梶原 康宏 (KAJIHARA Yasuhiro)
糖タンパク質合成化学グループ グループリーダー
- 所属 国立大学法人 大阪大学大学院理学研究科 化学専攻 教授
- 住所 〒560-0043 大阪府豊中市待兼山町1−1
- 電話 06-6850-5380
- FAX 06-6850-5382
- e-mail kajihara_at_chem.sci.osaka-u.ac.jp (_at_ を@に変換)
〔学歴〕
- 1988年3月
- 神奈川大学工学部応用化学科 卒業
- 1990年3月
- 神奈川大学大学院工学研究科応用化学専攻修了
- 1993年3月
- 東京工業大学大学院総合理工学研究科
博士後期課程生命化学専攻修了
- 博士:博士(理学)(東京工業大学 1993年3月取得)
〔職歴〕
- 1993年4月~95年5月
- 日本たばこ産業株式会社生命科学研究所博士研究員
- 1995年6月
- 横浜市立大学理学部助手
- 2001年4月
- 横浜市立大学大学院総合理学研究科(理学部兼任)助教授
- 2007年4月
- 公立大学法人横浜市立大学大学院国際総合科学研究科 教授
- 2009年4月
- 大阪大学大学院理学研究科 化学専攻 教授
2000年 東京糖鎖研究会奨励賞
2002年 日本糖質学会奨励賞
2014年 日本化学会学術賞
日本化学会、日本糖質化学会、アメリカ化学会、有機合成化学協会
主要論文 |
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. 糖鎖を鶏卵から単離し24種類の糖鎖の大量調製と、その糖鎖をもちいた糖ペプチド合成に成功した。 |
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. 世界ではじめてヒト型の完全型糖鎖をもつ高純度の糖タンパク質を合成した。共同研究者のDawson博士は、梶原の学生である山本直樹(筆頭著者)にペプチド連結法を指導してくれた。梶原と山本でこの仕事を完成させた。 |
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. 細胞増殖活性をもつ生理活性糖タンパク質エリスロポエチンの精密合成に成功した。 |
R. Okamoto, Y. Kajihara*; Uncovering latent ligation
site for glycopeptide synthesis. Angew. Chem. Int. Ed. (2008), 47(29), 5402-5406. 糖タンパク質合成に有用な糖ペプチド同士の新規連結法を見出した。 |
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. 不安定なヒト型糖鎖をもつ糖ペプチドの固相合成に成功した。この成果が、糖タンパク質合成の基本技術となる。 |
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. 糖タンパク質上の糖鎖の3次元構造解析に成功した。 |
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. フッ素原子を利用して糖タンパク質上の糖鎖の3次元構造解析に成功した。 |
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. 糖タンパク質上の糖鎖に糖鎖付加をさせる方法を検討した。 |
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. 酸に弱い糖鎖をもつ糖ペプチド同士の連結反応を研究した。 |
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. 新規シアリル化反応(シアル酸という糖の連結反応)の開発とそのシアリル糖鎖をもつ糖ペプチド合成。 |
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. 鶏卵から単離した糖鎖を用いる高分子量糖ペプチドの合成研究 |
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. ヒト複合型糖鎖の末端に常に結合しているシアル酸という糖鎖の酵素法による新規合成法 |
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. ヒト複合型糖鎖の末端に常に結合しているシアル酸誘導体を糖鎖に酵素的に結合させるための試み |
Y. Kajihara*, N. Yamamoto, R. Okamoto, K. Hirano, T. Murase.
Chemical synthesis of homogeneous glycopeptides and glycoproteins. Chemical
Record, 2010, 10, 80-100.
鶏卵からの糖鎖の単離、誘導化、糖ペプチド合成、糖タンパク質合成をまとめた梶原の総説 |
T. Murase, Y. Kajihara*, Synthesis of the glycosylated polypeptide chain
of an inducible costimulator on T-cells, Carbohydr. Res. (2010), 345(10),
1324-1330. T細胞上に存在し免疫活性を制御する重要な糖タンパク質誘導体の化学合成 |
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.
糖鎖構造を容易に可変しながら合成する糖ペプチド合成法の確立 |
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. 糖ペプチドを連結する際に必須となるペプチドのC末端のチオエステル化法の開発 |
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. 主要論文と同様に鶏卵から単離した糖鎖を酵素法と化学法で糖鎖構造を改変した。 主要論文1と合わせて35種類の糖鎖の調製に成功した。 |
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. |
- 趣味:テニス、釣り
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