UENO Yoshihito

J-GLOBAL         Last updated: Jul 2, 2019 at 02:42
 
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Name
UENO Yoshihito
URL
http://www1.gifu-u.ac.jp/%7Ebiochem/
Affiliation
Gifu University
Section
Faculty of Applied Biological Sciences Molecular Life Science,The Food and Life Science program
Job title
Professor
Degree
(BLANK)(Tokyo Institute of Technology)
Research funding number
20250467

Education

 
 
 - 
1992
Graduate School, Division of Integrated Science and Engineering, Tokyo Institute of Technology
 

Academic & Professional Experience

 
1993
 - 
2001
Hokkaido University, Research Assistant
 
Apr 2011
 - 
Mar 2013
Gifu University
 
Apr 2013
 - 
Today
Gifu University
 

Research Areas

 
 

Published Papers

 
Nakamoto K, Akao Y, Ueno Y
Bioorganic & medicinal chemistry letters   28(17) 2906-2909   Sep 2018   [Refereed]
Chandela A, Watanabe T, Yamagishi K, Ueno Y
Bioorganic & medicinal chemistry   27(7) 1341-1349   Apr 2019   [Refereed]
Kano T, Katsuragi Y, Maeda Y, Ueno Y
Bioorganic & medicinal chemistry   26(15) 4574-4582   Aug 2018   [Refereed]
Kajino R, Maeda Y, Yoshida H, Yamagishi K, Ueno Y
The Journal of organic chemistry   84(6) 3388-3404   Mar 2019   [Refereed]
Nakamoto K, Akao Y, Furuichi Y, Ueno Y
ACS omega   3(7) 8226-8232   Jul 2018   [Refereed]
Koizumi K, Maeda Y, Kano T, Yoshida H, Sakamoto T, Yamagishi K, Ueno Y
Bioorganic & medicinal chemistry   26(12) 3521-3534   Jul 2018   [Refereed]
Maeda Y, Niwa N, Ueno Y
Current protocols in nucleic acid chemistry   70 1.42.1-1.42.18   Sep 2017   [Refereed]
Yokoyama C, Nakamoto K, Ueno Y
Bioorganic & medicinal chemistry   25(13) 3574-3582   Jul 2017   [Refereed]
Ogata A, Maeda Y, Ueno Y
Bioorganic & medicinal chemistry   25(7) 2035-2042   Apr 2017   [Refereed]
Kobayashi Y, Tanahashi R, Yamaguchi Y, Hatae N, Kobayashi M, Ueno Y, Yoshimatsu M
The Journal of organic chemistry   82(5) 2436-2449   Mar 2017   [Refereed]
Hayai A, Maeda Y, Ueno Y
Bioorganic & medicinal chemistry letters   26(15) 3552-3555   Aug 2016   [Refereed]
Nakamoto K, Minami K, Akao Y, Ueno Y
Chemical communications (Cambridge, England)   52(40) 6720-6722   May 2016   [Refereed]
Natsumi Inada, Kosuke Nakamoto, Takashi Yokogawa, Yoshihito Ueno, Yoshihito Ueno
European Journal of Medicinal Chemistry   103 460-472   Oct 2015   [Refereed]
© 2015 Elsevier Masson SAS. All rights reserved. In this study, we aimed to create small interfering RNAs (siRNAs) with increased silencing activities and nuclease resistance properties. Therefore, we designed and synthesized five types of siRNA c...
Kan Takahashi, Shun Ito, Kosuke Nakamoto, Yasutomo Ito, Yoshihito Ueno, Yoshihito Ueno
Journal of Organic Chemistry   80(17) 8561-8570   Sep 2015   [Refereed]
© 2015 American Chemical Society. Here, we report the synthesis of a hybridization probe for detection of RNA and DNA based on photoinduced electron transfer (PeT). We designed and synthesized an oligonucleotide containing an adenosine analogue wi...
Aya Ogata, Yoshihito Ueno, Yoshihito Ueno
Bioorganic and Medicinal Chemistry Letters   25(12) 2574-2578   Jun 2015   [Refereed]
© 2015 Elsevier Ltd. In order to improve the silencing activity and nuclease resistance of small interfering RNA (siRNA), we designed and synthesized an acyclic thymidine analog containing 4-pentyne-1,2-diol instead of d-ribofuranose. The incorpor...
Kosuke Nakamoto, Yoshihito Ueno, Yoshihito Ueno
Journal of Organic Chemistry   79(6) 2463-2472   Mar 2014   [Refereed]
Here, we report the applicability of diazirine-containing RNA photo-cross-linking probes for the identification of microRNA (miRNA) targets. The RNA cross-linking probes were synthesized by substituting the RNA nucleobases with nucleoside analogue...
Yoshiaki Kitamura, Yoshihito Ueno, Yukio Kitade
Current Protocols in Nucleic Acid Chemistry   2014 4.59.1-15   Jan 2014   [Refereed]
© 2014 by John Wiley & Sons, Inc. Conversion of dimethyl 5-aminoisophthalate into the iodoarene via the corresponding diazonium intermediate, followed by Sonogashira coupling with trimethylsilylacetylene afford the alkynylarene, which is reduced w...
Yoshiaki Kitamura, Yoshiaki Kitamura, Yuki Masegi, Shunsuke Ogawa, Remi Nakashima, Yukihiro Akao, Yoshihito Ueno, Yukio Kitade, Yukio Kitade, Yukio Kitade
Bioorganic and Medicinal Chemistry   21(15) 4494-4501   Aug 2013   [Refereed]
We have developed chemically modified siRNAs and miRNAs bearing urea/thiourea-bridged aromatic compounds at their 3′-end for RNAi therapy. Chemically modified RNAs possessing urea/thiourea-bridged aromatic compounds instead of naturally occurring ...
Yoko Hirata, Yoko Hirata, Kyoji Furuta, Kyoji Furuta, Masaaki Suzuki, Kentaro Oh-Hashi, Yoshihito Ueno, Kazutoshi Kiuchi, Kazutoshi Kiuchi
Brain Research   1482 91-100   Oct 2012   [Refereed]
In a previous study, we developed newly synthesized arylthio derivatives of cyclopentenone prostaglandins (GIF-0642, GIF-0643, GIF-0644, GIF-0745 and GIF-0747), which are neuroprotective against both manganese toxicity in PC12 cells and glutamate ...
Aya Shibata, Yoshihito Ueno, Mari Iwata, Haruka Wakita, Akira Matsuda, Yukio Kitade
Bioorganic and Medicinal Chemistry Letters   22(8) 2681-2683   Apr 2012   [Refereed]
This Letter describes the synthesis and properties of double-stranded antisense oligonucleotides connected with a pentaerythritol linker. We found that double-stranded antisense oligonucleotides with aminomethyl residues have high affinity for sin...
Takeshi Haraguchi, Haruo Nakano, Takanobu Tagawa, Tokimitsu Ohki, Yoshihito Ueno, Tetsuo Yoshida, Hideo Iba
Nucleic Acids Research   40(8) e58   Apr 2012   [Refereed]
MicroRNAs (miRNAs) are involved in various biological processes and human diseases. The development of strong low-molecular weight inhibitors of specific miRNAs is thus expected to be useful in providing tools for basic research or in generating p...
Kinji Furukawa, Mayumi Hattori, Tokimitsu Ohki, Yoshiaki Kitamura, Yukio Kitade, Yoshihito Ueno
Bioorganic and Medicinal Chemistry   20(1) 16-24   Jan 2012   [Refereed]
The development of a reliable and simple method for detecting single nucleotide polymorphisms (SNPs), common genetic variations in the human genome, is currently an important research area because SNPs are important for identifying disease-causing...
Mayumi Hattori, Tokimitsu Ohki, Emiko Yanase, Yoshihito Ueno
Bioorganic and Medicinal Chemistry Letters   22(1) 253-257   Jan 2012   [Refereed]
A reliable and simple method for detecting nucleobase mutations is very important clinically because sequence variations in human DNA cause genetic diseases and genetically influenced traits. A majority of sequence variations are attributed to sin...
Kumi Nagaoka, Seiya Kito, Yoshiaki Kitamura, Yoshihito Ueno, Yukio Kitade
Nucleic acids symposium series (2004)   (53) 123-124   May 2011   [Refereed]
The 2',5'-oligoadenylate (2-5A) system is an interferon (IFN)-regulated RNA decay pathway that provides innate immunity against viral infections. The biological action of the 2-5A system is mediated by RNase L, an endoribonuclease that becomes enz...
Yoshihito Ueno, Shinji Komatsuzaki, Keiji Takasu, Yoshiaki Kitamura, Yukio Kitade
Nucleic acids symposium series (2004)   (53) 27-28   May 2011   [Refereed]
We describe the synthesis and properties of oligonucleotides (ONs) containing biaryl units, which are composed of a bis(hydroxymethyl)benzene residue and a naphthalene or pyrene moiety. We found that by introducing the biaryl units into the ONs, t...
Takao Shiraishi, Yoshiaki Kitamura, Yoshihito Ueno, Yoshihito Ueno, Yukio Kitade, Yukio Kitade, Yukio Kitade
Chemical Communications   47(9) 2691-2693   Mar 2011   [Refereed]
We synthesised aryl acetylene derivatives as versatile probes for labelling of oligonucleotides. RNA oligomers bearing an aryl acetylene molecule rapidly reacted with benzylazide derivatives under ligand-free click reaction conditions. © 2011 The ...
Kouhei Sakurai, Chihiro Furukawa, Takeshi Haraguchi, Ken Ichi Inada, Kazuya Shiogama, Takanobu Tagawa, Shuji Fujita, Yoshihito Ueno, Yoshihito Ueno, Aya Ogata, Mai Ito, Yutaka Tsutsumi, Hideo Iba
Cancer Research   71(5) 1680-1689   Mar 2011   [Refereed]
The chromatin remodeling complex SWI/SNF is an important epigenetic regulator that includes one Brm or BRG1 molecule as catalytic subunit. Brm and BRG1 do not function identically, so this complex can regulate gene expression either positively or ...
Kayo Yoshikawa, Aya Ogata, Chiho Matsuda, Michinori Kohara, Hideo Iba, Yukio Kitade, Yukio Kitade, Yoshihito Ueno, Yoshihito Ueno
Bioconjugate Chemistry   22(1) 42-49   Jan 2011   [Refereed]
Small interfering RNA (siRNA) is a noncoding RNA with considerable potential as a new therapeutic drug for intractable diseases. siRNAs can be rationally designed and synthesized if the sequences of the disease-causing genes are known. In this pap...
Masaru Tsunoda, Takeshi Sakaue, Takeshi Sakaue, Satoko Naito, Satoko Naito, Tomoko Sunami, Tomoko Sunami, Naoko Abe, Naoko Abe, Yoshihito Ueno, Yoshihito Ueno, Akira Matsuda, Akio Takénaka, Akio Takénaka, Akio Takénaka
Journal of Nucleic Acids   2010 107289   Dec 2010   [Refereed]
Hydroxyl radicals are potent mutagens that attack DNA to form various base and ribose derivatives. One of the major damaged thymine derivatives is 5-formyluracil (fU), which induces pyrimidine transition during replication. In order to establish t...
Aya Ogata, Chihiro Furukawa, Kouhei Sakurai, Hideo Iba, Yukio Kitade, Yukio Kitade, Yoshihito Ueno, Yoshihito Ueno
Bioorganic and Medicinal Chemistry Letters   20(24) 7299-7302   Dec 2010   [Refereed]
MicroRNAs (miRNAs) are single-stranded non-coding RNAs composed of 20-23 nucleotides. They are initially transcribed in the nucleus as pri-miRNAs. After processing, one strand from the miRNA duplex (miR-5p/miR-3p duplex) is loaded onto the RNA-ind...
Satoru Kuboe, Mayuko Yoda, Mayuko Yoda, Aya Ogata, Yukio Kitade, Yukio Kitade, Yukihide Tomari, Yukihide Tomari, Yoshihito Ueno, Yoshihito Ueno
Chemical Communications   46(39) 7367-7369   Oct 2010   [Refereed]
We here report the synthesis and characterization of small interfering RNAs with aryl trifluoromethyl diazirine moieties in the 3′-overhang regions, which allow sensitive detection of interacting proteins during assembly of the effector ribonucleo...
Kumi Nagaoka, Yoshiaki Kitamura, Yoshihito Ueno, Yoshihito Ueno, Yoshihito Ueno, Yukio Kitade, Yukio Kitade, Yukio Kitade, Yukio Kitade
Bioorganic and Medicinal Chemistry Letters   20(3) 1186-1188   Feb 2010   [Refereed]
Human ribonuclease L (RNase L), an interferon-induced endoribonuclease, becomes enzymatically active after binding to 2-5A. The 5′-phosphoryl group of 2-5A is reportedly necessary for the conformational change leading to RNase L activation. Howeve...
Yoshihito Ueno, Yoshihito Ueno, Yoshihito Ueno, Yoshihito Ueno, Shinji Komatsuzaki, Keiji Takasu, Satoru Kawai, Yoshiaki Kitamura, Yukio Kitade, Yukio Kitade, Yukio Kitade, Yukio Kitade
European Journal of Organic Chemistry   4763-4769   Oct 2009
We describe the synthesis and properties of oligonucleotides (ONs) containing biaryl units, which are composed of a bis(hydroxymethyl)benzene residue and a naphthalene or pyrene moiety. We found that by introducing the biaryl units into the ONs, t...
Yoshihito Ueno, Yoshihito Ueno, Yoshihito Ueno, Yoshihito Ueno, Akihiro Kawamura, Keiji Takasu, Shinji Komatsuzaki, Takumi Kato, Satoru Kuboe, Yoshiaki Kitamura, Yukio Kitade, Yukio Kitade, Yukio Kitade, Yukio Kitade
Organic and Biomolecular Chemistry   7(13) 2761-2769   Jul 2009   [Refereed]
This paper describes the synthesis and properties of a novel molecular beacon (MB) containing a benzene-phosphate backbone at its stem moiety. The fluorescence intensity of MBs was found to stabilize by the introduction of the benzene-phosphate ba...
Yoshihito Ueno, Yoshihito Ueno, Yoshihito Ueno, Yoshihito Ueno, Yuuji Watanabe, Aya Shibata, Kayo Yoshikawa, Takashi Takano, Michinori Kohara, Yukio Kitade, Yukio Kitade, Yukio Kitade, Yukio Kitade
Bioorganic and Medicinal Chemistry   17(5) 1974-1981   Mar 2009   [Refereed]
RNA interference (RNAi) induced by small interfering RNA (siRNA) has emerged as a powerful technique for the silencing of gene expression at the post-transcriptional level. It has been shown that in the RNAi machinery, the 3′-overhang region of a ...
Yoshihito Ueno, Yoshihito Ueno, Yoshihito Ueno, Yoshihito Ueno, Kayo Yoshikawa, Yoshiaki Kitamura, Yukio Kitade, Yukio Kitade, Yukio Kitade, Yukio Kitade
Bioorganic and Medicinal Chemistry Letters   19(3) 875-877   Feb 2009   [Refereed]
Unintended (off-target) transcript silencing is a critical problem associated with RNA interference (RNAi)-based therapeutic applications. This paper shows that the incorporation of appropriate alkyl linkers at the center of the sense strands can ...
Yoshihito Ueno, Koshi Kawada, Aya Shibata, Kayo Yoshikawa, Yusuke Wataya, Yukio Kitade
Nucleic acids symposium series (2004)   (52) 503-504   Dec 2008   [Refereed]
Short interfering RNAs (siRNAs) conjugated with lipophilic groups at their 3'-termini were synthesized. The silencing activities of these siRNAs were examined by a dual-luciferase assay. It was found that the '-end of the passenger strand (sense s...
Yoshihito Ueno, Yoshihito Ueno, Yoshihito Ueno, Yoshihito Ueno, Miki Hirai, Kayo Yoshikawa, Yoshiaki Kitamura, Yoko Hirata, Yoko Hirata, Kazutoshi Kiuchi, Kazutoshi Kiuchi, Kazutoshi Kiuchi, Yukio Kitade, Yukio Kitade, Yukio Kitade, Yukio Kitade
Tetrahedron   64 11328-11334   Dec 2008
Short interfering RNAs (siRNAs) containing P3′→N5′ phosphoramidate linkages were successfully synthesized by introducing 2′-deoxy-2′-fluororibonucleoside and 5′-amino-2′,5′-dideoxy-2′α-fluororibonucleoside in succession. It was found that the intr...
Yoshihito Ueno, Yoshihito Ueno, Yoshihito Ueno, Yoshihito Ueno, Takumi Inoue, Mahito Yoshida, Kayo Yoshikawa, Aya Shibata, Yoshiaki Kitamura, Yukio Kitade, Yukio Kitade, Yukio Kitade, Yukio Kitade
Bioorganic and Medicinal Chemistry Letters   18(19) 5194-5196   Oct 2008   [Refereed]
We describe the synthesis and silencing activities of siRNA possessing N 1-[3,5-bis(hydroxymethyl)phenyl]thymine (b t) in their 3′-overhang regions. We found that an siRNA possessing b t in the 3′-overhang region was more effective than an siRNA w...
Seongmin Lee, Brian R. Bowman, Yoshihito Ueno, Shuyu Wang, Gregory L. Verdine
Journal of the American Chemical Society   130(35) 11570-11571   Sep 2008   [Refereed]
The predominant product of aberrant DNA methylation is the genotoxic lesion N7-methyl-2′-deoxyguanosine (m7dG). M7dG is recognized and excised by lesion-specific DNA glycosylases, namely AlkA in E. coli and Aag in humans. Structural studies of m7d...
Yoshihito Ueno, Yoshihito Ueno, Yoshihito Ueno, Yoshihito Ueno, Koshi Kawada, Tomoharu Naito, Aya Shibata, Kayo Yoshikawa, Hye Sook Kim, Yusuke Wataya, Yukio Kitade, Yukio Kitade, Yukio Kitade, Yukio Kitade
Bioorganic and Medicinal Chemistry   16(16) 7698-7704   Aug 2008   [Refereed]
Short-interfering RNAs (siRNAs) conjugated with lipophilic groups at their 3′-termini were synthesized. The properties of the synthesized siRNAs were examined in detail, and it was found that at low concentrations, their silencing abilities were d...
Mahmoud Kandeel, Masayuki Nakanishi, Takayuki Ando, Takayuki Ando, Kamal El-Shazly, Tarek Yosef, Yoshihito Ueno, Yoshihito Ueno, Yoshihito Ueno, Yukio Kitade, Yukio Kitade, Yukio Kitade, Yukio Kitade
Molecular and Biochemical Parasitology   159(2) 130-133   Jun 2008   [Refereed]
The present work describes cloning, expression, purification, characterization, and mutation of Plasmodium falciparum guanylate kinase (PlasmoDB ID PFI1420w). Amino-acid sequence alignment revealed important differences especially in K42-V51, Y73-...
Yoshiko Banno, Yoshiko Banno, Satoshi Nemoto, Masashi Murakami, Masashi Kimura, Yoshihito Ueno, Kenji Ohguchi, Akira Hara, Yukio Okano, Yukio Kitade, Minoru Onozuka, Takashi Murate, Yoshinori Nozawa
Journal of Neurochemistry   104(5) 1372-1386   Mar 2008   [Refereed]
The present study examined the role of phospholipase D2 (PLD2) in the regulation of depolarization-induced neurite outgrowth and the expression of growth-associated protein-43 (GAP-43) and synapsin I in rat pheochromocytoma (PC12) cells. Depolariz...
Shunpei Murata, Youko Mizumura, Kaori Hino, Yoshihito Ueno, Satoshi Ichikawa, Akira Matsuda
Journal of the American Chemical Society   129(34) 10300-10301   Aug 2007   [Refereed]
Inspired by the unique bending property of a cisplatin cross-linked DNA with high-mobility group box proteins (such as HMGB1), we designed and synthesized novel oligonucleotides (ODNs) containing a cyclic 2′-deoxyuridylate dimer which possesses an...
Tadamiki Tsuruta, Kentaro Oh-hashi, Yoshihito Ueno, Yukio Kitade, Kazutoshi Kiuchi, Yoko Hirata
Neurochemistry International   50(4) 601-606   Mar 2007   [Refereed]
Rotenone, an inhibitor of mitochondrial complex I, induces apoptosis in a variety of cells. However, little is known about endogenous endonucleases involved in rotenone-induced DNA fragmentation, a biochemical hallmark of apoptosis. We used a chem...
Takeshi Nakamura, Yasutomo Ito, Masahiko Mochizuki, Yoshihito Ueno, Yukio Kitade
Nucleic acids symposium series (2004)   (51) 449-450   2007   [Refereed]
This paper describes the synthesis of 2',5'-oligoadenylate analogs possessing a linker moiety in the place of the second adenosine and their ability to activate human RNase L. Thus, 2-5A analogs (2a-c & 3a-c) possessing -O(CH(2)CH(2))nO- moieties ...
Yoshihito Ueno, Akihiro Kawamura, Takumi Kato, Yukio Kitade
Nucleic acids symposium series (2004)   (51) 293-294   2007   [Refereed]
This paper describes the synthesis and properties of a novel molecular beacon (MB) containing a benzene-phosphate backbone at the stem moieties. Fluorescent intensity of MBs was found to be stabilized by introducing a benzene-phosphate backbone at...
Ella Czarina Magat Juan, Jiro Kondo, Jiro Kondo, Takeshi Kurihara, Takanori Ito, Yoshihito Ueno, Akira Matsuda, Akio Takénaka
Nucleic Acids Research   35(6) 1969-1977   2007   [Refereed]
Oligonucleotides containing 5-(N-aminohexyl)carbamoyl-modified uracils have promising features for applications as antigene and antisense therapies. Relative to unmodified DNA, oligonucleotides containing 5-(N-aminohexyl)carbamoyl-2′-deoxyuridine ...
Ueno Y(Faculty of Engineering,Department of Biomolecular Science)
Bioorganic and Medicinal Chemistry Letters   16(16) 1410-1413   Dec 2006   [Refereed]
The synthesis of triplexes possessing an anthraquinonyl group and composed of branched oligonucleotides (ONs) is described. Binding ability of a triplex-binding protein (MBP-LOR3ARF) to the triplexes was evaluated by an electrophoretic mobility sh...
UenoY(Faculty of Engineering,Department of Biomolecular Science)
Nucleosides, Nucleotides and Nucleic Acids   25(25) 475-487   Dec 2006   [Refereed]
The synthesis and properties of oligonucleotides (ONs) containing 9-(2,3,4-trihydroxybutyl)adenine, A C2 and A C3, are described. The ON containing A C2 involves the 3′ → 4′ and 3′ → 5′ phosphodiester linkages in the strand, whereas that containin...
Ueno Y(Faculty of Engineering,Department of Biomolecular Science)
Bioorganic and Medicinal Chemistry   14(14) 5578-5583   Dec 2006   [Refereed]
4′-Fluorinated analogue of 9-[(1′R,2′S,3′R)-2′,3′-dihydroxy-cyclopentan-1′-yl]adenine (DHCaA) and their related analogues were systematically synthesized under the Mitsunobu and palladium(0) coupling conditions followed by fluorination with invers...
Aya Shibata, Yoshihito Ueno, Akira Matsuda, Yukio Kitade
Nucleic acids symposium series (2004)   (50) 73-74   2006   [Refereed]
This paper describes the synthesis and properties of double-stranded antisense oligonucleotides connected with a pentaerythritol linker. We found that double-stranded antisense oligonucleotides with aminomethyl residues have high affinity for sing...
Ueno Y(Faculty of Engineering,Department of Biomolecular Science )
Nucleic acids symposium series (2004)   (49) 65-66   Dec 2005   [Refereed]
Incorporation of 5-(N-aminohexyl)carbamoyl-2'-O-methyluridine ((N)Um) into oligonucleotides increases antisense properties such as RNA binding affinity, nuclease resistance and RNase H activity. The present X-ray studies on hybrid duplexes formed ...
Ueno Y(Faculty of Engineering,Department of Biomolecular Science )
Nucleic acids symposium series (2004)   (49) 183-184   Dec 2005   [Refereed]
We examined binding ability of MBP-LOR3(ARF) protein to triplexes composed of branched oligonucleotides possessing a pentaerithritol linker. It was found that the triplex, which has an antraquinonecarbonyl group at the 5'-end of the third strand a...
Ueno Y(Faculty of Engineering,Department of Biomolecular Science)
Biochemical and Biophysical Research Communications   330(330) 1168-1175   Dec 2005   [Refereed]
In order to examine the effect of modifications at the 3′ overhang regions of short interfering RNAs (siRNAs) on their gene-silencing activities, we designed and synthesized novel siRNAs having thymidine dimers consisting of a carbamate or a urea ...
Ueno Y(Faculty of Engineering,Department of Biomolecular Science)
Journal of Organic Chemistry   70(70) 7925-7935   Dec 2005   [Refereed]
The synthesis and properties of a nucleic acid analogue consisting of a benzene-phosphate backbone are described. The building blocks of the nucleic acid analogue are composed of bis(hydroxymethyl)-benzene residues connected to nucleobases via the...
Ueno Y(Faculty of Engineering,Department of Biomolecular Science)
Journal of Biological Chemistry   280(280) 41694-41699   Dec 2005   [Refereed]
RNase L is activated by the binding of unusual 2′,5′-linked oligoadenylates (2-5A) and acts as the effector enzyme of the 2-5A system, an interferon-induced anti-virus mechanism. Efforts have been made to understand the 2-5A binding mechanism, not...
Ueno Y(Faculty of Engineering,Department of Biomolecular Science )
Nucleic acids symposium series (2004)   (48) 305-306   Dec 2004   [Refereed]
Oligonucleotides containing polyamines are currently being evaluated as potential antigene compounds for therapeutic purposes. Among them, 5-(N-aminohexyl) carbamoyl-2'-deoxyuridine ((N)U) and 5-(N-aminohexyl) carbamoyl-2'-O-methyluridine ((N)Um) ...
Ueno Y(Faculty of Engineering,Department of Biomolecular Science )
Nucleic acids symposium series (2004)   (48) 17-18   Dec 2004   [Refereed]
This paper describes DNA analog synthesis consisting of the benzene-phosphate backbone, of which the monomer units are built from benzene-core units connected via a biaryl-like axis to the nucleobases. It was found that the duplex comprised of the...
Ueno Y(Faculty of Engineering,Department of Biomolecular Science)
Bioorganic and Medicinal Chemistry   12(12) 6581-6586   Dec 2004   [Refereed]
In this paper, we describe the synthesis and thermal stabilities of the triplexes containing either 2′-deoxyinosine (1) or 2′- deoxyxanthosine (3) in their second strands. It was found that the triplexes with the 2′-deoxy-5-methylcytidine(dM)•1:dC...
Ueno Y(Faculty of Engineering,Department of Biomolecular Science )
Nucleic acids symposium series (2004)   (48) 67-68   Dec 2004   [Refereed]
A novel sugar-modified thymidine analogue, 3'-deoxy-4'-C-(2-hydroxyethyl)thymidine (X), was designed and synthesized to show that it can stabilize hairpin structures when it is present in the loop moiety, probably due to the flexibility of the one...
Ueno Y(Faculty of Engineering,Department of Biomolecular Science)
Bioorganic and Medicinal Chemistry Letters   14(14) 4431-4434   Dec 2004   [Refereed]
This paper described synthesis of 2′,5′-oligoadenylate (2-5A) analogs containing the purine acyclonucleoside, 9-[(2′S,3′R)- 2′,3′,4′-trihydroxybutyl]adenine (2). The ability of the analogs to activate recombinant human RNase L was evaluated using ...
Ueno Y(Faculty of Engineering,Department of Biomolecular Science)
Biochemistry   43(43) 8690-8699   Dec 2004   [Refereed]
Components that form stable hairpin loops are highly useful for the development of functional DNA and RNA molecules. We have designed and synthesized a sugar-modified thymidine analogue, 3′-deoxy-4′-C-(2- hydroxyethyl)thymidine (X), as a nucleosid...
Ueno Y(Faculty of Engineering,Department of Biomolecular Science)
Bioorganic and Medicinal Chemistry Letters   14(14) 3333-3336   Dec 2004   [Refereed]
In this paper, we describe the synthesis of the 3′-3′-linked oligonucleotides connected with pentaerythritol composed of asymmetrical sequences. Stability of the triplexes between these oligonucleotides and the DNA targets involving the adjacent o...
Ueno Y(Faculty of Engineering,Department of Biomolecular Science)
European Journal of Biochemistry   271(271) 2737-2744   Dec 2004   [Refereed]
Ribonuclease L (RNase L) is a key enzyme in the 2-5A host defense system, and its activity is strictly regulated by an unusual 2′,5′-linked oligoadenylate (2-5A). A bipartite model, in which the N-terminal half of RNase L is responsible for the 2-...
Ueno Y(Faculty of Engineering,Department of Biomolecular Science)
Nucleic Acids Research   31(31) 2514-2523   Dec 2003   [Refereed]
The synthesis of oligonucleotides (ODNs) containing 5-(N-aminohexyl)carbamoyl-2′-O-methyluridine (D) is described, and thermal stability and resistance to enzymatic hydrolysis of the ODNs are compared with ODNs containing 5-(N-aminohexyl)-carbamoy...
Ueno Y(Faculty of Engineering,Department of Biomolecular Science)
Bioorganic and Medicinal Chemistry Letters   13(13) 3959-3961   Dec 2003   [Refereed]
The synthesis of a novel 2-5A-antisense chimera having two molecules of a 2-5A tetramer at the 5′-terminus of the antisense moiety with a 2-(hydroxymethyl)-1,3-propanediol linker is described. The ability of the synthesized 2-5A antisense chimeras...
Ueno Y(Faculty of Engineering,Department of Biomolecular Science )
Nucleic acids research. Supplement (2001)   (3) 5-6   Dec 2003   [Refereed]
Carbocyclic and acyclic nucleosides possessing 2-fluoroadenine, such as 2-fluoronoraristeromycin (6) and 2-fluoro-9-[(2S,3R)-2,3,4-trihydroxy-butyl-1-yl]adenine (8), were synthesized and their inhibitory activities against human and Plasmodium fal...
Ueno Y(Faculty of Engineering,Department of Biomolecular Science)
Bioconjugate Chemistry   14(14) 690-696   Dec 2003   [Refereed]
The synthesis of 8-methyladenosine-substituted 2-5A tetramers with hydroxyalkyl groups at the 5′-phosphates and the corresponding 2-5A-antisense chimeras is described. These oligonucleotides were synthesized by the phosphoramidite method with a DN...
Ueno Y(Faculty of Engineering,Department of Biomolecular Science)
Bioconjugate Chemistry   14(14) 684-689   Dec 2003   [Refereed]
Synthesis of 3′-3′-linked oligonucleotides branched by a pentaerythritol linker is described. The branched oligonucleotides were synthesized on a DNA/RNA synthesizer using a controlled pore glass (CPG) with a pentaerythritol linker carrying 4,4′-d...
Analysis of cleavage pattern of RNA analogs containing 2'-modified nucleosides by human recombinant RNase L
Ueno Y(Faculty of Engineering,Department of Biomolecular Science )
457-458   Dec 2003
Ueno Y(Faculty of Engineering,Department of Biomolecular Science)
Bioconjugate Chemistry   14(14) 607-613   Dec 2003   [Refereed]
In this paper, we describe the synthesis of the 3′-3′-linked TFOs that can form the antiparallel triplexes with the duplex DNA target by reverse Hoogsteen hydrogen bonds. Stability of the alternate-strand triplexes between these TFOs and the targe...
Ueno Y(Faculty of Engineering,Department of Biomolecular Science)
Journal of the American Chemical Society   125(125) 9970-9982   Dec 2003   [Refereed]
The synthesis and thermal stability of oligodeoxynucleotides (ODNs) containing imidazo[5′,4′: 4,5]pyrido[2,3-d]pyrimidine nucleosides 1-4 (NN, OO, NO, and ON, respectively) with the aim of developing two sets of new base pairing motifs consisting ...
Ueno Y(Faculty of Engineering,Department of Biomolecular Science)
Bioorganic and Medicinal Chemistry   11(11) 5069-5073   Dec 2003   [Refereed]
We examined the properties of RNA analogues containing 2′-deoxy- 2′-α-fluorouridine (1) or 2′-O-methyluridine (2) as inhibitors against human RNase L, that cleaves a single-stranded RNA in the presence of 2′,5′-linked oligoadenylate (2-5A). The RN...
Yoshihito Ueno, Shusaku Okatani, Yuuki Yamada, Yukio Kitade
Nucleic acids research. Supplement (2001)   (3) 63-64   2003   [Refereed]
The synthesis of a novel 2-5A-antisense chimera having two molecules of 2-5A tetramer at the 5'-terminus of the antisense moiety with an ethylene glycol linker is described. The ability of the synthesized 2-5A antisense chimeras to activate RNase ...
Ueno Y(Faculty of Engineering,Department of Biomolecular Science)
Biophysical Chemistry   95(95) 69-77   Dec 2002   [Refereed]
In a series of structural studies on damaged DNA, a modified Dickerson-Drew dodecamer with the sequence d(CGCGAATTmo4CGCG), where mo4C is 2′-deoxy-N4-methoxycytidine, was synthesized and its structure in a new crystal form has been determined by t...
Ueno Y(Faculty of Engineering,Department of BiomolecularScience)
Biophysical Chemistry   95(95) 227-233   Dec 2002   [Refereed]
To investigate the role of divalent cations in crystal packing, a Dickerson-Drew-type dodecamer with the sequence d(CGCGAATXCGCG), containing 2′-deoxy-5-formyluridine at X, was crystallized under several conditions with Ba2+ ion instead of Mg2+ io...
Ueno Y(Faculty of Engineering,Department of Biomolecular Science)
Nucleic acids research. Supplement (2001)   2, 45-46(2) 45-46   Dec 2002   [Refereed]
The synthesis of 8-methyladenosine (1)-substituted 2-5A tetramers with hydroxyalkyl groups at the 5'-phosphates and the corresponding 2-5A-antisense chimeras is described. These oligonucleotides were synthesized by the phosphoramidite method with ...
Ueno Y(Faculty of Engineering,Department of Biomolecular Science )
Nucleic acids research. Supplement (2001)   2, 141-142(2) 141-142   Dec 2002   [Refereed]
Noraristeromycin analogues such as 3',4'-anhydronoraristeromycins, 2-amino-3',4'-anhydronoraristeromycin and N6-cyclopropylnoraristeromycin were synthesized and their inhibitory activity against human and Plasmodium falciparum (P. falciparum) reco...
Ueno Y(Faculty of Engineering,Department of Biomolecular Science)
Bioorganic and Medicinal Chemistry   10(10) 2933-2939   Dec 2002   [Refereed]
In order to develop novel antigene molecules forming thermally stable triplexes with target DNAs and having nuclease resistance properties, we synthesized oligodeoxynucleotides (ODNs) with various lengths of aminoalkyl-linkers at the 4′α position ...
Ueno Y(Faculty of Engineering,Department of Biomolecular Science)
J. Biochem.   132(132) 551-555   Dec 2002   [Refereed]
To examine the mutagenicity of 5-formylcytosine (5-fC), an oxidation product of 5-methylcytosine (5-mC), 5-fC was incorporated into predetermined sites of double-stranded shuttle vectors. The nucleotide sequences in which the modified base was inc...
Ueno Y(Faculty of Engineering,Department of Biomolecular Science)
Mutation Research - Genetic Toxicology and Environmental Mutagenesis   513(513) 213-222   Dec 2002   [Refereed]
Oxidatively damaged thymine, 5-formyluracil (5-fU), was incorporated into a predetermined site of double-stranded shuttle vectors. The nucleotide sequences in which the modified base was incorporated were 5′-CFTAAG-3′ and 5′-CTFAAG-3′ (F represent...
Ueno Y(Faculty of Engineering,Department of Biomolecular Science)
Journal of the American Chemical Society   123(123) 8750-8759   Dec 2001
The synthesis of cyclic ADP-carbocyclic-ribose (cADPcR, 4) designed as a stable mimic of cyclic ADP-ribose (cADPR, 1), a Ca2+-mobilizing second messenger, was achieved using as the key step a condensation reaction with the phenylthiophosphate-type...
Ueno Y
Nucleic Acids Res.   29(29) 2456-2463   Dec 2001   [Refereed]
Oligodeoxynucleotides (ODNs) containing 5-formyl-2′-deoxycytidine (fC) were synthesized by the phosphoramidite method and subsequent oxidation with sodium periodate. The stabilities of duplexes containing A, G, C or T opposite fC were studied by t...
Ueno Y
Nucleosides, Nucleotides&Nucleic Acids   20, 1355-1358(20) 1355-1358   Dec 2001   [Refereed]
An efficient synthesis of cyclic ADP-carbocyclic-ribose (2), as a stable mimic for cyclic ADP-ribose, was achieved. Treatment of N1-carbocyclic-ribosyladenosine bisphosphate derivative 10 with AgNO3 in the presence of molecular sieves 3A in pyridi...
Ueno Y
Bioconjugate Chem.   12(12) 635-642   Dec 2001   [Refereed]
The synthesis of 3′-3′-linked oligodeoxynucleotides (ODNs) with the anthraquinonyl group at the junction point is described. The ODNs were synthesized on a DNA synthesizer using a controlled pore glass (CPG) carrying pentaerythritol that has an in...
Ueno Y
Mutation Res.   476(476) 99-107   Dec 2001   [Refereed]
5-Formyluracil (5-foU) is a major oxidation product of thymine formed in yields comparable to that of 8-oxoguanine in DNA by ionizing radiation. Whereas the mutagenic effects of 8-oxoguanine are well understood, the investigation of the biological...
Ueno Y
J. Biochem. (Tokyo, Japan)   130(130) 9-12   Dec 2001   [Refereed]
To investigate the mutation mechanism of purine transition in DNA damaged with methoxyamine, a DNA dodecamer with the sequence d(CGCGAATTmo4CGCG), where mo4C is 2′-deoxy-N4-methoxycytidine, has been synthesized and its crystal structure determined...
Ueno Y
Nucleic Acids Res.   29(29) 3949-3954   Dec 2001   [Refereed]
To investigate the mutation mechanism of purine transitions in DNA damaged with methoxyamine, a DNA dodecamer with the sequence d(CGCAAATTmo4CGCG), where mo4C is 2′-deoxy-N4-methoxycytidine, has been synthesized and the crystal structure determine...
Ueno Y
Acta Cryst. D Biol. Crystallogr.   57(57) 345-348   Dec 2001   [Refereed]
To investigate the role of divalent cations in crystal packing, four different crystals of a Dickerson-type dodecamer with the sequence d(CGCGAATXCGCG), containing 2′-deoxy-5-formyluridine at X, were obtained under several conditions with and with...
Ueno Y
Toxicol. Lett.   119(119) 71-78   Dec 2001   [Refereed]
Oxidation of the methyl group of thymine yields 5-(hydroxymethyl)uracil (5-hmU) and 5-formyluracil (5-foU) as major products. Whereas 5-hmU appears to have normal base pairing properties, the biological effects of 5-foU are rather poorly character...
Altemate-strand triple-helix formation by the 3'-3'-linked oligodeoxynucleotides with the intercalators at the junction point
Nucleic Acids Research Supplement   1, 11-12    2001
Crystallographic studies on damaged DNAs, IV. N4-Methoxycytosine shows a second face for Watson-Crick base-pairing, leading to purine transition mutagenesis
Nucleic Acids Res.   29, 3949-3954    2001
Synthesis and biological activity of cyclic ADP-carbocyclic-ribose and its analogs as stable mimics of Ca2+-mobilizing second messenger cyclic ADP-ribose
Nucleic Acids Research Supplement   1, 5-6    2001
X-ray analysis of DNA dodecamers containing 2'-deoxy-5-formyluridine
Nucleic Acids Research Supplement   1, 279-280    2001
Ueno Y
Tetrahedron   56(56) 7903-7907   Dec 2000   [Refereed]
Synthesis and properties of the 4'α-C-(2-aminoethyl)thymidine (1)-containing oligodeoxynucleotides (ODNs), which have lipophilic groups such as palmitic acid, oleic acid, and cholesterol at the terminal of the aminoethyl linker of the compound 1, ...
Ueno Y
Bioconjugate Chem.   11(11) 933-940   Dec 2000   [Refereed]
To construct the nuclease-resistant oligodeoxynucleotides (ODNs) with natural phosphodiester linkages, we synthesized ODNs that contain 6'α-[N-(aminoalkyl)carbamoyloxy]-carbocyclic-thymidines (4, 5, and 6). The stability of these ODNs to nuclease ...
Ueno Y
Nucleosides, Nucleotides&Nucleic Acids   19(19) 175-187   Dec 2000   [Refereed]
The synthesis of cyclic ADP-carbocyclic-ribose (2), as a stable mimic for cyclic ADP-ribose, was investigated. Construction of the 18-membered backbone structure was successfully achieved by condensation of the two phosphate groups of 19, possibly...
Ueno Y
J. Am. Chem. Soc.   122(122) 2422-2432   Dec 2000   [Refereed]
The properties of phosphodiester oligodeoxynucleotides (ODNs) containing 4'α-C-aminomethyl, -ethyl, -propyl, and -N-(2-aminoethyl)carbamoylthymidines (1, 2, 4, and 5) as potential antisense molecules are investigated in detail. We developed new ra...
Ueno Y
J. Org. Chem.   65(65) 5238-5248   Dec 2000   [Refereed]
An efficient synthesis of cyclic IDP-and cyclic 8-bromo-IDP-carbocyclic -riboses using a modified Hata condensation method to form an intramolecular pyrophosphate linkage as a key step. An entry to a general method for the chemical synthesis of cy...

Misc

 
Crystallographic studies on damaged DNAs, (]G0003[). N4-Methoxycytosine can form both the Watson-Crick type and the wobbled type base pairs in a B-form duplex
J. Biochem.   130 9   2001
X-Ray analysis of a DNA dodecamer containing 2'-deoxy-N4 -methoxycytidine.
Nucleic Acids Sympo. Ser.   42 49   1999
Antisense oligodeoxynucleotides : useful tool for search and assessment of new targets for anti-malarial drugs.
Nucleic Acids Sympo. Ser.   42 89   1999
N6-methoxyadenine in dameged DNA has two faces in property of Watson-Crick base pairing .
Nucleic Acids Sympo. Ser.   42 121   1999
Journal of Organic Chemistry   63    1998
Nucleosides and Nucleotides. 173. Synthesis of cyclic IDP-carbocyclic-ribose, a stable mimic of cyclic ADP-ribose. Significant facilitation of the intramolecular condensation reaction of N-1-(carbocyclic-ribosyl)inosine 5', 5"-diphosphates derivat...
Nucleosides and Nucleotides. 165. Chemical ligation of oligodeoxynucleotides having a mercapto group at the 5-positions of 2'-deoxyuridines via a disulfide bond.
Nucleosides&Nucleotides   17 283   1998
Tetrahedron Letters   39(40) 7341-7344   1998
Synthetic studies of carbocyclic analogs of cyclic ADP-ribose .Formation of a cyclic dimer ,a 36-membered-ring product , in the condensation reaction of an 8-bromo-N1-[5-(phenylthiophosphoryl)carbocyclic-ribosyl]inosine 5'-phosphate derivatives me...
Synthesis of oligodeoxynucleotides containing 4'-C-aminoalkylnucleosides and their thermal stability and nuclease -resistance properties.
Nucleic Acids Symp. Ser.   39 13   1998
X-ray analysis of DNA dodecamer containing 2'-deoxy-N6-methoxyadenine.
Nucleic Acids Symp. Ser.   37 97   1997
Synthesis and incorporation of tricyclic-imidazo[5', 4' : 4,5]pyrido[2,3-d]pyrimidine nucleosides into oligonucleotides and their thermal stability
Nucleic Acids Symp. Ser.   37 23   1997
Bioorganic&Medicinal Chemistry Letters   7    1997
Nucleosides and Nucleotides. 171. Thermal and nuclease stabilities of G-quadruplexes consisting of oligodeoxynucleotides containing 5-[N-[2-[N, N-bis(2-aminoethyl)amino]ethyl]carbamoyl]-2'-deoxyuridine and 5-[N-[3-[N, N-bis(3-aminopropyl)amino]pro...
Chemical synthesis of phosphopeptides using the arylthio groups for protection of phosphate : application to identification of cdc2 kinase phosphorylation sites
International Journal of Peptide & Protein Research   46(2) 106   1995
Synthetic study on carbocyclic analogs of cyclic ADP-ribose
Nucleic Acids Symp. Ser.   34 165   1995

Books etc

 
ヌクレオペプチドの化学合成
Dec 1995   
Development of new radical reactions with a vinylsilyl group and their application to the synthesis of branched-chain sugar nucleosides
Ueno Y(Faculty of Engineering,Department of Biomolecular Science)
Dec 2002   
ポリアミン修飾オリゴヌクレオチドの合成とアンチセンス, アンチジーン分子としての性質
Dec 2003   
人工核酸によるアンチジーン法への展開 三重らせん形成による遺伝子治療
Dec 2003   

Research Grants & Projects

 
Japan Society for the Promotion of Science: Grants-in-Aid for Scientific Research
Project Year: 2012 - 2013
Ministry of Education, Culture, Sports, Science and Technology: Grants-in-Aid for Scientific Research(挑戦的萌芽研究)
Project Year: 2012 - 2013    Investigator(s): Yoshihito UENO
The purpose of this study is development of artificial aromatic nucleic acid with cell membrane permeability which involves a benzene ring instead of a ribose ring. (S)-mandelic acid was used as a starting material. After esterification, iodizatio...
Ministry of Education, Culture, Sports, Science and Technology: Grants-in-Aid for Scientific Research(基盤研究(C))
Project Year: 2009 - 2011    Investigator(s): Yoshihito UENO
Small interfering RNA(siRNA) is a non-coding RNA with considerable potential as a new therapeutic drug for intractable diseases. siRNAs can be rationally designed and synthesized if the sequences of the disease-causing genes are known. In this stu...
Ministry of Education, Culture, Sports, Science and Technology: Grants-in-Aid for Scientific Research(基盤研究(C))
Project Year: 2006 - 2007    Investigator(s): Yoshihito UENO
We have demonstrated the synthesis and properties of the novel molecular beacons (MBs) containing the benzene-phosphate backbone at the stem moieties. It was found that the problem of sequence dependency of fluorescence intensity of MBs can be imp...
Ministry of Education, Culture, Sports, Science and Technology: Grants-in-Aid for Scientific Research(基盤研究(C))
Project Year: 2004 - 2005    Investigator(s): Yoshihito UENO
First, the synthesis and thermal stabilities of the triplexes containing either 2'-deoxyinosine (1) or 2'-deoxyxanthosine (3) in their second strands were examined. It was found that the triplexes with the 2'-deoxy-5-methylcytidine(dM)・1:dC and dM...
Study on the Synthesis of Anti-sense and Anti-gene oligonucleotides