Kanada, T.; Mori, D.; Sakai, H.; Shibata, A.; Kitamura, Y.; Ikeda, M., Chemical Stimulus-Responsive Supramolecular Hydrogel Formation and Shrinkage of a Hydrazone-containing Short Peptide Derivative, Soft Matter, 16, 899-906 (2020).
046
Arakawa, H.; Takeda, K.; Higashi, S.; Shibata, A.; Kitamura, Y.; Ikeda, M., Self-Assembly and Hydrogel Formation Ability of Fmoc-Dipeptides Comprising α-Methyl-L-phenylalanine, Polym. J., 52, 923-930 (2020).
045
Miyamoto, N.; Ohno, H.; Kitamura, Y.; Park, K., Sawama, Y.; Sajiki, H.; Kitade, Y., Practical and reliable synthesis of 2′,3′,5′,5′′-tetradeuterated uridine derivatives, Nucleosides Nucleotides Nucleic Acids, 39, 236-244 (2020).
044
Higashi, S. L.; Shibata, A.; Kitamura, Y.; Hirosawa, K. M. Suzuki, K. G. N.; Matsuura, K. Ikeda, M., Hybrid Soft Nanomaterials Composed of DNA Microspheres and Supramolecular Nanostructures of Semi-artificial Glycopeptides, Chem. Eur. J., 25, 11955-11962 (2019).
043
Nogimori, T.; Nishiura, K.; Kawashima, S.; Nagai, T.; Oishi, Y.; Hosoda, N.; Imataka, H.; Kitamura, Y.; Kitade, Y.; Hoshino, S., Dom34 mediates targeting of exogenous RNA in the antiviral OAS/RNase L pathway, Nucleic Acids Res., 47, 432-449 (2019).
042
Hayakawa, M.; Ohsawa, A.; Takeda, K.; Torii, R.; Kitamura, Y.; Katagiri, H.; Ikeda, M., Cyclic arylopeptoid oligomers: synthesis and conformational propensities of peptide-mimetic aromatic macrocycles, Org. Biomol. Chem., 16, 8505-8512 (2018).
041
Kitamura, Y.; Moribe, S.; Kitade, Y., Synthesis of cationic glucosamino nucleic acids for stabilizing oligonucleotides, Bioorg. Med. Chem. Lett., 28, 3174-3176 (2018).
040
Nagaya, Y.; Kitamura, Y.; Shibata, A.; Ikeda, M.; Akao, Y.; Kitade, Y., Introduction of 2-O-benzyl abasic nucleosides to the 3'-overhang regions of siRNAs greatly improves nuclease resistance, Bioorg. Med. Chem. Lett., 27, 5454-5456 (2017).
039
Kitamura, Y.; Asakura, R.; Terazawa, K.; Shibata, A.; Ikeda, M.; Kitade, Y., Nucleobase azide-ethynylribose click chemistry contributes to stabilizing oligonucleotide duplexes and stem-loop structures, Bioorg. Med. Chem. Lett., 27, 2655-2658 (2017).
038
Tsuzuki, T.; Katagiri, H.; Kitamura, Y.; Kitade, Y.; Ikeda, M., Synthesis of self-assembling arylopeptoid bearing hydrophilic polymer on the basis of soluble polymer-supported liquid-phase synthesis, Tetrahedron, 72, 6886-6891 (2016).
037
Kitamura, Y.; Kito, S.; Nakashima, R.; Tanaka, K.; Nagaoka, K.; Kitade, Y., Doxifluridine-conjugated 2-5A analog shows strong RNase L activation ability and tumor suppressive effect, Bioorg. Med. Chem., 24, 3870-3874 (2016).
036
Kitamura, Y.; Sakamoto, R.; Shiraishi, T.; Oguri, H.; Ohno, S.; Kitade, Y., Practical modification of peptides using ligand-free copper-catalyzed azide-alkyne cycloaddition, Tetrahedron, 72, 4016-4021 (2016).
035
Seiple, I. B.; Zhang, Z.; Jakubec, P.; Langlois-Mercier, A.; Wright, P. M.; Hog, D. T.; Yabu, K.; Allu, S. R.; Fukuzaki, T.; Carlsen, P. N.; Kitamura, Y.; Zhou, X.; Condakes, M. L.; Szczypi?ski, F.; Green, W. D.; Myers, A. G., A platform for the discovery of new macrolide antibiotics, Nature, 533, 338-345 (2016).
034
Nagaya, Y.; Kitamura, Y.; Nakashima, R.; Shibata, A.; Ikeda, M.; Kitade, Y., Practical and Reliable Synthesis of 1,2-Dideoxy-D-ribofuranose and its Application in RNAi Studies, Nucleosides Nucleotides Nucleic Acids, 35, 64-75 (2016).
033
Ikeda, M.; Horio, K.; Tsuzuki, T.; Torii, R.; Shibata, A.; Kitamura, Y.; Katagiri, H.; Kitade, Y., New solid phase submonomer synthesis of arylopeptoid oligomers using reductive amination, Tetrahedron Lett., 56, 6726-6729 (2015).
032
Zhang, Z.; Kitamura, Y.; Myers, A. G., An Efficient Directed Claisen Reaction Allows for Rapid Construction of 5,6-Disubstituted 1,3-Dioxin-4-ones, Synthesis, 47, 2709-2712 (2015).
031
Ren, Q.; Tsunaba, K.; Kitamura, Y.; Nakashima, R.; Shibata, A.; Ikeda, M.; Kitade, Y., Synthesis of ethynylbenzene-substituted glycol as a versatile probe for labeling oligonucleotides, Bioorg. Med. Chem. Lett., 24, 1519-1522 (2014).
030
Kandeel, M.; Ai-Taher, A.; Nakashima, R.; Sakaguchi, T.; Kandeel, A.; Nagaya, Y.; Kitamura, Y.; Kitade, Y., Bioenergetics and Gene Silencing Approaches for Unraveling Nucleotide Recognition by the Human EIF2C2/Ago2 PAZ Domain, PLos One, 9, e94538 (2014).
029
Kitamura, Y.; Taniguchi, K.; Maegawa, T.; Monguchi, Y.; Kitade, Y.; Sajiki, H., Cu/HP20-CATALYZED SOLVENT-FREE HUISGEN CYCLOADDITION AT ORDINARY TEMPERATURES, Heterocycles, 88, 233-243 (2014).
028
Kitamura, Y.; Masegi, Y.; Ogawa, S.; Nakashima, R.; Akao, Y.; Ueno, Y.; Kitade, Y., Chemically modified siRNAs and miRNAs bearing urea/thiourea-bridged aromatic compounds at their 3′-end for RNAi therapy, Bioorg. Med. Chem., 21, 4494-4501 (2013).
027
Luo, X.; Sugiura, T.; Nakashima, R.; Kitamura, Y.; Kitade, Y., Synthesis of oligonucleotides with glucosamine at the 3'-position and evaluation of their biological activity, Bioorg. Med. Chem. Lett., 23, 4157-4161 (2013).
026
Noguchi, Y.; Yasuda, Y.; Tashiro, M.; Kataoka, T.; Kandeel, M.; Kitamura, Y.; Kitade, Y., Synthesis of carbocyclic pyrimidine nucleosides and their inhibitory activities against Plasmodium falciparum thymidylate kinase, Parasitol. Int., 62, 368-371 (2013).
025
Kandeel, M.; Nakashima, R.; Kitamura, Y.; Balaha. M; Abdelaziz, M.; Kitade, Y., Thermodynamics and molecular bases of the interaction of ampicillin and streptomycin at their binding sites of bovine serum albumin, J. Therm. Anal. Cal., 112, 945-952 (2013).
024
Ueno, Y., Yamada, Y., Nakanishi, M., and Kitade, Y., A Specific Substrate-inhibitor, a 2'-Deoxy-2'-fluorouridine-containing Oligoribonucleotide, against Human RNase L, Bioorg. Med. Chem., 11, 5069-5073 (2003).
023
Monguchi, Y.; Nozaki, K.; Maejima, T.; Shimoda, Y.; Sawama, Y.; Kitamura, Y.; Kitade, Y.; Sajiki, H., Solvent-free Huisgen cyclization using heterogeneous copper catalysts supported on chelate resins, Green Chem., 15, 490-495 (2013).
022
Kitamura, Y.; Edayoshi, K.; Kitade, Y., Stereoselective synthesis of 1-deoxy-1-ethynyl-β-D-ribofuranose as a versatile scaffold, Tetrahedron Lett., 53, 6987-6989 (2012).
021
Osman, W.; Endo, S.; Oh-hashi, K.; Kitamura, Y.; Kitade, Y., Molecular characterization and mutational analysis of recombinant diadenosine 5′,5′′-P1,P4-tetraphosphate (Ap4A) hydrolase from Plasmodium falciparum,Biol. Pharm. Bull., 35, 1191-1196 (2012).
020
Kato, A.; Yasuda, Y.; Kitamura, Y.; Kandeel, M.; Kitade, Y., Carbocyclic thymidine derivatives efficiently inhibit Plasmodium falciparum thymidylate kinase (PfTMK), Parasitol. Int., 61, 501-503 (2012).
019
Taniho, K.; Nakashima, R.; Kandeel, M.; Kitamura, Y.; Kitade, Y., Synthesis and biological properties of chemically modified siRNAs bearing 1-deoxy-D-ribofuranose in their 3′-overhang region, Bioorg. Med. Chem. Lett.., 22, 2518-2521 (2012).
018
Furukawa, K.; Hattori, M.; Ohki, T.; Kitamura, Y.; Kitade, Y.; Ueno, Y., Nucleic acid probe containing fluorescent tricyclic base-linked acyclonucleoside for detection of single nucleotide polymorphisms, Bioorg. Med. Chem., 20, 16-24 (2012).
017
Shiraishi, T.; Kitamura, Y.; Ueno, Y.; Kitade, Y., Synthesis of oligonucleotides possessing versatile probes for PET labeling and their rapid ligand-free click reaction, Chem. Commun., 47, 2691-2693 (2011).
016
Kitamura, Y.; Sako, S.; Tsutsui, A.; Monguchi, Y.; Maegawa, T.; Kitade, Y.; Sajiki, H., Ligand-Free and Heterogeneous Palladium on Carbon-Catalyzed Hetero-Suzuki-Miyaura Cross-Coupling, Adv. Synth. Catal., 352, 718-730 (2010).
015
Nagaoka, K.; Kitamura, Y.; Ueno, Y.; Kitade, Y., 5′-O-Dephosphorylated 2′,5′-oligoadenylate (2-5A) with 8-methyladenosine at the 2′-terminus activates human RNase L, Bioorg. Med. Chem. Lett., 20, 1186-1188 (2010).
014
Ueno, Y.; Komatsuzaki, S.; Takasu, K.; Kawai, S.; Kitamura, Y.; Kitade, Y., Synthesis and Properties of Oligonucleotides Containing Novel Fluorescent Biaryl Units, Eur. J. Org. Chem., 28, 4763-4769 (2009).
013
Ueno, Y.; Kawamura, A.; Takasu, K.; Komatsuzaki, S.; Kato, T.; Kuboe, S.; Kitamura, Y.; Kitade, Y., Synthesis and properties of a novel molecular beacon containing a benzene-phosphate backbone at its stem moiety, Org. Biomol. Chem., 7, 2761-2769 (2009).
012
Ueno, Y.; Yoshikawa, K.; Kitamura, Y.; Kitade, Y., Effect of incorporation of alkyl linkers into siRNAs on RNA interference, Bioorg. Med. Chem. Lett., 19, 875-877 (2009).
011
Kandeel, M.; Ando, T.; Kitamura, Y.; Abdelaziz, M.; Kitade, Y., Mutational, inhibitory and microcalorimetric analyses of Plasmodium falciparum TMP kinase. Implications for drug discovery, Parasitology, 136, 11-25 (2009).
010
Kitamura, Y.; Taniguchi, K.; Maegawa, T.; Monguchi, Y.; Kitade, Y.; Sajiki, H., COPPER/HP20: NOVEL AND POLYMER-SUPPORTED COPPER CATALYST FOR HUISGEN CYCLOADDITION, Heterocycles, 77, 521-532 (2009).
009
Ueno, Y.; Hirai, M.; Yoshikawa, K.; Kitamura, Y.; Hirata, Y.; Kiuchi, K.; Kitade, Y., Synthesis and properties of siRNAs containing 5′-amino-2′,5′-dideoxy-2′α-fluororibonucleosides, Tetrahedron, 64, 11328-11334 (2008).
008
Ueno, Y.; Inoue, T.; Yoshida, M.; Yoshikawa, K.; Shibata, A.; Kitamura, Y.; Kitade, Y., Synthesis of nuclease-resistant siRNAs possessing benzene-phosphate backbones in their 3′-overhang regions, Bioorg. Med. Chem. Lett., 18, 5194-5196 (2008).
007
Kitamura, Y.; Sako, S.; Udzu, T.; Tsutsui, A.; Maegawa, T.; Monguchi, Y.; Sajiki, H., Ligand-free Pd/C-catalyzed Suzuki-Miyaura coupling reaction for the synthesis of heterobiaryl derivatives, Chem. Commun., 5069-5071 (2007).
006
Kitamura, Y.; Sakurai, A.; Udzu, T.; Maegawa, T.; Monguchi, Y.; Sajiki, H., Heterogeneous Pd/C-catalyzed ligand-free Suzuki-Miyaura coupling reaction using aryl boronic esters, Tetrahedron, 63, 10596-10602 (2007).
005
Kitamura, Y.; Tanaka, A.; Sato, M.; Oono, K.; Ikawa, T.; Maegawa, T.; Monguchi, Y.; Sajiki, H., Development of a Practical and Scalable Preparation using Sonication of Pd/Fibroin Catalyst for Chemoselective Hydrogenation, Synth. Commun., 37, 4381-4388 (2007).
004
Maegawa, T.; Kitamura, Y.; Sako, S.; Udzu, T.; Sakurai, A.; Tanaka, A.; Kobayashi, Y.; Endo, K.; Bora, U.; Kurita, T.; Kozaki, A.; Monguchi, Y.; Sajiki, H., Heterogeneous Pd/C-Catalyzed Ligand-Free, Room-Temperature Suzuki-Miyaura Coupling Reactions in Aqueous Media, Chem. Eur. J, 13, 5937-5943 (2007)
他3報.
・喜多村徳昭, 核酸医薬開発を目指した化学修飾核酸の創製, Yakugaku Zasshi, 136, 1491-1499 (2016)
・門口泰也, 喜多村徳昭, 前川智弘, 佐治木弘尚, 不均一系パラジウム触媒を用いた効率的鈴木－宮浦反応の開発, ケミカルエンジニアリング, 53, 256-261 (2008)