発表論文　-Publication-

2012年

M.Izumi, Y. Makimura, S. Dedola, A. Seko, A. Kanamori, M. Sakono, Y. Ito,Y. Kajihara. Chemical Synthesis of intentionally Misfolded homogeneous Glycoprotein: a unique approach for the study of glycoprotein quality control. J. Am. Chem. Soc., just Accepted.
I. Sakamoto, K. Tezuka, K.Fukae, K. Ishii,.K. Taduru, M. Maeda, M. Ouchi, K. Yoshida, Y. Nambu, J. Igarashi, N. Hayashi, T. Tsuji, Y. Kajihara, Chemical Synthesis of homogeneous glycosyl-interferon-β that exhibits potent antitumor activity in vivo. J. Am. Chem. Soc., 2012, 134, 5428-5431.
M. Murakami, R. Okamoto, M. Izumi, Y. Kajihara, Chemical Synthesis of an Erythropoietin Glycoform Containing a Complex-type Disialyloligosaccharide. Angew. Chem. Int. Ed. 2012, 51, 3567-3572. DOI: 10.1002/anie.201109034.
R. Okamoto, K. Morooka, Y. Kajihara, A synthetic approach to a peptide alpha-thioester from unprotected peptide through cleavage and activation of a specific peptide bond by N-acetylguanidine, Angew. Chem. Int. Ed. (2012), 51, 191-196. DOI: 10.1002/anie.201105601.
Y. Kajihara, Y. Tanabe, S. Sasaoka, R. Okamoto, Homogeneous human complex type oligosaccharides in correctly folded intact glycoproteins: evaluation of the oligosaccharide influence on protein-folding, -stability, and -conformational properties. Chem. Eur. J. in press.

2011年

Y. Kajihara, S. Nishigaki, D. Hannzawa, G. Nakanishi, R. Okamoto, N. Yamamoto, Unique self-anhydride formation in the degradation of Cytidine-5'-mono-phospho-sialic acid (CMP-Neu5Ac) and Cytidine-5'-di-phospho-sialic acid (CDP-Neu5Ac) and its application CMP-sialic acid analogue synthesis, Chem. Eur. J. 2011, 17, 7645–7655.
Y. Kajihara, M. Izumi, K. Hirano, T. Murase, D. Macmillan, R. Okamoto. Elucidating the Function of Complex-Type Oligosaccharides by Use of Chemical Synthesis of Homogeneous Glycoproteins. Israel Journal of Chemistry, 2011, 51 917–929.
K. Hirano, M. Izumi, D. Macmillan, K. Tezuka, T. Tsuji, Y. Kajihara. Semisynthesis of erythropoietin analogue having three oligosaccharides. J. Carbohydr. Chem., 2011, 30 306–319.

2010年

Y. Kajihara, K. Hirano, D. Macmillan, T. Murase, Chemical Synthesis of Glycoproteins having Human Complex Type Oligosaccharide. Peptide Scince., 2010, 50.
K. Hirano, Y. Kajihara, Synthesis of Heavily Glycosylated Peptide α-Thioester. J. Carbohydr. Chem., (2010) 29(2), 84-91.
T. Murase, Y. Kajihara, Synthesis of glycosylated polypeptide chain of inducible costimulator on T cell. Carbohydr. Res., (2010) 345(10), 1324-1330..
N. Kamei, R. Fukui, Y. Suzuki, Y. Kajihara, M. Kinoshita, K. Kakehi, H. Hojo, K. Tezuka. T. Tsuji, Definitive evidence that a single N-glycan among three glycans on inducible costimulator is required for proper protein trafficking and ligand binding. Biochem.Biophys. Res. Commun., (2010) 391, 557-563..
R.Okamoto, M. Izumi, Y. Kajihara, Expanding the scope of native chemical ligation in glycopeptides synthesis. Int. J. Pept. Res. Ther., (2010) 16, 191-198..
Y. Kajihara, N. Yamamoto, R. Okamoto, K. Hirano, T. Murase, Chemical synthesis of homogeneous glycopeptides and glycoproteins. Chemical Record, (2010) 10, 80-100.
Y. Kajihara, R. Okamoto, N. Yamamoto, M. Izumi, Synthesis of Glycopeptides. Methods in Enzymology, (2010) 478, 503-519 Editor: Minoru Fukuda, Academic Press.
Mine, T.; Kajiwara, H.; Murase, T.; Kajihara Y.; Yamamoto, T. An α2,3-Sialyltransferase from Photobacterium sp. JT-ISH-224 Transfers N-Acetylneuraminic Acid to Both the O-2 and O-3' Hydroxyl Groups of Lactose, J. Carbohydr. Chem., 2010, 29, 51-60.

2009年

K. Hirano, D. Macmillan, K. Tezuka, T. Tsuji, Y. Kajihara Design and Synthesis of Homogeneous Erythropoietin Analogue with Two Human Complex-Type Sialyloligosaccharides: Combined Use of Chemical and Bacterial Protein Expression Methods. Angew. Chem. Int. Ed., (2009), 48,9557-9560. Selected for Inside cover as well as hot paper.
N.Nagahara, T. Matsumura, R. Okamoto, Y. Kajihara, Protein cysteine modifications: (2) Reactivity Specificity and Topics of Medical Chemistry and Protein Engineering.Curr. Med. Chem., (2009), 16, 4490-4501.
N.Nagahara, T. Matsumura, R. Okamoto, Y. Kajihara, Protein cysteine modifications: (1) Medical chemistry for proteomics. Curr. Med. Chem., (2009)16:4419-4444.
T. Murase, T. Tsuji, Y. Kajihara; Efficient and systematic synthesis of a small glycoconjugate library having human complex type oligosaccharides. Carbohydr. Res., 344, (2009), 762-770.
R. Okamoto, S. Souma, Y. Kajihara; Efficient Substitution Reaction from Cysteine to the Serine Residue of Glycosylated Polypeptide: Repetitive Peptide Segment Ligation Strategy and the Synthesis of Glycosylated Tetracontapeptide Having Acid Labile Sialyl-TN Antigens. J. Org. Chem., (2009), 74 , 2494-2501.

2000年～2008年

R. Okamoto, Y. Kajihara; Uncovering latent ligation site for glycopeptide synthesis. Angew. Chem. Int. Ed. (2008), 47(29), 5402-5406.
R. Okamoto, S. Souma, Y. Kajihara; Efficient Synthesis of MUC4 Sialylglycopeptide through the New Sialylation Using 5-Acetamido-Neuraminamide Donors. J. Org. Chem. (2008), 73(9), 3460-3466.
K. Sato, S. Akai, H. Shoji, N. Sugita, S. Yoshida, Y. Nagai, K. Suzuki, Y. Nakamura, Y. Kajihara, M. Funabashi, J. Yoshimura; Stereoselective and Efficient Total Synthesis of Optically Active Tetrodotoxin from D-Glucose. J. Org. Chem. (2008), 73(4), 1234-1242.
N. Yamamoto, Y. Tanabe, R. Okamoto, P. E. Dawson, Y. Kajihara; Chemical Synthesis of a Glycoprotein Having an Intact Human Complex-Type Sialyloligosaccharide under the Boc and Fmoc Synthetic Strategies. J. Am. Chem. Soc. (2008), 130(2), 501-510.
T. Sakakibara, T. Suganuma, Y. Kajihara; Preparation of 2-deoxy-2-C-p-tolylsulfonyl-b -D-glucopyranosyl p-tolyl sulfones having non-chair conformation and their elimination reactions. Chem. Commun. (2007), (34), 3568-3570.
Y. Kajihara, T. Kamitani, R. Sato, N. Kamei, T. Miyazaki, R. Okamoto, T. Sakakibara, T. Tsuji, T. Yamamoto; Synthesis of CMP-9''-modified-sialic acids as donor substrate analogues for mammalian and bacterial sialyltransferases. Carbohydr. Res. (2007), 342(12-13), 1680-1688.
T. J. Hogenauer, Q. Wang, A. K. Sanki, A. J. Gammon, C. H. L. Chu, C. M. Kaneshiro, Y. Kajihara, K. Michael; Virtually epimerization-free synthesis of peptide-a -thio-esters. Org. Biomol. Chem. (2007), 5(5), 759-762.
K. Yamada, T. Yamazaki, M. Asanuma, H. Hirota, N. Yamamoto, Y. Kajihara; Solid-state 17O NMR in biological solids: efficient 17O labeling of amino acids and peptides. Chem. Lett. (2007), 36(1), 192-193.
N. Yamamoto, A. Takayanagi, A. Yoshino, T. Sakakibara, Y. Kajihara; An approach for a synthesis of asparagine-linked sialylglycopeptides having intact and homogeneous complex-type undecadisialyloligosaccharides. Chem. Eur. J. (2007), 13(2), 613-625.
Y. Nishi, N. Yamamoto, K. Shimazaki, N. Takahashi-Ando, H. Kakinuma, S. Jialin, S. N. Ruzheinikov, T. A. Muranova, D. W. Rice, Y. Kajihara; Mechanistic analysis of the phosphonate transition-state analogue-derived catalytic and non-catalytic antibody. J. biochem. (2007), 142(4), 421-433.
Y. Kajihara, N. Yamamoto, A. Yoshihara, A. Takayanagi, K. Hirano; An approach for the chemical synthesis of glycoprotein having homogeneous complex type sialyloligosaccharides. Peptide Science (2006), 43rd 27-28.
Y. Kajihara, A. Yoshihara, K. Hirano, N. Yamamoto; Convenient synthesis of a sialylglycopeptide-thioester having an intact and homogeneous complex-type disialyl-oligosaccharide. Carbohydr. Res. (2006), 341(10), 1333-1340.
N. Yamamoto, A. Takayanagi, T. Sakakibara, P. E. Dawson, Y. Kajihara; Highly efficient synthesis of sialylglycopeptides overcoming unexpected aspartimide formation during activation of Fmoc-Asn(undecadisialyloligosaccharide)-OH. Tetrahedron Lett. (2006), 47(8), 1341-1346.
H. Yuasa, T. Izumi, N. Mitsuhashi, Y. Kajihara, H. Hashimoto; An improvement in the bending ability of a Hinged trisaccharide with the assistance of a sugar-sugar interaction. Chem. Eur. J. (2005), 11(22), 6478-6490
H. Sato, Y. Kajihara; An unambiguous assignment method by 2D selective-TOCSY-HSQC and selective-TOCSY-DQFCOSY and structural analysis by selective-TOCSY-NOESY experiments of a biantennary undecasaccharide. Carbohydr. Res. (2005), 340(3), 469-479.
Y. Kajihara, N. Yamamoto, T. Miyazaki, H. Sato; Synthesis of Diverse Asparagine Linked Oligosaccharides and Synthesis of Sialylglycopeptide on Solid Phase. Curr. Med. Chem. (2005), 12(5). 527-550.
Y. Kajihara; Synthesis of diverse asparagine linked oligosaccharides. Journal of Applied Glycoscience (2005), 52(2), 177-182.
M. Izumi, O. Tsuruta, Y. Kajihara, S. Yazawa, H. Yuasa, H. Hashimoto; Synthesis and evaluation of 5-thio-L-fucose-containing oligosaccharide. Chem. Eur. J. (2005), 11(10), 3032-3038.
Y. Kajihara, Y. Suzuki, N. Yamamoto, K. Sasaki,T. Sakakibar, R. R. Juneja; Prompt Chemoenzymatic Synthesis of Diverse Complex Type Oligosaccharides and its Application to the Solid Phase Synthesis of a Glycopeptide Having Asn-linked Sialyl-undeca and Asialo-nonasaccharides. Chem. Eur. J. (2004), 10, 971-985.
N. Yamamoto, T. Sakakibara, Y. Kajihara; Convenient synthesis of a glycopeptide analogue having a complex type disialyl-undecasaccharide. Tetrahedron Lett. (2004), 45(16), 3287-3290.
E. Inagaki, Y. Ukita, M. Kumei, Y. Kajihara, T. H. Tahirov; Crystallization and preliminary crystallographic analysis of 2-keto-3-deoxygluconate kinase from Thermus thermophilus. Acta Crystallographica, Section D: Biological Crystallography (2004), D60(4), 761-763.
S. Kakuda, T. Shiba, M. Ishiguro, H. Tagawa, S. Oka, Y. Kajihara, T. Kawasaki, S. Wakatsuki, R. Kato;Structural Basis for Acceptor Substrate Recognition of a Human Glucuronyltransferase, GlcAT-P, an Enzyme Critical in the Biosynthesis of the Carbohydrate Epitope HNK-1. J. Biol. Chem. (2004), 279(21), 22693-22703.
Y. Kajihara, D. Kamiyama, N. Yamamoto, T. Sakakibara, M. Izumi, H. Hashimoto; Synthesis of 2-[(2-pyridyl)amino]ethyl b-D-lactosaminide and evaluation of its acceptor ability for sialyltransferase: a comparison with 4-methylumbelliferyl and dansyl b-D-lactosaminide. Carbohydr. Res. (2004), 339(8), 1545-1550.
K. Fukae, N. Yamamoto, Y. Hatakeyama, Y. Kajihara; Chemoenzymatic synthesis of diverse asparagine-linked a -(2,3)-sialyloligosaccharides. Glycoconjugate J. (2004), 21(5), 243-250.
H. Sato, Y. Kajihara; 2D Selective-TOCSY-DQFCOSY Experiment for Identification of Individual Sugar Components in Oligosaccharides. J. Carbohydr. Chem. (2003), 22, 339-345.
T. Sakakibara, K. Suzuki, A. Sakai, M. Shindo, C. Nagano, S. Narumi, Y. Kajihara, K. Mochizuki; .Preparation and structural determination of methyl 3-C-p-tolylsulfonyl-2-C-p-tolylthio-b-d-glucopyanoside derivatives and their 5a-carba-dl-analogs having non-chair conformation in solutions. Tetrahedron Lett. (2003), 44, 5711-5714.
N. Yamamoto, Y. Ohmori, T. Sakakibara, K. Sasaki, L. R. Juneja, Y. Kajihara; Solid-phase synthesis of sialylglycopeptides through selective esterification of the sialic acid residues of an asn-linked complex-type sialyloligosaccharide. Angew. Chem. Int. Ed. (2003), 42, 2537-2540.
K. Okazaki, S. Nishigaki, F. Ishizuka, Y. Kajihara, S. Ogawa; Potent and specific sialyltransferase inhibitors: imino-linked 5a'-carbadisaccharides. Org. Biomol. Chem. (2003), 1, 2229-2230.
Y. Kajihara, Y. Suzuki, K. Sasaki, L. R. Juneja; Chemoenzymatic synthesis of diverse asparagine-linked oligosaccharides. Methods In Enzymology (2003), 362, 44-64.
Y. Kajihara, H. Sato:Strucural Analysis of Oligosaccharides by Nuclear Magnetic Resonance Methods. Trends in Glycoscience and Glycotechnology (2003), 15, 197-220.
S. Akai, Y. Kajihara, Y. Nagashima, M. Kamei, J. Arai, M. Bito, K. Sato; Synthesis of new glycopolymers containing b-D-mannopyranose, and C-2-substituted b-D-mannopyranose residues as a new class of inhibitor. J. Carbohydr. Chem. (2001), 20(2), 121-143.
Y. Kajihara, T. Kamitani, T. Sakakibara; A new fluorescent assa for sialyltransferase. Carbohydr. Res. (2001), 331, 455-459.
A. Kuboki, T.Ishihara, E. Kobayashi, H.. Ohta, T. Ishii, A. Inoue, S. Mitsuda, T. Miyazaki, Y. Kajihara, T. Sugai; Synthesis of Regioselectively Protected Forms of Cytidine Based on Enzyme-catalyzed Deacetylation. Biosci. Biotechnol. Biochem. (2000), 64, 363-368.
Y. Kajihara, H. Hashimoto, S. Ogawa; Galactosyl Transfer Ability of b-(1,4)-Galactosyltransferase Toward 5a-Carba-sugars. Carbohydr. Res. (2000), 323, 44-48.
T. Miyazaki, H. Sato, T. Sakakibara, Y. Kajihara; An Approach for the Precise Chemoenzymatic Synthesis of 13C-Labeled Sialyloligosaccharide on an Intact Glycoprotein: A Novel One-Pot [3-13C]-Labeling Method for Sialic Acid Analogues by Control of the Reversible Aldolase Reaction, Enzymatic Synthesis of [3-13C]-NeuAc-a-(2,3)-[U-13C]-Gal-b-(1,4)-GlcNAc-b- Sequence onto Glycoprotein, and its Conformational Analysis by developed NMR Techniques. J. Am. Chem. Soc. (2000), 122, 5678-5694.
T. Sakakibara, M. Shindo, S. Narumi, C. Nagano, Y. Kajihara; Double Bond Migration of a 1,5-Anhydro-3-C-p-tolylsulfonyl-D-hex-2-enitol Derivative and the Corresponding 5a-Carba-DL-sulfonyl Sugar. J. Carbohydr. Chem. (2000), 19, 783-788.
1991年～1999年
T. Miyazaki, T. Sakakibara, H. Sato, Y. Kajihara; Chemoenzymatic Synthesis of the 9-Deoxy-9-fluoro-[3-13C]-NeuAc-a-(2,6)-[U-13C]-Gal-b- Sequence on An Intact Glycoprotein . J. Am. Chem. Soc. (1999), 121, 1411-1412.
Y. Kajihara, S. Akai, T. Nakagawa, R. Sato, T. Ebata, H. Kodama, K. Sato; Enzymatic Synthesis of Kdn-oligosaccharides by Bacterial a-(2-6)-sialyltransferase. Carbohydr. Res. (1999), 315, 137-141.
S. Akai, T. Nakagawa, Y. Kajihara, K. Sato; Selective Protecting Method for the Individual Hydroxyl Group of KDN. J. Carbohydr. Chem. (1999), 18, 639-654.
H. Kamei , Y. Kajihara, Y. Nishi; Synthesis of a Neu2en5Ac Analog Hapten and Isolation of Monoclonal Antibody to Neu2en5Ac. Carbohydr. Res. (1999), 315, 243-250.
S. Akai, Y. Nakamura, Y. Kajihara, J. Yoshimura, K. Sato; Crystralstructure of (1R, 2R, 3S,4S,6S,7R,9S)-6-azido-7-cyano-3-C-hydroxy-methyl-3,3'-di-O-isopropylidene-9-methoxy-2,4,5-tris(O-methoxymethyl)-2,3,4,5-tetrahydroxyl-8-oxabicyclo[4.3.0]nonane, Toward Tetrodotoxin. Analytical Science (1999), 15, 501-502.
Y. Kajihara, H. Kodama, T. Endo, H. Hashimoto; Novel Feature of Acceptor Recognition by b-1,4-galactosyltransferase. Carbohydr. Res. (1998), 306, 361-378.
T. Yamamoto, H. Nagae, Y. Kajihara, I. Terada; Mass production of Bacterial a2,6-sialyltransferase and Enzymatic Syntheses of Sialyloligosaccharides. Biosci. Biotechnol. Biochem. (1998), 62, 210-214.
Y. Kajihara, T. Ebata, H. Kodama; Synthesis of Immobilized CMP-sialic acids and Their Enzymatic Transfer with Sialyltransferase. Angew. Chem. Int. Ed. (1998), 37, 3166-3169.
K. Sato, K. Suzuki, M. Ueda, Y. Kajihara, H. Hori;Useful Intermediate, 3-C-Dichloromethylfuranose Derivatives for the Synthesis of Branched-chain Functionalized Sugar. Bull. Chem. Soc. Jpn. (1997), 70, 225-230.
K. Hatanaka, H. Takeshige, K. Kanno, A. Maruyama, J. Oishi, Y. Kajihara, H. Hashimoto; Newpolymeric Inhibitor of Galactosyltransferase. J. Carbohydr. Chem. (1997), 16, 667-672.
H. Hashimoto, T. Endo, Y. Kajihara; Synthesis of the First Tricomponent Bisubstrate Analogue that Exhibits Potent Inhibition Against GlcNAc b-1,4-galactosyltransferase. J. Org. Chem. (1997), 62, 1914-1915.
Y. Kajihara, T. Yamamoto, H. Nagae, M. Nakashizuka, T. Sakakibara, I. Terada; A Novel a-2,6 Sialyltransferase: Transfer of Sialic acid to Fucosyl- and Sialyl-trisaccharides. J. Org. Chem. (1996), 61, 8632-8635.
T. Endo, Y. Kajihara, H. Kodama, H. Hashimoto; Novel Aspects of Interaction between UDP-Gal and GlcNAc b-1,4-Galactosyltransferase: Transferability and Remarkable Inhibitory Activity of UDP-(Mono-O-methylated Gal), UDP-Fuc and UDP-Man. Bioorg. Med. Chem. (1996), 4, 1939-1948.
T. Yamamoto, M. Nakashizuka, H. Kodama, Y. Kajihara, I.Terada; Purification and Characterization of A Marine Bacterial b-Galactoside a-2,6 sialyltransferase from Photobacterium damsela JT0160. J. Biolchem. (1996), 120, 104-110.
Y. Yokoyama, K. Ogawa, T. Iwai, K. Shimazaki, Y. Kajihara, T. Goto, Y. Yokoyama, Y. Kurita; Study on the Comformation of An Isopropyl-substituted furylfulgide. Photochromic Coloring Reaction and Thermal Racemization. Bull. Chem. Soc. Jpn. (1996), 69, 1605-1612.
Y. Kajihara, K. Koseki, T. Ebata, H. Kodama, H. Matsushita, H. Hashimoto ; Efficient Synthesis of CMP-NeuAc and CMP-(NeuAc a 2-8 NeuAc). J. Org. Chem. (1995), 60, 5732-5735.
Y. Kajihara, T. Endo, H. Ogasawara, H. Kodama, H. Hashimoto ; Enzymic Transfer of 6-Modified D-Galactosyl Residues: Synthesis of Biantennary Penta- and Hepta-saccharides Having Two 6-Deoxy-D-galactose Residues at the Non Reducing End and Evaluation of 6-Deoxy-D-galactosyl Transfer Using Bovine b1,4- Galactosyltransferase and UDP-6-Deoxy-D-galactose to Glycoprotein. Carbohydr. Res. (1995), 269, 273-294.
Y. Kajihara, K. Koseki, T. Ebata, H. Kodama, H. Matsushita, H. Hashimoto ; Synthesis of Novel CMP-NeuAc analogue : CMP-(NeuAc a 2-8 NeuAc). Carbohydr. Res. (1994), 264, C1-5.
H. Kodama, Y. Kajihara, T. Endo, and H. Hashimoto ; Synthesis of UDP-6-deoxy- and -6-fluoro- galactoses and Their Enzymatic Glycosyl Transfer to Mono and Biantennary Carbohydrate Chains. Tetrahedron Lett. (1993), 34, 6419-6422.
Y. Kajihara, H. Kodama, T. Wakabayashi, K. Sato, and H. Hashimoto ; Characterization of Inhibitory Activities and Binding Mode of Synthetic 6'-Modified Methyl N-acetyl-b-D-lactosaminide toward CMP-NeuAc:D-galactoside-(2-6)-a-D-sialyltransferase. Carbohydr. Res. (1993), 247, 179-193.
Y. Kajihara, T. Wakabayashi, H. Hashimoto, H. Kodama, K. Sato; Synthesis of Methyl 6'-deoxy- and 6'-thio-lactosaminides and Their Inhibitory Activity Toward CMP-NeuAc:D-galactoside-(2-6)-a-D-sialyltransferase. J. Carbohydr. Chem. (1993), 12, 991-995.
Y. Kajihara, H. Kodama, and H. Hashimoto ; Methyl 3-O-(2-acetamido-2-deoxy-6-thio-b-D-glucopyranosyl)- b-D-galactopyranoside : A Slow Reacting Acceptor-analogue which Inhibits Glycosylation by UDP-D-galactose-N-acetyl-D-glucosamine-(1-4)-b-D-galactosyltransferase. Carbohydr. Res. (1992), 229, C5-C9.
K. Sato, T. Hoshi, and Y. Kajihara ; An Efficient Deoxysugar Synthesis using Bu4NBH4 via an SN2 Reduction. Chem. Lett. (1992), 1469-1472.
K. Sato, K. Suzuki, M. Ueda, M. Katayama, and Y. Kajihara ; A Novel Reagent for the Synthesis of Branched-chain Functionalized Sugars. Dichloromethyllitium. Chem. Lett. (1991), 1469-1472.
K. Sato, Y. Kajihara, Y. Nakamura, and J. Yoshimura ; Synthesis of the Functionalized Cyclohexanecarbaldehyde Derivative. A Potential Key Compound for Total Synthesis of Optically Active Tetrodotoxin. Chem. Lett. (1991), 1559-1562.

発表論文 -Publication-

2012年

M.Izumi, Y. Makimura, S. Dedola, A. Seko, A. Kanamori, M. Sakono, Y. Ito,Y. Kajihara. Chemical Synthesis of intentionally Misfolded homogeneous Glycoprotein: a unique approach for the study of glycoprotein quality control. J. Am. Chem. Soc., just Accepted.

I. Sakamoto, K. Tezuka, K.Fukae, K. Ishii,.K. Taduru, M. Maeda, M. Ouchi, K. Yoshida, Y. Nambu, J. Igarashi, N. Hayashi, T. Tsuji, Y. Kajihara, Chemical Synthesis of homogeneous glycosyl-interferon-β that exhibits potent antitumor activity in vivo. J. Am. Chem. Soc., 2012, 134, 5428-5431.

M. Murakami, R. Okamoto, M. Izumi, Y. Kajihara, Chemical Synthesis of an Erythropoietin Glycoform Containing a Complex-type Disialyloligosaccharide. Angew. Chem. Int. Ed. 2012, 51, 3567-3572. DOI: 10.1002/anie.201109034.

R. Okamoto, K. Morooka, Y. Kajihara, A synthetic approach to a peptide alpha-thioester from unprotected peptide through cleavage and activation of a specific peptide bond by N-acetylguanidine, Angew. Chem. Int. Ed. (2012), 51, 191-196. DOI: 10.1002/anie.201105601.

Y. Kajihara, Y. Tanabe, S. Sasaoka, R. Okamoto, Homogeneous human complex type oligosaccharides in correctly folded intact glycoproteins: evaluation of the oligosaccharide influence on protein-folding, -stability, and -conformational properties. Chem. Eur. J. in press.

2011年

Y. Kajihara, M. Izumi, K. Hirano, T. Murase, D. Macmillan, R. Okamoto. Elucidating the Function of Complex-Type Oligosaccharides by Use of Chemical Synthesis of Homogeneous Glycoproteins. Israel Journal of Chemistry, 2011, 51 917–929.

K. Hirano, M. Izumi, D. Macmillan, K. Tezuka, T. Tsuji, Y. Kajihara. Semisynthesis of erythropoietin analogue having three oligosaccharides. J. Carbohydr. Chem., 2011, 30 306–319.

2010年

Y. Kajihara, K. Hirano, D. Macmillan, T. Murase, Chemical Synthesis of Glycoproteins having Human Complex Type Oligosaccharide. Peptide Scince., 2010, 50.

K. Hirano, Y. Kajihara, Synthesis of Heavily Glycosylated Peptide α-Thioester. J. Carbohydr. Chem., (2010) 29(2), 84-91.

T. Murase, Y. Kajihara, Synthesis of glycosylated polypeptide chain of inducible costimulator on T cell. Carbohydr. Res., (2010) 345(10), 1324-1330..

R.Okamoto, M. Izumi, Y. Kajihara, Expanding the scope of native chemical ligation in glycopeptides synthesis. Int. J. Pept. Res. Ther., (2010) 16, 191-198..

Y. Kajihara, N. Yamamoto, R. Okamoto, K. Hirano, T. Murase, Chemical synthesis of homogeneous glycopeptides and glycoproteins. Chemical Record, (2010) 10, 80-100.

Y. Kajihara, R. Okamoto, N. Yamamoto, M. Izumi, Synthesis of Glycopeptides. Methods in Enzymology, (2010) 478, 503-519 Editor: Minoru Fukuda, Academic Press.

Mine, T.; Kajiwara, H.; Murase, T.; Kajihara Y.; Yamamoto, T. An α2,3-Sialyltransferase from Photobacterium sp. JT-ISH-224 Transfers N-Acetylneuraminic Acid to Both the O-2 and O-3' Hydroxyl Groups of Lactose, J. Carbohydr. Chem., 2010, 29, 51-60.

2009年

N.Nagahara, T. Matsumura, R. Okamoto, Y. Kajihara, Protein cysteine modifications: (2) Reactivity Specificity and Topics of Medical Chemistry and Protein Engineering.Curr. Med. Chem., (2009), 16, 4490-4501.

N.Nagahara, T. Matsumura, R. Okamoto, Y. Kajihara, Protein cysteine modifications: (1) Medical chemistry for proteomics. Curr. Med. Chem., (2009)16:4419-4444.

T. Murase, T. Tsuji, Y. Kajihara; Efficient and systematic synthesis of a small glycoconjugate library having human complex type oligosaccharides. Carbohydr. Res., 344, (2009), 762-770.

2000年～2008年

R. Okamoto, Y. Kajihara; Uncovering latent ligation site for glycopeptide synthesis. Angew. Chem. Int. Ed. (2008), 47(29), 5402-5406.

R. Okamoto, S. Souma, Y. Kajihara; Efficient Synthesis of MUC4 Sialylglycopeptide through the New Sialylation Using 5-Acetamido-Neuraminamide Donors. J. Org. Chem. (2008), 73(9), 3460-3466.

K. Sato, S. Akai, H. Shoji, N. Sugita, S. Yoshida, Y. Nagai, K. Suzuki, Y. Nakamura, Y. Kajihara, M. Funabashi, J. Yoshimura; Stereoselective and Efficient Total Synthesis of Optically Active Tetrodotoxin from D-Glucose. J. Org. Chem. (2008), 73(4), 1234-1242.

N. Yamamoto, Y. Tanabe, R. Okamoto, P. E. Dawson, Y. Kajihara; Chemical Synthesis of a Glycoprotein Having an Intact Human Complex-Type Sialyloligosaccharide under the Boc and Fmoc Synthetic Strategies. J. Am. Chem. Soc. (2008), 130(2), 501-510.

T. Sakakibara, T. Suganuma, Y. Kajihara; Preparation of 2-deoxy-2-C-p-tolylsulfonyl-b -D-glucopyranosyl p-tolyl sulfones having non-chair conformation and their elimination reactions. Chem. Commun. (2007), (34), 3568-3570.

Y. Kajihara, T. Kamitani, R. Sato, N. Kamei, T. Miyazaki, R. Okamoto, T. Sakakibara, T. Tsuji, T. Yamamoto; Synthesis of CMP-9''-modified-sialic acids as donor substrate analogues for mammalian and bacterial sialyltransferases. Carbohydr. Res. (2007), 342(12-13), 1680-1688.

T. J. Hogenauer, Q. Wang, A. K. Sanki, A. J. Gammon, C. H. L. Chu, C. M. Kaneshiro, Y. Kajihara, K. Michael; Virtually epimerization-free synthesis of peptide-a -thio-esters. Org. Biomol. Chem. (2007), 5(5), 759-762.

K. Yamada, T. Yamazaki, M. Asanuma, H. Hirota, N. Yamamoto, Y. Kajihara; Solid-state 17O NMR in biological solids: efficient 17O labeling of amino acids and peptides. Chem. Lett. (2007), 36(1), 192-193.

N. Yamamoto, A. Takayanagi, A. Yoshino, T. Sakakibara, Y. Kajihara; An approach for a synthesis of asparagine-linked sialylglycopeptides having intact and homogeneous complex-type undecadisialyloligosaccharides. Chem. Eur. J. (2007), 13(2), 613-625.

Y. Nishi, N. Yamamoto, K. Shimazaki, N. Takahashi-Ando, H. Kakinuma, S. Jialin, S. N. Ruzheinikov, T. A. Muranova, D. W. Rice, Y. Kajihara; Mechanistic analysis of the phosphonate transition-state analogue-derived catalytic and non-catalytic antibody. J. biochem. (2007), 142(4), 421-433.

Y. Kajihara, N. Yamamoto, A. Yoshihara, A. Takayanagi, K. Hirano; An approach for the chemical synthesis of glycoprotein having homogeneous complex type sialyloligosaccharides. Peptide Science (2006), 43rd 27-28.

Y. Kajihara, A. Yoshihara, K. Hirano, N. Yamamoto; Convenient synthesis of a sialylglycopeptide-thioester having an intact and homogeneous complex-type disialyl-oligosaccharide. Carbohydr. Res. (2006), 341(10), 1333-1340.

N. Yamamoto, A. Takayanagi, T. Sakakibara, P. E. Dawson, Y. Kajihara; Highly efficient synthesis of sialylglycopeptides overcoming unexpected aspartimide formation during activation of Fmoc-Asn(undecadisialyloligosaccharide)-OH. Tetrahedron Lett. (2006), 47(8), 1341-1346.

H. Yuasa, T. Izumi, N. Mitsuhashi, Y. Kajihara, H. Hashimoto; An improvement in the bending ability of a Hinged trisaccharide with the assistance of a sugar-sugar interaction. Chem. Eur. J. (2005), 11(22), 6478-6490

H. Sato, Y. Kajihara; An unambiguous assignment method by 2D selective-TOCSY-HSQC and selective-TOCSY-DQFCOSY and structural analysis by selective-TOCSY-NOESY experiments of a biantennary undecasaccharide. Carbohydr. Res. (2005), 340(3), 469-479.

Y. Kajihara, N. Yamamoto, T. Miyazaki, H. Sato; Synthesis of Diverse Asparagine Linked Oligosaccharides and Synthesis of Sialylglycopeptide on Solid Phase. Curr. Med. Chem. (2005), 12(5). 527-550.

Y. Kajihara; Synthesis of diverse asparagine linked oligosaccharides. Journal of Applied Glycoscience (2005), 52(2), 177-182.

M. Izumi, O. Tsuruta, Y. Kajihara, S. Yazawa, H. Yuasa, H. Hashimoto; Synthesis and evaluation of 5-thio-L-fucose-containing oligosaccharide. Chem. Eur. J. (2005), 11(10), 3032-3038.

N. Yamamoto, T. Sakakibara, Y. Kajihara; Convenient synthesis of a glycopeptide analogue having a complex type disialyl-undecasaccharide. Tetrahedron Lett. (2004), 45(16), 3287-3290.

E. Inagaki, Y. Ukita, M. Kumei, Y. Kajihara, T. H. Tahirov; Crystallization and preliminary crystallographic analysis of 2-keto-3-deoxygluconate kinase from Thermus thermophilus. Acta Crystallographica, Section D: Biological Crystallography (2004), D60(4), 761-763.

K. Fukae, N. Yamamoto, Y. Hatakeyama, Y. Kajihara; Chemoenzymatic synthesis of diverse asparagine-linked a -(2,3)-sialyloligosaccharides. Glycoconjugate J. (2004), 21(5), 243-250.

H. Sato, Y. Kajihara; 2D Selective-TOCSY-DQFCOSY Experiment for Identification of Individual Sugar Components in Oligosaccharides. J. Carbohydr. Chem. (2003), 22, 339-345.

N. Yamamoto, Y. Ohmori, T. Sakakibara, K. Sasaki, L. R. Juneja, Y. Kajihara; Solid-phase synthesis of sialylglycopeptides through selective esterification of the sialic acid residues of an asn-linked complex-type sialyloligosaccharide. Angew. Chem. Int. Ed. (2003), 42, 2537-2540.

K. Okazaki, S. Nishigaki, F. Ishizuka, Y. Kajihara, S. Ogawa; Potent and specific sialyltransferase inhibitors: imino-linked 5a'-carbadisaccharides. Org. Biomol. Chem. (2003), 1, 2229-2230.

Y. Kajihara, Y. Suzuki, K. Sasaki, L. R. Juneja; Chemoenzymatic synthesis of diverse asparagine-linked oligosaccharides. Methods In Enzymology (2003), 362, 44-64.

Y. Kajihara, H. Sato:Strucural Analysis of Oligosaccharides by Nuclear Magnetic Resonance Methods. Trends in Glycoscience and Glycotechnology (2003), 15, 197-220.

S. Akai, Y. Kajihara, Y. Nagashima, M. Kamei, J. Arai, M. Bito, K. Sato; Synthesis of new glycopolymers containing b-D-mannopyranose, and C-2-substituted b-D-mannopyranose residues as a new class of inhibitor. J. Carbohydr. Chem. (2001), 20(2), 121-143.

Y. Kajihara, T. Kamitani, T. Sakakibara; A new fluorescent assa for sialyltransferase. Carbohydr. Res. (2001), 331, 455-459.

A. Kuboki, T.Ishihara, E. Kobayashi, H.. Ohta, T. Ishii, A. Inoue, S. Mitsuda, T. Miyazaki, Y. Kajihara, T. Sugai; Synthesis of Regioselectively Protected Forms of Cytidine Based on Enzyme-catalyzed Deacetylation. Biosci. Biotechnol. Biochem. (2000), 64, 363-368.

Y. Kajihara, H. Hashimoto, S. Ogawa; Galactosyl Transfer Ability of b-(1,4)-Galactosyltransferase Toward 5a-Carba-sugars. Carbohydr. Res. (2000), 323, 44-48.

T. Sakakibara, M. Shindo, S. Narumi, C. Nagano, Y. Kajihara; Double Bond Migration of a 1,5-Anhydro-3-C-p-tolylsulfonyl-D-hex-2-enitol Derivative and the Corresponding 5a-Carba-DL-sulfonyl Sugar. J. Carbohydr. Chem. (2000), 19, 783-788. 1991年～1999年

T. Miyazaki, T. Sakakibara, H. Sato, Y. Kajihara; Chemoenzymatic Synthesis of the 9-Deoxy-9-fluoro-[3-13C]-NeuAc-a-(2,6)-[U-13C]-Gal-b- Sequence on An Intact Glycoprotein . J. Am. Chem. Soc. (1999), 121, 1411-1412.

Y. Kajihara, S. Akai, T. Nakagawa, R. Sato, T. Ebata, H. Kodama, K. Sato; Enzymatic Synthesis of Kdn-oligosaccharides by Bacterial a-(2-6)-sialyltransferase. Carbohydr. Res. (1999), 315, 137-141.

S. Akai, T. Nakagawa, Y. Kajihara, K. Sato; Selective Protecting Method for the Individual Hydroxyl Group of KDN. J. Carbohydr. Chem. (1999), 18, 639-654.

H. Kamei , Y. Kajihara, Y. Nishi; Synthesis of a Neu2en5Ac Analog Hapten and Isolation of Monoclonal Antibody to Neu2en5Ac. Carbohydr. Res. (1999), 315, 243-250.

Y. Kajihara, H. Kodama, T. Endo, H. Hashimoto; Novel Feature of Acceptor Recognition by b-1,4-galactosyltransferase. Carbohydr. Res. (1998), 306, 361-378.

T. Yamamoto, H. Nagae, Y. Kajihara, I. Terada; Mass production of Bacterial a2,6-sialyltransferase and Enzymatic Syntheses of Sialyloligosaccharides. Biosci. Biotechnol. Biochem. (1998), 62, 210-214.

Y. Kajihara, T. Ebata, H. Kodama; Synthesis of Immobilized CMP-sialic acids and Their Enzymatic Transfer with Sialyltransferase. Angew. Chem. Int. Ed. (1998), 37, 3166-3169.

K. Sato, K. Suzuki, M. Ueda, Y. Kajihara, H. Hori;Useful Intermediate, 3-C-Dichloromethylfuranose Derivatives for the Synthesis of Branched-chain Functionalized Sugar. Bull. Chem. Soc. Jpn. (1997), 70, 225-230.

K. Hatanaka, H. Takeshige, K. Kanno, A. Maruyama, J. Oishi, Y. Kajihara, H. Hashimoto; Newpolymeric Inhibitor of Galactosyltransferase. J. Carbohydr. Chem. (1997), 16, 667-672.

H. Hashimoto, T. Endo, Y. Kajihara; Synthesis of the First Tricomponent Bisubstrate Analogue that Exhibits Potent Inhibition Against GlcNAc b-1,4-galactosyltransferase. J. Org. Chem. (1997), 62, 1914-1915.

Y. Kajihara, T. Yamamoto, H. Nagae, M. Nakashizuka, T. Sakakibara, I. Terada; A Novel a-2,6 Sialyltransferase: Transfer of Sialic acid to Fucosyl- and Sialyl-trisaccharides. J. Org. Chem. (1996), 61, 8632-8635.

T. Endo, Y. Kajihara, H. Kodama, H. Hashimoto; Novel Aspects of Interaction between UDP-Gal and GlcNAc b-1,4-Galactosyltransferase: Transferability and Remarkable Inhibitory Activity of UDP-(Mono-O-methylated Gal), UDP-Fuc and UDP-Man. Bioorg. Med. Chem. (1996), 4, 1939-1948.

T. Yamamoto, M. Nakashizuka, H. Kodama, Y. Kajihara, I.Terada; Purification and Characterization of A Marine Bacterial b-Galactoside a-2,6 sialyltransferase from Photobacterium damsela JT0160. J. Biolchem. (1996), 120, 104-110.

Y. Yokoyama, K. Ogawa, T. Iwai, K. Shimazaki, Y. Kajihara, T. Goto, Y. Yokoyama, Y. Kurita; Study on the Comformation of An Isopropyl-substituted furylfulgide. Photochromic Coloring Reaction and Thermal Racemization. Bull. Chem. Soc. Jpn. (1996), 69, 1605-1612.

Y. Kajihara, K. Koseki, T. Ebata, H. Kodama, H. Matsushita, H. Hashimoto ; Efficient Synthesis of CMP-NeuAc and CMP-(NeuAc a 2-8 NeuAc). J. Org. Chem. (1995), 60, 5732-5735.

Y. Kajihara, K. Koseki, T. Ebata, H. Kodama, H. Matsushita, H. Hashimoto ; Synthesis of Novel CMP-NeuAc analogue : CMP-(NeuAc a 2-8 NeuAc). Carbohydr. Res. (1994), 264, C1-5.

H. Kodama, Y. Kajihara, T. Endo, and H. Hashimoto ; Synthesis of UDP-6-deoxy- and -6-fluoro- galactoses and Their Enzymatic Glycosyl Transfer to Mono and Biantennary Carbohydrate Chains. Tetrahedron Lett. (1993), 34, 6419-6422.

Y. Kajihara, H. Kodama, T. Wakabayashi, K. Sato, and H. Hashimoto ; Characterization of Inhibitory Activities and Binding Mode of Synthetic 6'-Modified Methyl N-acetyl-b-D-lactosaminide toward CMP-NeuAc:D-galactoside-(2-6)-a-D-sialyltransferase. Carbohydr. Res. (1993), 247, 179-193.

Y. Kajihara, T. Wakabayashi, H. Hashimoto, H. Kodama, K. Sato; Synthesis of Methyl 6'-deoxy- and 6'-thio-lactosaminides and Their Inhibitory Activity Toward CMP-NeuAc:D-galactoside-(2-6)-a-D-sialyltransferase. J. Carbohydr. Chem. (1993), 12, 991-995.

K. Sato, T. Hoshi, and Y. Kajihara ; An Efficient Deoxysugar Synthesis using Bu4NBH4 via an SN2 Reduction. Chem. Lett. (1992), 1469-1472.

K. Sato, K. Suzuki, M. Ueda, M. Katayama, and Y. Kajihara ; A Novel Reagent for the Synthesis of Branched-chain Functionalized Sugars. Dichloromethyllitium. Chem. Lett. (1991), 1469-1472.

K. Sato, Y. Kajihara, Y. Nakamura, and J. Yoshimura ; Synthesis of the Functionalized Cyclohexanecarbaldehyde Derivative. A Potential Key Compound for Total Synthesis of Optically Active Tetrodotoxin. Chem. Lett. (1991), 1559-1562.

発表論文　-Publication-

T. Sakakibara, M. Shindo, S. Narumi, C. Nagano, Y. Kajihara; Double Bond Migration of a 1,5-Anhydro-3-C-p-tolylsulfonyl-D-hex-2-enitol Derivative and the Corresponding 5a-Carba-DL-sulfonyl Sugar. J. Carbohydr. Chem. (2000), 19, 783-788.
1991年～1999年