KAJIHARA Yasuhiro

Synthetic Glycoprotein Group Leader

Title : Professor
Work Address : Department of Chemistry, Graduate School of Sciences, Osaka University, 1-1, Machikaneyama, Toyonaka, Osaka 560-0043, Japan
Tel : 81-6-6850-5380
Fax : 81-6-6850-5382
E-mail : kajihara@chem.sci.osaka-u.ac.jp

Education and Experience

Education

1984. 4 - 1988. 3: Kanagawa University, Laboratory of Organic Chemistry, Faculty of Engineering
1988. 4 - 1990. 3: Kanagawa University, Laboratory of Organic Chemistry, Graduate School, M.Sc.
1990. 4 - 1993.3: Tokyo Institute of Technology, Department of Life Science (Doctor's course)
1993. 3 Ph.D (Supervisor: Prof. Hironobu Hashimoto)

Research Experience

1993. 4 - 1995. 5: Life Science Research Laboratory, Japan Tobacco Inc. (Post doctoral fellow)
1995. 6 - 2001.3: Yokohama City University (Yokohama), Faculty of Science, Assistant Professor
2001. 4 - 2007.3: Yokohama City University, Graduate School of Integrated Science, Associate Professor
2007. 4 - 2009.3: Yokohama City University, Graduate School of Integrated Science, Professor
2009.4 - present: Osaka University, Department of Chemistry, Faculty of Science, Professor

Honors and Awards

2000 Yamagata Awards (Tokyo Institute of Technology for Carbohydrate Research Encouragement Awards)

2003 Encouragement Awards of Japan Society of Carbohydrate Research
2014 the Chemical Society of Japan (CSJ) Award for Creative Work

Current Professional Societies

Japanese Society of Carbohydrate Research
Japan Chemical Society
The Society of Synthetic Organic Chemistry
American Chemical Society

Publication List
Y. Kajihara, Y. Suzuki, N. Yamamoto, K. Sasaki, T. Sakakibara, L. R. Juneja; Prompt chemo-enzymatic synthesis of diverse complex-type oligosaccharides and its application to the solid-phase synthesis of a glycopeptide with Asn-linked sialyl-undeca- and asialo-nona-saccharides. Chem. Eur. J*. (2004), 10(4), 971-985.
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.
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..
R. Okamoto, Y. Kajihara; Uncovering latent ligation site for glycopeptide synthesis. Angew. Chem. Int. Ed.* (2008), 47(29), 5402-5406.
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(22), 2537-2540.
T. Miyazaki, H. Sato, T. Sakakibara, Y. Kajihara; An Approach to 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(24), 5678-5694.
T. Miyazaki, T. Sakakibara, H. Sato, Y. Kajihara; Chemoenzymic Synthesis of the 9-Deoxy-9-fluoro-[3-13C]-NeuAc-a -(2® 6)-[U-13C]-b -Gal Sequence on an Intact Glycoprotein. J. Am. Chem. Soc.* (1999), 121(6), 1411-1412.
Y. Kajihara, T. Ebata, H. Kodama; Synthesis of immobilized CMP-sialic acids and their enzymic transfer with sialyltransferase. Angew. Chem. Int. Ed.* (1998), 37(22), 3166-3169.
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-T_N Antigens. J. Org. Chem.*, (2009), 74 , 2494–2501.
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.
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. 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(24), 8632-8635.
Y. Kajihara, T. Ebata, K. Koseki, H. Kodama, H. Matsushita, H. Hashimoto; Efficient Chemical Synthesis of CMP-Neu5Ac and CMP-(Neu5Aca 2® 8Neu5Ac). J. Org. Chem.* (1995), 60(17), 5732-5735.
Y. Kajihara, N. Yamamoto, R. Okamoto, K. Hirano, T. Murase. Chemical synthesis of homogeneous glycopeptides and glycoproteins. Chemical Record*, 2010, 10, 80-100.
T. Murase, Y. Kajihara, Synthesis of the glycosylated polypeptide chain of an inducible costimulator on T-cells, Carbohydr. Res*. (2010), 345(10), 1324-1330.
K. Hirano, Y. Kajihara, Synthesis of Heavily Glycosylated Peptide α-Thioester, J. Carbohydr.Chem.* (2010), 29(2), 84-91.
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.
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.
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.
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.
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.
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.
Y. Kajihara; Synthesis of diverse asparagine linked oligosaccharides. Journal of Applied Glycoscience* (2005), 52(2), 177-182.
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.
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, 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.
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.
Y. Kajihara, Y. Suzuki, K. Sasaki, L. R. Juneja; Chemoenzymatic synthesis of diverse asparagine-linked oligosaccharides. Methods in Enzymology* (2003), 362(Recognition of Carbohydrates in Biological Systems, Part A), 44-64.
Y. Kajihara, H. Sato; Structural analysis of oligosaccharides by Nuclear Magnetic Resonance method. Trends in Glycoscience and Glycotechnology* (2003), 15(84), 197-220.
H. Sato, Y. Kajihara; 2D selective-TOCSY-DQFCOSY experiment for identification of individual sugar components in oligosaccharides. *J. Carbohydr. Chem*. (2003), 22(5), 339-345.
K. Okazaki, S. Nishigaki, F. Ishizuka, Y. Kajihara, S. Ogawa; Potent and specific sialyltransferase inhibitors: imino-linked 5a'-carbadisaccharides. *Org. Biomol. Chem*. (2003), 1(13), 2229-2230.
Y. Kajihara, T. Kamitani, T. Sakakibara; A new fluorescent assay for sialyltransferase. Carbohydr. Res.* (2001), 331(4), 455-459.
Y. Kajihara, H. Hashimoto, S. Ogawa; Galactosyl Transfer Ability of b-(1,4)-Galactosyltransferase Toward 5a-Carba-sugars. *Carbohydr. Res.* (2000), 323(1-4), 44-48.
S. Akai, T. Nakagawa, Y. Kajihara, K. Sato; Selective protecting method for the individual hydroxyl groups of KDN. *J. Carbohydr. Chem.* (1999), 18(6), 639-654.
Y. Kajihara, S. Akai, T. Nakagawa, R. Sato, T. Ebata, H. Kodama, K. Sato; Enzymatic synthesis of Kdn oligosaccharides by a bacterial a -(2® 6)-sialyltransferase. Carbohydr. Res.* (1999), 315(1-2), 137-141.
Y. Kajihara, S. Akai, T. Nakagawa, R. Sato, T. Ebata, H. Kodama, K. Sato; Enzymatic synthesis of Kdn oligosaccharides by a bacterial a -(2® 6)-sialyltransferase. Carbohydr. Res.* (1999), 315(1-2), 137-141.
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 nonreducing end and evaluation of 6-deoxy-D-galactosyl transfer to glycoprotein using bovine b -(1® 4)-galactosyltransferase and UDP-6-deoxy-D-galactose. *Carbohydr. Res.* (1995), 269(2), 273-94.
Y. Kajihara, K. Koseki, T. Ebata, H. Kodama, H. Matsushita, H. Hashimoto; Synthesis of a novel CMP-Neu5Ac analog: CMP-[a -Neu5Ac-(2® 8)-Neu5Ac]. Carbohydr. Res.* (1994), 264(1), C1-C5.
H. Kodama, Y. Kajihara, T. Endo, H. Hashimoto; Synthesis fo UDP-6-deoxy- and -6-fluoro-D-galactoses and their enzymic glycosyl transfer to mono- and biantennary carbohydrate chains. *Tetrahedron Lett.* (1993), 34(40), 6419-6422.
Y. Kajihara, H. Hashimoto, H. Kodama, T. Wakabayashi, K. Sato; Synthesis of methyl 6'-deoxy- and 6'-thio-lactosaminides and their inhibitory activity toward CMP-NEUNAC:D-galactoside-2(® 6)-a -D-sialyltransferase. *J. Carbohydr. Chem.* (1993), 12(7), 991-995.
Y. Kajihara, H. Kodama, T. Wakabayashi, K. Sato, H. Hashimoto; Characterization of inhibitory activities and binding mode of synthetic 6'-modified methyl N-acetyl-b -lactosaminide toward rat liver CMP-D-Neu5Ac: D-galactoside-(2® 6)-a -D-sialyltransferase. *Carbohydr. Res.* (1993), 247, 179-193.
Y. Kajihara, H. Hashimoto, H. Kodama; Methyl-3-O-(2-acetamido-2-deoxy-6-thio-b -D-glucopyranosyl)-b -D-galactopyranoside: a slow reacting acceptor-analog which inhibits glycosylation by UDP-D-galactose-N-acetyl-D-glucosamine-(1®4)-b -D-galactosyltransferase. *Carbohydr. Res.* (1992), 229(1), C5-C9.
K. Sato, T. Hoshi, Y. Kajihara; An efficient deoxysugar synthesis using tetrabutylammonium tetrahydroborate via an SN2 reduction. *Chem. Lett.* (1992), (8), 1469-1472.
K. Sato, Y. Kajihara, Y. Nakamura, J. Yoshimura; Synthesis of the functionalized cyclohexanecarbaldehyde derivative. A potential key compound for total synthesis of optically active tetrodotoxin. *Chem. Lett.* (1991), (9), 1559-1562.
K. Sato, K. Suzuki, M. Ueda, M. Katayama, Y. Kajihara; A novel reagent for the synthesis of branched-chain functionalized sugars. Dichloromethyllithium. Chem. Lett. (1991), (8), 1469-1472.

Birth Date, Age : January 25th, 1965, 45