Synthesis of complex-type glycan containing LacdiNAc structure and its application to the glycoprotein synthesis
| Project/Area Number |
23380065
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| Research Category |
Grant-in-Aid for Scientific Research (B)
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| Allocation Type | Single-year Grants |
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| Section | 一般 |
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| Research Field |
Bioproduction chemistry/Bioorganic chemistry
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| Research Institution | Osaka University (2013)
Tokai University (2011-2012) |
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Principal Investigator |
HOJO Hironobu 大阪大学, たんぱく質研究所, 教授 (00209214)
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| Co-Investigator(Renkei-kenkyūsha) |
KATAYAMA Hidekazu 東海大学, 工学部, 講師 (30580857)
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| Project Period (FY) |
2011-04-01 – 2014-03-31
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| Project Status |
Completed (Fiscal Year 2013)
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| Budget Amount *help |
¥11,310,000 (Direct Cost: ¥8,700,000、Indirect Cost: ¥2,610,000)
Fiscal Year 2013: ¥3,640,000 (Direct Cost: ¥2,800,000、Indirect Cost: ¥840,000)
Fiscal Year 2012: ¥3,640,000 (Direct Cost: ¥2,800,000、Indirect Cost: ¥840,000)
Fiscal Year 2011: ¥4,030,000 (Direct Cost: ¥3,100,000、Indirect Cost: ¥930,000)
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| Keywords | 糖タンパク質 / グライコデリン / 糖ペプチドチオエステル / セグメント縮合法 / LacdiNAc / glycodelin / ペプチドチオエステル / 化学合成 |
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| Research Abstract |
Glycodelin A (GdA), a glycoprotein of 162 amino acid residues, has unusual carbohydrate structures composed of GalNAc-GlcNAc (LacdiNAc), and is engaged in important biological processes, such as fertilization. To promote the functional analysis of GdA as well as LacdiNAc-containing glycan, an access to GdA having homogeneous glycan is required. In this research, the efficient synthetic route of GdA having homogeneous glycan was examined. The synthesis of LacdiNAc-containing carbohydrate was realized by our benzyl-protection strategy. The polypeptide composed of the entire GdA sequence carrying GlcNAcs was then assembled by the native chemical ligation method combined with our N-alklycysteine-assisted thioesterification method. After folding, GdA having GlcNAcs was reacted with LacdiNAc sugar by glycosynthase to derivatize into GdA having LacdiNAc sugar.
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Report
(4 results)
Research Products
(73 results)
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[Journal Article]2013
Author(s)
Y Asahina, S. Kamitori, T. Takao, N. Nishi, H. Hojo
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Journal Title
Angew. Chem. Int. Ed
Volume: 52
Pages: 9733-9737
Related Report
Peer Reviewed
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[Journal Article]2013
Author(s)
H. Katayama and H. Hojo
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Journal Title
Org. Biomol. Chem
Volume: 11
Pages: 4405-4413
Related Report
Peer Reviewed
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[Journal Article]2012
Author(s)
H. Katayama, K. Nozawa, O. Nureki, Y. Nakahara, H. Hojo
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Journal Title
Biosci. Biotechnol. Biochem
Volume: 76
Pages: 205-208
Related Report
Peer Reviewed
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[Journal Article] Synthesis of Biantennary Complex-Type Nonasaccharyl Asn Building Blocks for Solid-Phase Glycopeptide Synthesis2011
Author(s)
Hagiwara, M., Dohi, M., Nakahara, Y., Komatsu, K., Asahina, Y., Ueki, A., Hojo, H., Nakahara, Y., Ito, Y.
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Journal Title
J.Org.Chem.
Volume: 76
Issue: 13
Pages: 5229-5239
DOI
Related Report
Peer Reviewed
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[Journal Article] Efficient preparation of Fmoc-aminoacyl-N-ethylcysteine unit, a key device for the synthesis of peptide thioesters2011
Author(s)
Hojo, H., Kobayashi, H., Ubagai, R., Asahina, Y., Nakahara, Y., Katayama, H., Ito, Y., Nakahara, Y.
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Journal Title
Org.Biomol.Chem.
Volume: 9
Pages: 6807-6813
Related Report
Peer Reviewed
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[Presentation] Chemoenzymatic synthesis of glycoprotein2013
Author(s)
Asahina, Y., Kamitori, S., Takao, T., Nishi, N., Suzuki, A., Katayama, H., Nakahara, Y., Hojo, H
Organizer
4th Asia-Pacific International Peptide Symposium
Place of Presentation
Osaka
Year and Date
2013-11-07
Related Report
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[Presentation] Facile synthesis of gelatinase biosynthesisactivating pheromone (GBAP), a bacterical peptide lactone2013
Author(s)
Katayama, H., Nagata, K., Tanokura, M., Nakayama, J., Sonomoto, K., Hojo, H
Organizer
4th Asia-Pacific International Peptide Symposium
Place of Presentation
Osaka
Year and Date
2013-11-06
Related Report
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[Presentation] Chemoenzymatic synthesis of saposin C carrying complex-type carbohydrate2012
Author(s)
Asahina, Y., Tanaka, H., Hagiwara, M., Ueki, A., Katayama, H., Nakahara, Y., Yoneshige, A., Matsuda, J., Nakahara, Y., Hojo, H
Organizer
The 26th International Carbohydrate Symposium (ICS2012)
Place of Presentation
Madrid
Year and Date
2012-07-23
Related Report
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[Presentation] Chemoenzymatic synthesis of lipid-binding protein, saposin C2011
Author(s)
Hojo, H., Tanaka, H., Asahina, Y., Tano, C., Katayama, H., Nakahara, Y., Nakahara, Y., Yoneshige, A., Matsuda, J
Organizer
48th Japanese Peptide Symposium
Place of Presentation
札幌
Year and Date
2011-09-28
Related Report
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[Presentation] Chemoenzymatic synthesis of lipid-binding protein, saposin C2011
Author(s)
Hojo, H., Tanaka, H., Asahina, Y., Tano, C, Katayama, H., Nakahara, Y., Nakahara, Y., Yoneshige, A., Matsuda J.
Organizer
48^<th> Japanese Peptide Symposium
Place of Presentation
札幌、札幌コンベンションセンター
Year and Date
2011-09-28
Related Report
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[Presentation] Efficient synthesis of Fmoc-aminoacyl-N-ethylcysteine, a key device for peptide thioester preparation2011
Author(s)
Asahina, Y., Kobayashi, H., Ubagai, R., Katayama, H., Nakahara, Y., Ito, Y., Nakahara, Y., Hojo, H
Organizer
48th Japanese Peptide Symposium
Place of Presentation
札幌
Year and Date
2011-09-27
Related Report
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[Presentation] The effects of chemically synthesized saposin C on glucosylceramide-β-glucosidase
Author(s)
Yoneshige, A., Mutou, M., Watanabe, T., Tano, C., Hojo, H., Matsuda, J
Organizer
The 26th International Carbohydrate Symposium (ICS2012)
Place of Presentation
Madrid
Related Report
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