INAZU Toshiyuki

J-GLOBAL         Last updated: Jan 23, 2019 at 13:42
INAZU Toshiyuki
Tokai University
School of Engineering, Department of Applied Chemistry
Job title

Research Areas


Published Papers

Katsuji Haneda, Takefumi Oishi, Hiroshi Kimura, Hiroshi Kimura, Toshiyuki Inazu, Toshiyuki Inazu
Bioorganic and Medicinal Chemistry   26 2092-2098   May 2018
© 2018 Elsevier Ltd A microbioreactor immobilized with a synthase-type mutant enzyme, Endo-M-N175Q (glycosynthase) of endo-β-N-acetylglucosaminidase derived from Mucor hiemalis (Endo-M), was constructed and used for glycoconjugate synthesis. The t...
Yusuke Tomabechi, Toshihiko Katoh, Toshihiko Katoh, Munetaka Kunishima, Toshiyuki Inazu, Kenji Yamamoto
Glycoconjugate Journal   34 481-487   Aug 2017
© 2017, Springer Science+Business Media New York. For chemo-enzymatic synthesis of a glycosylated peptide, 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride (DMT-MM) was used for the synthesis of a N-acetylglucosaminyl peptide and...
Takashi Yamanoi, Yoshiki Oda, Kaname Katsuraya, Toshiyuki Inazu, Kenji Yamamoto
Carbohydrate Research   427 60-65   Jun 2016
© 2016 Elsevier Ltd. All rights reserved. This study describes the complete nuclear magnetic resonance (NMR) spectral assignment of a bisecting hybrid-type oligosaccharide 1, transferred by Mucor hiemalis endo-β-N-acetylglucosaminidase (Endo-M). T...
Takashi Yamanoi, Yoshiki Oda, Kaname Katsuraya, Toshiyuki Inazu, Kenjiro Hattori
Bioorganic and Medicinal Chemistry   24 635-642   Feb 2016
© 2015 Elsevier Ltd. All rights reserved. This paper describes the synthesis of a β-cyclodextrin (β-CyD) derivative conjugated with a C,C-glucopyranoside containing a benzene unit. Its doxorubicin-inclusion ability and structure are also discussed...
Katalin Uray, Mamoru Mizuno, Toshiyuki Inazu, Toshiyuki Inazu, Kohtaro Goto, Ferenc Hudecz, Ferenc Hudecz
Biopolymers - Peptide Science Section   102 390-395   Jan 2014
© 2014 Wiley Periodicals, Inc. MUC2 glycoprotein, produced by the epithelium of the colon and built up mainly of repeat units of1PTTTPITTTTTVTPTPTPTGTQT23, can be overexpressed or underglycosylated in gastrointestinal diseases, e.g. in case of col...
Haruka Shinohara, Rio Kita, Naoki Shinyashiki, Shin Yagihara, Kazuya Kabayama, Toshiyuki Inazu
AIP Conference Proceedings   1518 710-713   Mar 2013
The Ludwig-Soret effect for aqueous solutions of α-cyclodextrin (CD), β-CD, γ-CD, and glucose was studied by thermal diffusion forced Rayleigh scattering (TDFRS) in the temperature range of 15-55°C. The Soret coefficient and the thermal diffusion ...
Yusuke Tomabechi, Toshiyuki Inazu
Tetrahedron Letters   52 6504-6507   Nov 2011
A pseudo glycoamino acid composed of a 1,3-diol structure and an amino acid was synthesized. This amino acid analog can act as an alternative acceptor to an amino acid containing GlcNAc for transglyco-sylation by Endo-M. A pseudo glycopeptide was ...
Keiko Akasaka-Manya, Hiroshi Manya, Mamoru Mizuno, Toshiyuki Inazu, Tamao Endo
Biochemical and Biophysical Research Communications   410 632-636   Jul 2011
Protein O-linked mannose β1,2- N-acetylglucosaminyltransferase 1 (POMGnT1) catalyzes the transfer of GlcNAc to O-mannose of glycoproteins. Mutations in the POMGnT1 gene cause muscle-eye-brain disease (MEB). POMGnT1 is a typical type II membrane pr...
Tomabechi Yusuke, Odate Yuki, Izumi Ryuko, Haneda Katsuji, Inazu Toshiyuki
CARBOHYDRATE RESEARCH   345(17) 2458-2463   Nov 2010   [Refereed]
Suzuki Akemi, Kiso Makato, Inazu Toshiyuki
TRENDS IN GLYCOSCIENCE AND GLYCOTECHNOLOGY   22(125) 93-94   May 2010   [Refereed]
Tomabechi Yusuke, Suzuki Rena, Haneda Katsuji, Inazu Toshiyuki
BIOORGANIC & MEDICINAL CHEMISTRY   18(3) 1259-1264   Feb 2010   [Refereed]
Hiroshi Manya, Céline Bouchet, Akiko Yanagisawa, Akiko Yanagisawa, Sandrine Vuillaumier-Barrot, Susana Quijano-Roy, Susana Quijano-Roy, Susana Quijano-Roy, Yasushi Suzuki, Svetlana Maugenre, Svetlana Maugenre, Pascale Richard, Pascale Richard, Pascale Richard, Pascale Richard, Toshiyuki Inazu, Toshiyuki Inazu, Luciano Merlini, Norma B. Romero, Norma B. Romero, France Leturcq, Isabelle Bezier, Haluk Topaloglu, Brigitte Estournet, Nathalie Seta, Tamao Endo, Pascale Guicheney, Pascale Guicheney, Pascale Guicheney
Neuromuscular Disorders   18 45-51   Jan 2008
Defects in O-mannosylation of α-dystroglycan cause some forms of congenital muscular dystrophy (CMD), the so-called α-dystroglycanopathies. Six genes are responsible for these diseases with overlapping phenotypes. We investigated the usefulness of...
Paola Neri, Shunji Tokoro, Shin Ichiro Yokoyama, Tsuyoshi Miura, Takeomi Murata, Yoshihiro Nishida, Tetsuya Kajimoto, Satoshi Tsujino, Toshiyuki Inazu, Taiichi Usui, Hiroshi Mori
Biological and Pharmaceutical Bulletin   30 1697-1701   Sep 2007
Shiga toxin (Stx) exerts toxic activity by binding to glycosphingolipids, mainly globotriaosyl (Gb3) ceramide, on the surface of target cells. The inhibition of toxin-receptor binding is a promising therapeutic approach to prevent Stx-mediated dis...
Hiroshi Manya, Takehiro Suzuki, Takehiro Suzuki, Keiko Akasaka-Manya, Hide Ki Ishida, Mamoru Mizuno, Yasushi Suzuki, Toshiyuki Inazu, Naoshi Dohmae, Naoshi Dohmae, Tamao Endo, Tamao Endo
Journal of Biological Chemistry   282 20200-20206   Jul 2007
O-Mannosyl glycans are important in muscle and brain development. Protein O-mannosyltransferase (POMT) catalyzes the initial step of O-mannosyl glycan biosynthesis. To understand which serine (Ser) and threonine (Thr) residues POMT recognizes for ...
Reiko Shibata, Tadashi Mizoguchi, Toshiyuki Inazu, Hitoshi Tamiaki
Photochemical and Photobiological Sciences   6 749-757   Jul 2007
Zinc 31-hydroxy-131-oxo-chlorins possessing two, three, four and six perfluorooctyl chains were synthesized from naturally occurring chlorophyll-a. Only the synthetic zinc chlorin possessing six perfluorooctyl chains was directly dissolved in perf...
Hironao Takaku, Hironao Takaku, Hide Ki Ishida, Hide Ki Ishida, Masaya Fujita, Toshiyuki Inazu, Hideharu Ishida, Hideharu Ishida, Makoto Kiso, Makoto Kiso
Synlett   818-820   Mar 2007
A first chemical synthesis of GlcNAcβ(1→4)GlcUA-UDP is described here. This compound can be an essential tool to elucidate the catalytic mechanism of hyaluronic acid synthases (HAS) and this synthetic strategy contributes to the synthesis of vario...
Paola Neri, Saori Itoh Nagano, Shin Ichiro Yokoyama, Hirofumi Dohi, Kazukiyo Kobayashi, Tsuyoshi Miura, Toshiyuki Inazu, Toshiyuki Inazu, Tsuyoshi Sugiyama, Yoshihiro Nishida, Hiroshi Mori
Microbiology and Immunology   51 581-592   Jan 2007
Shiga toxin (Stx) is one of the most critical factors in the development of hemolytic uremic syndrome and other systemic complications following enterohemorrhagic Escherichia coli (EHEC) infection. Substances neutralizing Stx by interfering with t...
Hironao Takaku, Hironao Takaku, Junhei Sato, Hide Ki Ishida, Toshiyuki Inazu, Hideharu Ishida, Hideharu Ishida, Makoto Kiso, Makoto Kiso
Glycoconjugate Journal   23 565-573   Nov 2006
A chemical synthesis of uridine 5'-diphospho-N-acetyllactosamine (Galβ(1→4)GlcNAc-UDP; UDP-LacNAc) and Galβ(1→3)GlcNAc-UDP is described. Coupling of the disaccharide imidate derivatives with dibenzylphosphate gave the corresponding 1-phosphates, w...
Takashi Yamanoi, Yoshiki Oda, Sho Matsuda, Sho Matsuda, Ippo Yamazaki, Kazuhide Matsumura, Kaname Katsuraya, Mikio Watanabe, Toshiyuki Inazu
Tetrahedron   62 10383-10392   Oct 2006
We prepared several kinds of 1-C-alkyl-2,3,4,6-tetra-O-benzyl-α-d-glucopyranose derivatives containing methyl, ethyl, n-butyl, and benzyl groups as the alkyl groups at their anomeric positions. The Lewis acid- or Brønsted acid-catalyzed O-glycosid...
Kenjiro Hattori, Akira Kenmoku, Tsukasa Mizuguchi, Daisuke Ikeda, Mamoru Mizuno, Toshiyuki Inazu
Journal of Inclusion Phenomena and Macrocyclic Chemistry   56 9-16   Oct 2006
A synthetic series of heptakis-galactose-branched cyclodextrins (termed CDs) having a longer spacer arm using two amino-caproic acids as an enlarging unit were prepared. Starting with heptakis-amino-β-CD or heptakis-aminocaproic-amide-β-CD, treate...
Mamoru Mizuno, Kohtaro Goto, Tsuyoshi Miura, Tsuyoshi Miura, Toshiyuki Inazu
QSAR and Combinatorial Science   25 742-752   Sep 2006
A hexakisfluorous chain-type alcohol 7 was used in the synthesis of oligosaccharide and peptides through connection with a linker suitable for the particular type of target compound. After the preparation of the desired compound, the fluorous alco...
Katsuji Haneda, Midori Takeuchi, Mizuka Tagashira, Toshiyuki Inazu, Toshiyuki Inazu, Kazunori Toma, Yukihiro Isogai, Masayuki Hori, Kazuo Kobayashi, Makoto Takeuchi, Kaoru Takegawa, Kenji Yamamoto
Carbohydrate Research   341 181-190   Feb 2006
Naturally occurring glycopeptides and glycoproteins usually contain more than one glycosylation site, and the structure of the carbohydrate attached is often different from site to site. Therefore, synthetic methods for preparing peptides and prot...
Masataka Fumoto, Masataka Fumoto, Hiroshi Hinou, Takashi Ohta, Takaomi Ito, Kuriko Yamada, Kuriko Yamada, Akio Takimoto, Hirosato Kondo, Hiroki Shimizu, Toshiyuki Inazu, Yoshiaki Nakahara, Shin Ichiro Nishimura, Shin Ichiro Nishimura
Journal of the American Chemical Society   127 11804-11818   Aug 2005
The chemoselective polymer blotting method allows for rapid and efficient synthesis of glycopeptides based on a "catch and release" strategy between solid-phase and water-soluble polymer supports. We have developed a heterobifunctional linker sens...
Tsuyoshi Miura, Tsuyoshi Miura, Satoshi Tsujino, Ai Satoh, Kohtaro Goto, Mamoru Mizuno, Midori Noguchi, Tetsuya Kajimoto, Manabu Node, Yasuoki Murakami, Nobuyuki Imai, Toshiyuki Inazu, Toshiyuki Inazu
Tetrahedron   61 6518-6526   Jul 2005
The use of the bisfluorous chain-type propanoyl (Bfp) group as a fluorous protective group made it possible to rapidly synthesize the Gb2 and Gb3 oligosaccharide derivatives by a simple fluorous-organic extraction purification. Furthermore, the fl...
Masataka Fumoto, Masataka Fumoto, Hiroshi Hinou, Takahiko Matsushita, Masaki Kurogochi, Takashi Ohta, Takaomi Ito, Kuriko Yamada, Kuriko Yamada, Akio Takimoto, Hirosato Kondo, Toshiyuki Inazu, Shin Ichiro Nishimura, Shin Ichiro Nishimura
Angewandte Chemie - International Edition   44 2534-2537   Apr 2005
(Figure Presented) The molecule standing at platform one ...: Rapid glycopeptide synthesis is achieved with a heterobifunctional "molecular transporter" (see scheme), which interfaces two types of polymer platforms for combined chemical and enzyma...
Tsuyoshi Miura, Tsuyoshi Miura, Ai Satoh, Kohtaro Goto, Yasuoki Murakami, Nobuyuki Imai, Toshiyuki Inazu, Toshiyuki Inazu
Tetrahedron Asymmetry   16 3-6   Jan 2005
TfBz-OH, a novel benzoyl-type fluorous protecting reagent, has been easily prepared. It was found that the TfBz (trisfluorous chain-type benzoyl) group can be successfully introduced onto a hydroxyl function, removed in high yield, and recycled af...
Katsuji Haneda, Mizuka Tagashira, Eiichi Yoshino, Midori Takeuchi, Toshiyuki Inazu, Kazunori Toma, Hideki Iijima, Yukihiro Isogai, Masayuki Hori, Shinji Takamatsu, Yasuhisa Fujibayashi, Kazuo Kobayashi, Makoto Takeuchi, Kenji Yamamoto
Glycoconjugate Journal   21 377-386   Nov 2004
Starting from N-glycosylated eel calcitonin derivatives that contain an N-acetyl-D-glucosamine residue specifically at the 3rd, 14th, 20th or 26th amino acid residue, corresponding glycopeptides with a complex-type oligosaccharide attached to the ...
Iwan Saskiawan, Mamoru Mizuno, Toshiyuki Inazu, Katsuji Haneda, Hidehiko Kumagai, Kenji Yamamoto
Journal of Biotechnology   114 299-306   Nov 2004
We prepared yeast Saccharomyces cerevisiae α-mating factor, a 13-amino acid pheromone produced by haploid α-cells, bound with glucose or N-acetylglucosamine at the fifth glutamine residue from the N-terminal by the chemical method of peptide synth...
Kenji Osumi, Yoshitaka Makino, Eri Akaike, Takashi Yamanoi, Mamoru Mizuno, Midori Noguchi, Toshiyuki Inazu, Toshiyuki Inazu, Kenji Yamamoto, Kiyotaka Fujita
Carbohydrate Research   339 2633-2635   Oct 2004
We found that the recombinant endo-β-N-acetylglucosaminidase of Mucor hiemalis (Endo-M) expressed in Candida boidinii had the transglycosylation activity of transferring a bisecting hybrid-type oligosaccharide from an ovalbumin glycopeptide to the...
Kohtaro Goto, Tsuyoshi Miura, Tsuyoshi Miura, Mamoru Mizuno, Hiromi Takaki, Nobuyuki Imai, Yasuoki Murakami, Toshiyuki Inazu, Toshiyuki Inazu
Synlett   2221-2223   Oct 2004
A novel benzyl-type fluorous support (HfBn-OH) has been easily prepared, and the HfBn group was successfully introduced to the anomeric position of the carbohydrate, then removed in high yield after working as a support. The use of the HfBn group ...
Kohtaro Goto, Tsuyoshi Miura, Daisuke Hosaka, Hiroharu Matsumoto, Mamoru Mizuno, Hide Ki Ishida, Toshiyuki Inazu, Toshiyuki Inazu
Tetrahedron   60 8845-8854   Sep 2004
The novel fluorous support Hfb (hexakisfluorous chain-type butanoyl) was easily prepared. The Hfb group was readily introduced into the anomeric hydroxyl group of a carbohydrate, and was recyclable after cleavage. The use of the Hfb group was appl...
Tsuyoshi Miura, Tsuyoshi Miura, Kohtaro Goto, Hideki Waragai, Hiroharu Matsumoto, Yuriko Hirose, Masashi Ohmae, Masashi Ohmae, Hide Ki Ishida, Ai Satoh, Toshiyuki Inazu, Toshiyuki Inazu
Journal of Organic Chemistry   69 5348-5353   Aug 2004
The Bfp-OH, a novel fluorous protecting reagent, was able to be easily prepared. The Bfp group was readily introduced to a carbohydrate, removed in high yield, and recyclable after cleavage. The use of the Bfp group made it possible to synthesize ...
Mamoru Mizuno, Kohtaro Goto, Tsuyoshi Miura, Takeshi Matsuura, Toshiyuki Inazu, Toshiyuki Inazu
Tetrahedron Letters   45 3425-3428   Apr 2004
New fluorous supports were synthesized and used to prepare a peptide having a C-terminal COOH based on fluorous chemistry. The hexakisfluorous chain-type support was suitable for the synthesis of a pentapeptide or a peptide derivative on a fluorou...
Toru Tanaka, Chihiro Tsuda, Tsuyoshi Miura, Toshiyuki Inazu, Shuichi Tsuji, Shoko Nishihara, Mitsuko Hisamatsu, Tetsuya Kajimoto
Synlett   243-246   Feb 2004
Novel peptide mimetics of GDP-fucose were designed and synthesized targeting inhibitors of the fucosyltransferases that transfer L-fucose from GDP-fucose to oligosaccharides, on the basis of the background that nikkomycin Z, a peptide mimetic of U...
Mamoru Mizuno, Midori Noguchi, Mie Imai, Tetsuya Motoyoshi, Toshiyuki Inazu, Toshiyuki Inazu
Bioorganic and Medicinal Chemistry Letters   14 485-490   Jan 2004
Glycosyl amino acids having natural glycan were useful for the interaction assay of oligosaccharides. A glycochip containing the whole structure of an oligosaccharide was easily prepared by the immobilization of the glycosyl amino acid. Furthermor...
Tsuyoshi Miura, Kohtaro Goto, Daisuke Hosaka, Toshiyuki Inazu
Angewandte Chemie - International Edition   42 2047-2051   May 2003
The fluorous support Hfb (see picture) enabled high-yielding oligosaccharide syntheses in which the synthetic intermediates could be purified by simple fluorous-organic solvent extraction, and the reactions could be monitored spectroscopically and...
Tsuyoshi Miura, Toshiyuki Inazu
Tetrahedron Letters   44(9) 1819-1821   Feb 2003
The use of the Bfp (bisfluorous chain type propanoyl) group as a fluorous protective group made it possible to rapidly synthesize galabiose and the Gb3 oligosaccharide derivatives by a simple fluorous-organic extraction purification. The fluorous ...
Mamoru Mizuno, Kohtaro Goto, Tsuyoshi Miura, Daisuke Hosaka, Toshiyuki Inazu
Chemical Communications   3(8) 972-973   Jan 2003
Three new fluorous supports for peptide synthesis, i.e., the trialkoxybenzhydryl-type (6), the Wang-type (7) and the tert-butyl-type support (8), were prepared. A bioactive peptide TRH was easily synthesized by an Fmoc strategy using the benzhydry...
Katsuji Haneda, Toshiyuki Inazu, Mamoru Mizuno, Kenji Yamamoto
Methods in Enzymology   362 74-85   Jan 2003
A Novel Peptide Synthesis Using a Fluorous Chemistry
Peptide Sciencee 2002   147-150   2003
Mamoru Mizuno, Ikuyo Muramoto, Katsuaki Kobayashi, Hiroshi Yaginuma, Toshiyuki Inazu
Phosphorus, Sulfur and Silicon and Related Elements   177, 1945 1945   Nov 2002
Shou Takashima, Hide Ki Ishida, Toshiyuki Inazu, Takayuki Ando, Hideharu Ishida, Makoto Kiso, Shuichi Tsuji, Masafumi Tsujimoto, Masafumi Tsujimoto, Masafumi Tsujimoto, Masafumi Tsujimoto
Journal of Biological Chemistry   277,24030-24038 24030-24038   Jul 2002
A novel member of the mouse α2,8-sialyltransferase (ST8Sia) family, designated ST8Sia VI, was identified by BLAST analysis of expressed sequence tags. The sequence of ST8Sia VI encodes a protein of 398 amino acids and shows 42.0 and 38.3% amino ac...
Iwan Saskiawan, Mamoru Mizuno, Toshiyuki Inazu, Katsuji Haneda, Satoshi Harashima, Hidehiko Kumagai, Kenji Yamamoto
Archives of Biochemistry and Biophysics   406 127-134   Jan 2002
The effect of glycosylation on a bioactive peptide was studied using yeast Saccharomyces cerevisiae α-mating factor, which is composed of 13 amino acids. In this study, we prepared glycosylated α-mating factor by chemo-enzymatic synthesis. At firs...
Toru Tanaka, Machiko Ozawa, Tsuyoshi Miura, Toshiyuki Inazu, Shuichi Tsuji, Tetsuya Kajimoto
Synlett   1487-1490   Jan 2002
Novel mimetics of CMP-sialic acid were designed as the inhibitors of sialyltransferases. They were synthesized in a short step from a cytosine carrying β-hydroxy-α-L-amino acid based on the knowledge that nikkomycin, a peptidic derivative of an ur...
Mamoru Mizuno, Katsuaki Kobayashi, Hitoshi Nakajima, Masahiko Koya, Toshiyuki Inazu
Synthetic Communications   32.1665-1670 1665-1670   Jan 2002
The absolute methanol dried over 3A molecular sieves cleaves the O-acetyl group due to the existence of methoxy species generated by the 3A molecular sieves.
Synthesis of Bioactive Peptide Glycosylated at Two Sites
Peptide Science 2001   89-92    2002
Synthesis of a Mannosyl Peptide as an Acceptor Substrate for a New N-Actylglucosaminytransferase
Peptide Science 2001   85-88    2002
Frank Schweizer, Frank Schweizer, Toshiyuki Inazu
Organic Letters   3(25), 4115-4118 4115-4118   Dec 2001
(matrix presented) We describe the synthesis of a series of exocyclic sugar epoxides 1 prepared in a one-step procedure from sugar δ-lactones with the enolate of tert-butyl bromoacetate. Ring opening of the sugar oxiranes provides C-ketosides whil...
Mizuka Tagashira, Atsushi Tanaka, Kunio Hisatani, Yukihiro Isogai, Masayuki Hori, Shinji Takamatsu, Yasuhisa Fujibayashi, Keizo Yamamoto, Katsuji Haneda, Toshiyuki Inazu, Kazunori Toma
Glycoconjugate Journal   18, 449-455 449-455   Dec 2001
To reveal the function of the carbohydrate portion of glycopeptides and glycoproteins, we chemo-enzymatically synthesized artificially N-glycosylated derivatives of eel calcitonin and studied their three-dimensional structure and biological activi...
Toshiyuki Inazu
International Congress Series   1223 91-95   Dec 2001
Several new synthetic methods for the glycomedicine, such as chemoenzymatic synthesis of N- and O-glycopeptide, synthesis of cyclodextrin having natural oligosaccharides, and the method of modifying proteins by natural oligosaccharides, are descri...
Tsuyoshi Miura, Yuriko Hirose, Masashi Ohmae, Masashi Ohmae, Toshiyuki Inazu
Organic Letters   3(24), 3947-3950 3947-3949   Nov 2001
equation presented The Bfp (bisfluorous chain type propanoyl) group, a novel fluorous protecting reagent, was able to be prepared easily. The Bfp group was readily introduced to carbohydrate, was removed in high yield, and was recyclable after cle...
Aruto Yoshida, Kazuhiro Kobayashi, Hiroshi Manya, Kiyomi Taniguchi, Hiroki Kano, Mamoru Mizuno, Toshiyuki Inazu, Hideyo Mitsuhashi, Seiichiro Takahashi, Makoto Takeuchi, Ralf Herrmann, Volker Straub, Beril Talim, Thomas Voit, Haluk Topaloglu, Tatsushi Toda, Tamao Endo
Developmental Cell   1 717-724   Nov 2001
Muscle-eye-brain disease (MEB) is an autosomal recessive disorder characterized by congenital muscular dystrophy, ocular abnormalities, and lissencephaly. Mammalian O-mannosyl glycosylation is a rare type of protein modification that is observed i...
Masaya Fujita, Shin ichiro Shoda, Katsuji Haneda, Toshiyuki Inazu, Kaoru Takegawa, Kenji Yamamoto
Biochimica et Biophysica Acta - General Subjects   1528(1528) 9-14   Sep 2001
A disaccharide substrate of Manβ1-4GlcNAc-oxazoline 2 was designed and synthesized as a novel probe for detection of the transglycosylating activity of endoglycosidases. A regio- and stereoselective transglycosylation reaction of 2 to GlcNAcβ1-O-p...
Katsuji Haneda, Toshiyuki Inazu, Mamoru Mizuno, Reiko Iguchi, Hiromi Tanabe, Kenya Fujimori, Kenji Yamamoto, Hidehiko Kumagai, Keiko Tsumori, Eisuke Munekata
Biochimica et Biophysica Acta - General Subjects   1526(1526) 242-248   Jun 2001
A bioactive peptide containing a glutamine-linked oligosaccharide was chemo-enzymatically synthesized by use of the solid-phase method of peptide synthesis and the transglycosylation activity of endo-β-N-acetylglucosaminidase. Substance P, a neuro...
K. Hattori, T. Inazu
Yuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry   59(8) 742-754   Jan 2001
The efficient synthesis of the high mannose-type oligosaccharide-branched cyclodextrins was carried out. Evaluation of the dual molecular recognition consisting of saccharide-recognition with concanavalin A of the lectin protein, and the inclusion...
Takashi Yamanoi, Sonoe Nagayama, Hide Ki Ishida, Joji Nishikido, Toshiyuki Inazu
Synthetic Communications   31(6) 899-903   Jan 2001
The reaction of 2,3,4,6-tetra-O-benzyl-D-glucopyranosyl acetate with alcohols in the presence of 5 mol% ytterbium(III) tris[bis(perfluorobutylsulfonyl)amide] as an activator afforded the corresponding glucopyranosides in good yields. This ytterbiu...
Seiichiro Takahashi, Tasuku Sasaki, Hiroshi Manya, Yasunori Chiba, Aruto Yoshida, Mamoru Mizuno, Hide Ki Ishida, Fumihiko Ito, Toshiyuki Inazu, Norihiro Kotani, Seiichi Takasaki, Makoto Takeuchi, Tamao Endo
Glycobiology   11(1) 37-45   Jan 2001
Recent studies have shown that O-mannosyl glycans are present in several mammalian glycoproteins. Although knowledge on the functional roles of these glycans is accumulating, their biosynthetic pathways are poorly understood. Here we report the id...
K. J. Jeon, K. J. Jeon, K. Katsuraya, T. Inazu, Y. Kaneko, T. Mimura, T. Uryu
J.Am.Chem.Soc.,   122(50) 12536-12541   Dec 2000
A new method is found for the detection of interactions between a highly anti-HIV (human immunodeficiency virus) active curdlan sulfate (CS) and a HIV peptide with the aid of NMR spectroscopy. To elucidate the action mechanism of the anti-HIV acti...
Takashi Yamanoi, Yoshihiro Iwai, Toshiyuki Inazu
Heterocycles   53 1263-1267   Jun 2000
Some trialkyl borates worked as highly reactive glycosyl acceptors of glycosyl acetates. Several allyl glycosides were obtained in good yields by the reaction of glycosyl acetates with triallyl borate using ytterbium(III) trifluoromethanesulfonate...
Takashi Yamanoi, Junichi Inagaki, Mamoru Mizuno, Katsuko Yamashita, Toshiyuki Inazu
Heterocycles   52(52) 921-928   Feb 2000
The triethylamine salts of AcNHCH2CH2PO4H→6Manα(1→2) Manα1→OCH2CH2CH3and AcNHCH2CH2PO4H→6Manα(1→2)Manα (1→6)Manα1→OCH2CH2CH3were synthesized. These mannosyl residues were constructed by the dimethylphosphinothioate method. The introduction of the ...
Yasuhiro Hashimoto, Kazunori Toma, Joji Nishikido, Keizo Yamamoto, Katsuji Haneda, Toshiyuki Inazu, Kathleen G. Valentine, Stanley J. Opella
Biochemistry   38(26) 8377-8384   Jun 1999
The three-dimensional structures of eel calcitonin (CT) and two glycosylated CT derivatives, [Asn(GlcNAc)3]-CT (CT-GlcNAc) and [Asn(Man6- GlcNAc2)3]-CT (CT-M6), in micelles were determined by solution NMR spectroscopy. The topologies of these pept...
Mamoru Mizuno, Katsuji Haneda, Reiko Iguchi, Ikuyo Muramoto, Toru Kawakami, Saburo Aimoto, Kenji Yamamoto, Toshiyuki Inazu
Journal of the American Chemical Society   121(2) 284-290   Jan 1999
We describe a novel chemoenzymatic synthesis of eel calcitonin (eCT) glycopeptide analogues having natural N-linked oligosaccharides, such as a disialo biantennary complex-type [(NeuAc-Gal-GlcNAc-Man)2-Man-GlcNAc2], an asialo complex-type [(Gal-Gl...
Mamoru Mizuno, Ikuyo Muramoto, Katsuaki Kobayashi, Hiroshi Yaginuma, Toshiyuki Inazu
Synthesis   (1) 162-165   Jan 1999
N(β)-Glycosylated-asparagine and -glutamine derivatives, which are useful precursors for the synthesis of N-glycopeptides and their analogs, were obtained in good yields by the reaction of a glycosyl azide and an N(α)-protected-aspartic/glutamic a...
Keizo Yamamoto, Katsuji Haneda, Reiko Iguchi, Toshiyuki Inazu, Mamoru Mizuno, Kaoru Takegawa, Akihiko Kondo, Ikunoshin Kato
Journal of Bioscience and Bioengineering   87 175-179   Jan 1999
Chemo-enzymatic addition of a high-mannose type oligosaccharide to eel calcitonin (CT), a calcium-regulating hormone, was examined. The endo-β-N- acetylglucosaminidase from Arthrobacter protophormiae (Endo-A) transglycosylated the Man6-GlcNAc moie...
Katsuji Haneda, Toshiyuki Inazu, Mamoru Mizuno, Reiko Iguchi, Kenji Yamamoto, Hidehiko Kumagai, Saburo Aimoto, Hiroaki Suzuki, Toshiharu Noda
Bioorganic and Medicinal Chemistry Letters   8 1303-1306   Jun 1998
Eel calcitonin derivatives containing various N-linked oligosaccharides were chemo-enzymatically synthesized by the transglycosylation reaction of Mucor hiemalis endo-β-N-acetylglucosaminidase (Endo-M) to a glycosylated calcitonin derivative [Asn(...
Mamoru Mizuno, Ikuyo Muramoto, Toru Kawakami, Makoto Seike, Saburo Aimoto, Katsuji Haneda, Toshiyuki Inazu
Tetrahedron Letters   39 (1(2) 55-) 55-58   Jan 1998
The glycopeptide analogue of eel calcitonin, [Asn(GlcNAc)3]-CT (1), in which N-acetylglucosamine (GlcNAc) is attached to the asparagine residue of the peptide was synthesized using a thioester method to build the polypeptide segment and a dimethyl...
Takashi Yamanoi, Yoshihiro Iwai, Toshiyuki Inazu
Journal of Carbohydrate Chemistry   17 819-822   Jan 1998
Toshiyuki Inazu, Katsuji Haneda, Mamoru Mizuno
Yuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry   56(3) 210-220   Jan 1998
Glycopeptides and glycoproteins have received much attention due to their biological interests in cell recognition and cell adhesion. Recently we have developed a new chemo-enzymatic synthetic strategy for glycopeptide and glycoprotein. In this ar...
Keisuke Matsuda, Toshiyuki Inazu, Katsuji Haneda, Mamoru Mizuno, Takashi Yamanoi, Kenjiro Hattori, Kenji Yamamoto, Hidehiko Kumagai
Bioorganic and Medicinal Chemistry Letters   7(18) 2353-2356   Sep 1997
The syntheses of oligosaccharide-branched cyclodextrins, which showed potential binding to the saccharide-interacting protein, lectin, were investigated. The transglycosylations to Fmoc-Asn(GlcNAc)-NH-cyclodextrin by endo-β-N-acetylglucosaminidase...
Keiko Fukushima, Sayuri Hara-Kuge, Takashi Ohkura, Akira Seko, Hiroko Ideo, Toshiyuki Inazu, Katsuko Yamashita
Journal af Biological Chemistry   272(16) 10579-10584   Apr 1997
We found that 35S-labeled recombinant human interleukin-1β (rhIL- 1β) binds phosphatidylinositol-specific phospholipase C-treated human placental alkaline phosphatase, phosphatidylinositol-specific phospholipase C.treated trypanosome surface varia...
Atsuro Chiba, Atsuro Chiba, Kiichiro Matsumura, Hiroki Yamada, Toshiyuki Inazu, Teruo Shimizu, Susumu Kusunoki, Ichiro Kanazawa, Akira Kobata, Tamao Endo
Journal of Biological Chemistry   272(4) 2156-2162   Feb 1997
α-Dystroglycan is a heavily glycosylated protein, which is localized on the Schwann cell membrane as well as the sarcolemma, and links the transmembrane protein β-dystroglycan to laminin in the extracellular matrix. We have shown previously that s...
Kenji Yamamoto, Kenya Fujimori, Katsuji Haneda, Mamoru Mizuno, Toshiyuki Inazu, Hidehiko Kumagai
Carbohydrate Research   305 415-422   Jan 1997
The chemoenzymatic synthesis of a glycopeptide by chemical synthesis of N-acetylglucosaminyl peptide and enzymatic transfer of an oligosaccharide is described. We synthesized glycosylated Peptide T which blocks infection of human T cells by human ...
Solid-phase Syntheses of N-Glycopeptide and Complex Glycopeptide Synthesis by Transglycosylation Reaction of Endoglycosidase
Peptide Chemistry 1996   (41) 41   1997
Solid-phase Syntheses of N-Glycopeptides, and Digestion of Glycotetrapeptide by Carboxypeptidasew
Peptide Chemistry 1996   41 41   1997
Katsuji Haneda, Toshiyuki Inazu, Kenji Yamamoto, Hidehiko Kumagai, Yasuji Nakahara, Akira Kobata
Carbohydrate Research   292 61-70   Oct 1996
The endo-β-N-acetylglucosaminidase (endo-β-GlcNAc-ase) of Mucor hiemalis, endo-M, was found to transfer the sialo complex-type oligosaccharides from transferrin glycopeptide to the N-acetylglucosamine (GlcNAc) moieties of peptidyl-GlcNAc. Disialo ...
Kenjiro Hattori, Hideo Imata, Kohji Kubota, Keisuke Matsuda, Masaaki Aoyagi, Keiko Yamamoto, Chiaki Jindoh, Takashi Yamanoi, Toshiyuki Inazu
Journal of Inclusion Phenomena and Molecular Recognition in Chemistry   25(25) 69--72   Jan 1996
New oligosaccharide-branched β-cyclodextrins having a various oligosaccharides in a primary hydroxyl group of β-cyclodextrin(CD) were synthesized and examined for the interaction with the immobilized concanavalin A(ConA) compared with 6-O-glucosyl...
Solid-phase Syntheses of N-Glycopeptides
Peptide Chemistry 1995   (61)    1996
A Synthetic Method for N-β-Glycosylated Asparagine Deriratives, and the Solid-phase Syntheses of N-Glycopeptides
Peptide Chemistry 1993   (101)    1994
Takashi Yamanoi, Kazumi Nakamura, Hiroshi Takeyama, Kenji Yanagihara, Toshiyuki Inazu
Bulletln of the Chemical Society of Japan   67(5) 1359-1366   1994
Takashi Yamanoi, Kazumi Nakamura, Shuji Sada, Masahiro Goto, Yoji Furusawa, Masaaki Takano, Ayumi Fujioka, Kenji Yanagihara, Yuzuru Satoh, Hideaki Hosokawa, Toshiyuki Inazu
Bulletin of the Chemical Society of Japan   66(9) 2617-2622   1993
Toshiyuki Inazu, Hideaki Hosokawa, Masahide Amemiya
Bulletin of the Chemical Society of Japan   61(12) 4467-4469   1988
Chemistry Letters    (297)    1985
Tetsuo Oka, Kazuko Negishi, Mitsuaki Suda, Teruhiko Matsumiya, Toshiyuki Inazu, Masaaki Ueki
European Journal of Pharmacology   73 235-236   Jul 1981
Masaaki Ueki, Toshiyuki Inazu, Shigeru Ikeda
Bulletin of the Chemical Scciety of Japan 52/8, 2424 1979   52(8) 2424-2427   1979
Preparation of Dimethylphosphinothioyl (Mpt)-amino Acids and Their Use for Peptide Synthesis
Peptide Chemistry 1978   (41)    1979


Chemo-enzymatic Synthesis of Neo-glycopeptides Using Endo-M
Methods in Enzymology   (362) 74-85   2003
Chemo-enzymatic Synthesis of Eel Calcitonin Analogs Having Natural N-Linked Oligosaccharides
Peptide Science -Present and Future:Proceedings of the 1st International Symposium on Peptide Science   (607)    1999
Chemo-enzymatic Synthesis of Complex Glycopeptide
Bioscience & Industry   54(8) 580-   1996
Protection of Side Chain Functional Groups of Amino Acids by Phosphinothioyl Groups
Peptide Chemistry 1980   (73) 235   1980
M.Fujita,S.-I.Shoda,K.Haneda,T.Inazu,K.Takegawa,and K.Yamamoto,"A Novel Disaccharide Substrate Having 1,2-Oxazoline Moiety for Detection of Transglycosylating Activity of Endoglycosidases,"
Biochim.Biophys.Acta,   (1528) 9-14   2001

Books etc

New Developments in Glycomedicine Proceedings of the 4th Hirosaki Internatinal Forum of Medical Science
Elsevier Science   2001   

Research Grants & Projects

Synthetic Carbohydrate Chemistry