Faculty Profiles - ABE Hiroshi

Papers - ABE Hiroshi

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Nanocircular RNAs for RNA interference Reviewed

Hiroshi Abe, Naoko Abe, Mitsuru Harada, Satoshi Tsuneda, Yoshihiro Ito

Nucleic Acids Symposium Series Vol. 52 page： 505 - 506 2008

Fluorogenic probe triggered by reduction for nucleic acids sensing Reviewed

Kazuhiro Furukawa, Hiroshi Abe, Jin Wang, Kazuma Oki, Miwako Uda, Satoshi Tsuneda, Yoshihiro Ito

Nucleic Acids Symposium Series Vol. 52 page： 353 - 354 2008

Design and Synthesis of Biorelated Polymers by Combinatorial Bioengineering

Ito Yoshihiro, Abe Hiroshi, Wada Akira, Liu Mingzhe

POLYMER BIOCATALYSIS AND BIOMATERIALS II Vol. 999 page： 194 - 215 2008

In vitro selection of RNA aptamer to hemin. Reviewed

Liu M, Kagahara T, Abe H, Ito Y

Nucleic acids symposium series (2004) ( 52 ) page： 513 - 4 2008

Nanocircular RNAs for RNA interference. Reviewed

Abe H, Abe N, Harada M, Tsuneda S, Ito Y

Nucleic acids symposium series (2004) ( 52 ) page： 505 - 6 2008

Dumbbell-shaped nanocircular RNAs for RNA interference Reviewed

Naoko Abe, Hiroshi Abe, Yoshihiro Ito

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY Vol. 129 ( 49 ) page： 15108 - + 2007.12

Language：English Publishing type：Research paper (scientific journal) Publisher：AMER CHEMICAL SOC

We designed and synthesized dumbbell-shaped nanocircular RNAs for RNA interference applications, which consist of a stem and two loops. RNA dumbbells are specifically recognized and cleaved by the human Dicer enzyme and are thus transformed into double-stranded RNA in cells, although this RNA is resistant to degradation in serum. The structure was optimized to maximize its RNAi activity. The most potent activity was achieved when the stem length was 23 base pairs. The RNAi activity is prolonged by the shape of the molecule, an endless structure, compared with that of normal siRNA.

DOI： 10.1021/ja0754453

[Bioprobe for imaging RNA in living cells]. Reviewed

Abe H, Furukawa K, Tsuneda S, Ito Y

Tanpakushitsu kakusan koso. Protein, nucleic acid, enzyme Vol. 52 ( 13 Suppl ) page： 1619-24 2007.10

Intermolecular transfer of aminoacylated adenosine towards chemical aminoacylation of tRNA Reviewed

Mingze Liu, Hiroshi Jinmei, Koji Fukuzono, Hiroshi Abe, Yoshihiro Ito

Nucleic Acids Symposium Series Vol. 51 page： 353 - 354 2007

Multiple chemical ligation under thermal cycle. Reviewed

Yuko Kondo, Hiroshi Abe, Hiroshi Jinmei, Naoko Abe, Kyoko Aikawa, Isamu Matsumoto, Yoshihiro Ito

Nucleic Acids Symposium Series Vol. 51 page： 365 - 366 2007

Multiple chemical ligation under thermal cycle. Reviewed

Kondo Y, Abe H, Jinmei H, Abe N, Aikawa K, Matsumoto I, Ito Y

Nucleic acids symposium series (2004) ( 51 ) page： 353 - 4 2007

Intermolecular transfer of aminoacylated adenosine towards chemical aminoacylation of tRNA. Reviewed

Liu M, Jinmei H, Fukuzono K, Abe H, Ito Y

Nucleic acids symposium series (2004) ( 51 ) page： 365 - 6 2007

Synthesis of adenophostin A analogues conjugating an aromatic group at the 5 '-position as potent IP3 receptor ligands Reviewed

Tetsuya Mochizuki, Yoshihiko Kondo, Hiroshi Abe, Stephen C. Tovey, Skarlatos G. Dedos, Colin W. Taylor, Michael Paul, Barry V. L. Potter, Akira Matsuda, Satoshi Shuto

JOURNAL OF MEDICINAL CHEMISTRY Vol. 49 ( 19 ) page： 5750 - 5758 2006.9

Language：English Publishing type：Research paper (scientific journal) Publisher：AMER CHEMICAL SOC

Previous structure-activity relationship studies of adenophostin A, a potent IP3 receptor agonist, led us to design the novel adenophostin A analogues 5a-c, conjugating an aromatic group at the 5'-position to develop useful IP3 receptor ligands. The common key intermediate, a D-ribosyl alpha-D-glucoside 10 alpha, was stereoselectively synthesized by a glycosidation with the 1-sulfinylglucoside donor 11, which was conformationally restricted by a 3,4-O-cyclic diketal protecting group. After introduction of an aromatic group at the 5-position of the ribose moiety, an adenine base was stereoselectively introduced at the anomeric beta-position to form 7a-c, where the tetra-O-i-butyryl donors 9a-c were significantly more effective than the corresponding O-acetyl donor. Thus, the target compounds 5a-c were synthesized via phosphorylation of the 2', 3", and 4"-hydroxyls. The potencies of compounds 5a-c for Ca2+ release were shown to be indistinguishable from that of adenophostin A, indicating that bulky substitutions at the 5'-position of adenophostin A are well-tolerated in the receptor binding. This biological activity of 5a-c can be rationalized by molecular modeling using the ligand binding domain of the IP3 receptor.

DOI： 10.1021/jm060310d

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Design and synthesis of 5'-deoxy-5'-phenyladenophostin A, a highly potent IP3 receptor ligand. Reviewed

Mochizuki T, Kondo Y, Abe H, Taylor CW, Potter BV, Matsuda A, Shuto S

Organic letters Vol. 8 ( 7 ) page： 1455-8 2006.3

Design and synthesis of 5 '-deoxy-5 '-phenyladenophostin A, a highly potent IP3 receptor ligand Reviewed

T Mochizuki, Y Kondo, H Abe, CW Taylor, BVL Potter, A Matsuda, S Shuto

ORGANIC LETTERS Vol. 8 ( 7 ) page： 1455 - 1458 2006.3

Language：English Publishing type：Research paper (scientific journal) Publisher：AMER CHEMICAL SOC

5'-Deoxy-5'-phenyladenophostin A (5), designed as a useful IP3 receptor ligand based on the previous structure-activity relationship studies, was successfully synthesized via two key stereoselective glycosidation steps. This compound proved to be a highly potent IP3 receptor agonist.

DOI： 10.1021/o10602710

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A systematic study of C-glucoside trisphosphates as myo-inositol trisphosphate receptor ligands. Synthesis of beta-C-glucoside trisphosphates based on the conformational restriction strategy Reviewed

M Terauchi, H Abe, SC Tovey, SG Dedos, CW Taylor, M Paul, M Trusselle, BVL Potter, A Matsuda, S Shuto

JOURNAL OF MEDICINAL CHEMISTRY Vol. 49 ( 6 ) page： 1900 - 1909 2006.3

Language：English Publishing type：Research paper (scientific journal) Publisher：AMER CHEMICAL SOC

beta-C-Glucoside trisphosphates having a C2 side chain (3,7-anhydro-2-deoxy-D-glycero-D-gulo-octitol 1,5,6-trisphosphate, 11) and a C3 side chain (4,8-anhydro-2,3-dideoxy-D-glycero-D-gulo-nonanitol 1,6,7-trisphosphate, 12) were designed as structurally simplified analogues of a potent D-myo-inositol 1,4,5-trisphosphate (IP3) receptor ligand, adenophostin A. Construction of the beta-C-glucosidic structure, which was the key to their synthesis, was achieved by two different methods based on the conformational restriction strategy: (1) radical cyclization with a temporary connecting silicon tether and (2) silane reduction of glyconolactols having an anomeric allyl substituent. Using these methods, the target beta-C-glycoside trisphosphates 11 and 12 were successfully synthesized. A structure-activity relationship was established on a series of C-glucoside trisphosphates, including the previously synthesized related compounds, which were a C-glycosidic analogue 3 of adenophostin A, its uracil congener 5, alpha-C-glucoside trisphosphates 7-9 having a C1, C2, or C3 side chain, and the beta-C-glucoside trisphosphates 10-12 having a C1, C2, or C3 side chain. The O-glycosidic linkage of adenophostin A and its analogues proved to be replaced by the chemically and biologically more stable C-glycosidic linkage. The alpha-C2-glucoside trisphosphate 8 stimulates Call release with a potency similar to that of IP3 in spite of its simplified structure, indicating a better fit to the receptor than the beta-C-glucoside trisphosphates and also the alpha-congeners having a shorter or longer C1 side chain, which was supported by molecular modeling using the ligand binding domain of the IP3 receptor.

DOI： 10.1021/jm051039n

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Flow cytometric detection of specific RNAs in native human cells with quenched autoligating FRET probes. Reviewed

Abe H, Kool ET

Proceedings of the National Academy of Sciences of the United States of America Vol. 103 ( 2 ) page： 263-8 2006.1

Structure analysis of oligonucleotide in organic solvent Reviewed

Hiroshi Abe, Naoko Abe, Yoshihiro Ito

Nucleic Acids Symposium Series Vol. 50 page： 25 - 26 2006

Structure analysis of oligonucleotide in organic solvent. Reviewed

Abe H, Abe N, Ito Y

Nucleic acids symposium series (2004) ( 50 ) page： 25 - 6 2006

新機能性核酸・タンパク質を生み出すコンビナトリアル・バイオエンジニアリング

阿部洋、和田章、伊藤嘉浩

生物工学会誌 Vol. 84 ( 8 ) page： 309 2006

Synthesis of 4,8-anhydro-D-glycero-D-ido-nonanitol 1,6,7-trisphosphate as a novel IP3 receptor ligand using a stereoselective radical cyclization reaction based on a conformational restriction strategy Reviewed

M Terauchi, Y Yahiro, H Abe, S Ichikawa, SC Tovey, SG Dedos, CW Taylor, BVL Potter, A Matsuda, S Shuto

TETRAHEDRON Vol. 61 ( 15 ) page： 3697 - 3707 2005.4

Language：English Publishing type：Research paper (scientific journal) Publisher：PERGAMON-ELSEVIER SCIENCE LTD

4,8-Anhydro-D-glycero-D-ido-nonanitol 1,6,7-trisphosphate (9), designed as a novel IP3 receptor ligand having an alpha-C-glycosidic\ structure, was synthesized via a radical cyclization reaction with a temporary connecting allylsilyl group as the key-step. Phenyl 2-O-allyldimethylsilyt-3,4-bis-O-TBS-1-seleno- beta-D-glucopyranoside (10a), conformationally restricted in the unusual C-1(4)-conformation, was treated with Bu3SnH/AIBN to form the desired alpha-cyclization product 16a almost quantitatively. On the other hand, when a conformationally unrestricted O-benzyl-protected 2-O-allyldimethylsilyl -l-selenoglucoside 15 was used as the substrate, the radical reaction was not stereoselective and gave a mixture of the alpha-and beta-products. From 16a, the target C-glucoside trisphosphate 9 was synthesized via phosphorylation of the hydroxyls by the phosphoramidite method. During the synthetic study, an efficient procedure for the oxidative C-Si bond cleavage, via a nucleophilic substitution at the silicon with p-MeOPhLi followed by Fleming oxidation, was developed. The C-glycoside 9 was found to be a full agonist for Ca2+ mobilization, although its activity was weaker than that of the natural ligand IP3. Thus, the alpha-C-glucosidic structure was shown to be a useful mimic of the myo-inositol backbone of IP3. (c) 2005 Elsevier Ltd. All rights reserved.

DOI： 10.1016/j.tet.2005.02.025

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