北海道大学 大学院先端生命科学研究院附属施設

次世代物質生命科学研究センター

発表論文

1. Hara-Yokoyama M., Terasawa K., Ichinose S., Watanabe A., Podyma-Inoue KA., Akiyoshi K., Igarashi Y., Yanagishita M.
   Sphingosine kinase 2 inhibitor SG-12 induces apoptosis via phosphorylation by sphingosine kinase 2.
   Bioorganic & Medicinal Chemistry Letter., 23(7), 2220-2224 (2013)
2. Murakami I., Mitsutake S., Kobayashi N., Matsuda J., Suzuki A., Shigyo T., Igarashi Y.
   Oral administration of phytosphingosine improves high-fat diet-induced glucose intolerance.
   Bioscience, Biotechnology, and Biochemistry., 77(1), 194-197 (2013)
3. Taniguchi M., Kitatani K., Kondo T., Nishimura M.H., Asano S., Hayashi A., Mitsutake S., Igarashi Y., Umehara H., Hiroyuki T., Kigawa J., Okazaki T.
   Regulation of autophagy and its associated cell death by sphingolipid rheostat: reciprocal role of ceramide and sphingosine-1-phosphate in the mTOR pathway.
   Journal of Biological Chemistry., 287(47), 39898-39910 (2012)
4. Zama K., Mitsutake S., Watanabe K., Okazaki T., Igarashi Y.
   A sensitive cell-based method to screen for selective inhibitors of SMS1 or SMS2 using HPLC and a fluorescent substrate.
   Chemistry and Physics of Lipids., 165(7), 760-768 (2012)
5. Shirakura Y., Kikuchi K., Matsumura K., Mukai K., Mitsutake S., Igarashi Y.
   4,8-Sphingadienine and 4-hydroxy-8-sphingenine activate ceramide production in the skin.
   Lipids in Health and Disease., 11(1), 108 (2012)
6. Asano S., Kitatani K., Taniguchi M., Hashimoto M.,Zama K., Mitsutake S., Igarashi Y., Takeya M., Hayash A., Umehara H., Okazaki T.
   Regulation of Cell Migration by Sphingomyelin Synthases: Sphingomyelin in Lipid Rafts Decreases Responsiveness to Signaling by the CXCL12/CXCR4 Pathway.
   Molecular and Cell Biology., 32(16), 3242-3252 (2012)
7. Mitsutake S., Date T., Yokota H., Sugiura M., Kohama T., Igarashi Y.
   Ceramide kinase deficiency improves diet-induced obesity and insulin resistance.
   FEBS Letters., 586(9), 1300-1305 (2012)
8. Matsushita T., Ohyabu N., Fujitani N., Naruchi K., Shimizu H., Hinou H., Nishimura S-I.
   Site-specific conformational alteration induced by sialylation of MUC1 tandem repeating glycopeptides at an epitope region for anti-KL-6 monoclonal antibody
   Biochemistry , 52, 402-414 (2013)
9. Okamatsu M., Feng F., Ohyanagi T., Nagahori N., Someya K., Sakoda Y., Miura N., Nishimura S-I., Kida H.
   Fluorescence polarization-based assay using N-glycan-conjugated quantum dots for screening in hemagglutinin blockers for influenza A viruses
   J. Virol. Methods ,187, 390-394 (2013)
10. Kai H, Hinou H, Naruchi K., Matsushita T., Nishimura S-I.
    Macrocyclic Mechanism-based Inhibitor for Neuraminidases
    Chem. Eur. J. ,19, 1364-1372 (2013)
11. Furukawa T., Arai M., Garcia-Martin F., Amano M., Hinou H., Nishimura S-I.
    Glycoblotting-based high throughput protocol for the structural characterization of hyaluronan degradation products during enzymatic fragmentation
    Glycoconjugate J. ,30 ,171-182 (2013)
12. Nagahori N., Yamashita T., Amano M., Nishimura S-I.
    Effect of ganglioside GM3 synthase gene knockout on the glycoprotein N-glycan profile of mouse embryonic fibroblast
    ChemBioChem ,14, 73-82 (2013)
13. Kimura K., Tanaka I., Nishimura S-I., Miyoshi R., Miyoshi T., Watanabe Y.
    Further examination of polysaccharides causing membrane fouling in membrane bioreactors (MBRs): Application of lectin affinity chromatography and MALDI-TOF/MS
    Water Res. ,46, 5725-5734 (2012)
14. Manri N., Takegawa Y., Fujitani N., Kaneko A., Hirabayashi A., Nishimura S-I., Sakamoto T.
    Determination of O-Glycosylation Heterogeneity Using a Mass-Spectrometric Method Retaining Sugar Modifications
    Anal. Sci. ,28, 723-727 (2012)
15. Amano M., Eriksson H, Manning J.C., Detjen K. M., André S., Nishimura S-I, Lehtiö J., and Gabius H.-J.
    Tumor suppressor p16INK4a: anoikis-favoring decrease in N/O-glycan/cell surface sialylation by downregulation of enzymes in sialic acid biosynthesis in tandem in a pancreatic carcinoma model
    FEBS J. ,279, 4062-4080 (2012)
16. Mizumoto S, Takahashi J, Sugahara, K.
    Receptor for Advanced Glycation End Products (RAGE) Functions as a Receptor for Specific Sulfated Glycosaminoglycans, and Anti-RAGE Antibody or The Sulfated Glycosaminoglycans Delivered in vivo Inhibit Pulmonary Metastasis of Tumor Cells
    J. Biol.Chem., 287, 18985-18994 (2012)
17. Kobayashi F, Yamada S, Taguwa S, Naito S, Tani H, Matsuura Y, Sugahara K.
    Specific interaction of the envelope glycoproteins E1 and E2 with liver heparan sulfate involved in the tissue tropismatic infection by hepatitis C virus.
    Glycoconjugate J., 29, 211-220 (2012)
18. Basappa, Sugahara K, Thimmaiah KN, Bid HK, Houghton PJ, Rangappa KS.
    Anti-tumor activity of a Novel HS-Mimetic-Vascular Endothelial Growth Factor Binding Small Molecule.
    PLoS ONE, 7, e39444 (2012)
19. Nakajima T, Sato H, Zhao Y, Kawahara S, Kurokawa T, Sughara K, Gong JP.
    A universal molecular stent method to toughen any hydrogels based on double network concept.
    Advanced Functional Materials, 22, 4426-4432 (2012)
20. Sadashiva MP, Basappa, Nanjundaswamy S, Li F, Manu KA, Sengottuvelan M, Prasanna DS, Anilkumar NC, Sethi G, Sugahara K, Rangappa KS.
    Anti-cancer activity of novel dibenzo[b,f]azepine tethered isoxazoline derivatives.
    BMC Chem. Biol., 12, 5 (2012)
21. Kaneiwa T, Miyazaki A, Kogawa R, Mizumoto S, Sugahara K, Yamada S.
    Identification of amino acid residues required for the substrate specificity of human and mouse chondroitin sulfate hydrolase (conventional hyaluronidase-4) .
    J. Biol. Chem., 287, 42119-42128 (2012)
22. Honda T, Kaneiwa T, Mizumoto S, Sugahara K, Yamada S.
    Hyaluronidases have strong hydrolytic activity toward chondroitin 4-sulfate comparable with that toward hyaluronan.
    Biomolecules, 2, 549-563 (2012)
23. Mizumoto S, Murakoshi S, Kalayanamitra K, Deepa SS, Fukui S, Kongtawelert P, Yamada S, Sugahara K.
    Highly sulfated hexasaccharide sequences isolated from chondroitin sulfate of shark fin cartilage: Insights into the sugar sequences with bioctivities.
    Glycobiology, 23, 155-168 (2013)
24. Mizumoto S, Fongmoon D, Sugahara K.
    Interaction of chondroitin sulfate and dermatan sulfate from various biological sources with heparin-binding growth factors and cytokines.
    Glycoconjugate J., in press (2013)
25. Mizumoto S, Watanabe M, Yamada S, Sugahara K.
    Expression of N-acetylgalactosamine 4-sulfate 6-O-sulfotransferase involved in chondroitin sulfate synthesis is responsible for pulmonary metastasis.
    BioMed Res. Int., 2013, 656319 (2013)
26. Takada W, Fukushima M, Pothacharoen P, Kongtawelert P, Sugahara K.
    A sulfated glycosaminoglycan array for molecular interactions between glycosaminoglycans and growth factors or anti-glycosaminoglycan antibodies.
    Anal. Biochem., 435, 123-130 (2013)
27. Yamada S, Matsushima K, Ura H, Miyamoto N, Sugahara K.
    Mass preparation of oligosaccharides by hydrolysis of chondroitin sulfate polysaccharides with subcritical water microreaction system.
    Carbohydrate Res., 371, 16-21 (2013)
28. Nadanaka S, Zhou S, Kagiyama S, Shoji N, Sugahara K, Sugihara K, Asano M, Kitagawa H.
    EXTL2, a member of EXT family of tumor suppressors, controls glycosaminoglycan biosynthesis in a xylose kinase-dependent manner.
    J. Biol. Chem, 288, 9321-9333 (2013)
29. Asai T., Morita S. Shirata N., Taniguchi T., Monde K. Sakurai H., Ozeki T. Oshima Y.
    Structural Diversity of New C13-Polyketides Produced by Chaetomium mollipilium Cultivated in the Presence of a NAD+-Dependent Histone Deacetylase Inhibitor
    Org. Lett. 14, 5456-5459 (2012)
30. Taniguchi T., Monde K.
    The Exciton Chirality Method in Vibrational Circular Dichroism
    J. Am. Chem. Soc., 134, 3695–3698 (2012)
31. Asai T., Luo D., Obara Y., Taniguchi T., Monde K., Yamashita K., Oshima Y.
    Dihydrobenzofurans as cannabinoid receptor ligands from Cordyceps annullata, an entomopathogenic fungus cultivated in the presence of an HDAC inhibitor.
    Tetrahedron Lett., 53, 2239-2243 (2012)
32. Shibata T., Miyoshi M., Uchiyama T., Endo K., Miura N., Monde K.
    Enantioselective synthesis of tripodal cyclophanes and pyridinophanes by intramolecular [2+2+2] cycloaddition
    Tetrahedron, 68, 2679–2686 (2012)
33. Izumi R., Matsushita T., Fujitani N., Naruchi K., Shimizu H., Tsuda S., Hinou H., Nishimura S.-I.
    Microwave-assisted solid-phase synthesis of antifreeze glycopeptides
    Chem. Euro. J., 19, 3913-3920 (2013)
34. Matsushita T., Handa S., Naruchi K., Garcia-Martin F., Hinou H., Nishimura S.-I.
    A novel approach for the parallel synthesis of glycopeptides by combining solid-phase peptide synthesis and dendrimer-supported enzymatic modifications
    Polymer Journal, in press.
35. Furukawa T., Hinou H, Nishimura S.-I.
    Strict Stereocontrol by 2,4-O-Di-tert-butylsilylene Group on β-Glucuronylations
    Org. Lett. 14, 2102-2105 (2012)
36. Kai H, Hinou H, Nishimura S.-I.
    Aglycone-focused randomization of 2-difluoromethylphenylsialoside-type suicide substrates for neuraminidases
    Bioorgan. Med. Chem. 20, 2739-2746 (2012)
37. Hoshi H., Shimawaki K., Takegawa Y., Ohyanagi T., Amano M., Hinou H., Nishimura S.-I.
    Molecular shuttle between extracellular and cytoplasmic space allows for monitoring of GAG biosynthesis in human articular chondrocytes
    Biochim. Biophys. Acta 1820, 1391-1398 (2012)
38. Garcia-Martin F., Hinou H., Matsushita T., Hayakawa S., Nishimura S.-I.
    An efficient protocol for the solid-phase synthesis of glycopeptides under microwave irradiation
    Org. Biomol. Chem. 10, 1612-1617 (2012)
39. Nouso, K., Amano, M., Ito, Y.M., Miyahara, K., Morimoto, Y., Kato, H., Tsutsumi, K., Tomoda, T., Yamamoto, N., Nakamura, S., Kobayashi, S.,Kuwaki, K., Hagihara, H., Onishi, H., Miyake, Y., Ikeda, F., Shiraha, H., Takaki A., Nakahara, T., Miura, N., Furukawa, J.-i., Kurogochi, M., Nishimura, S.-I., Yamamoto, K.
    Clinical utility of high-throughput glycome analysis in patients with pancreatic cancer.
    J. Gastroenterol., in press

著書・総説・解説等

1. 光武進、五十嵐靖之
   食品成分スフィンゴ脂質による皮膚機能改善効果
   アレルギーの臨床2月号 33巻（2）　(pp71-75.)　(2013)
2. Mitsutake S., Igarashi Y.
   Sphingolipids in lipid microdomain and obesity.
   Vitamin and Hormones., Vol.91:Obesity, 271-294(2013)
3. 光武進、五十嵐靖之
   ビール酵母に含まれるファイトセラミドの消化吸収と新たに見いだされた生理活性
   アレルギーの臨床8月号臨時増刊号　32巻（9）　(pp77-81.)　(2012)
4. 西村紳一郎
   糖ペプチドの分子設計と医薬品開発
   ペプチド医薬の最前線（シーエムシー出版）,pp25-35 (2012)
5. Mizumoto S, Sugahara K.
   Bone and skin disorders caused by a disturbance in the bioynthesis of chondroitin sulfate and dermatan sulfate.
   Extracellular matrix: Pathobiology and signaling (N. Karamanos ed.), pp 97-118 (2012)
6. Sugahara K, Mizumoto S.
   ISCSM2011 Chondroitin sulfate E-type structure at tumor cell surface is involved in experimental metastasis.
   Advances in Experimental Medicine and Biology “Biochemical Roles of Eukaryotic Cell Surface Macromolecules”, (P. R. Sudhakaran and A. Surolia, eds), Vol. 749, 33-45 (2012)
7. Purushothaman A, Sugahara K, Faissner A.
   Chondroitin sulfate “wobble motifs” modulate the maintenance and differentiation of neural stem cells and their progeny.
   J. Biol. Chem., 287, 2935-2942 (2012)
8. Mizumoto S, Sugahara K.
   Glycosaminoglycans are functional ligands for Receptor for Advanced Glycation End-products (RAGE) in tumors.
   FEBS J., in press (2013)
9. Mizumoto S.
   Reduction of chondroitin 4-O-sulfotransferase-1 expression causes Costello syndrome.
   Trends in Glycoscience and Glycotechnology, 25, 87-89 (2013)
10. Mizumoto S, Ikegawa S, Sugahara K.
    Human genetic disorders caused by mutations in the genes encoding biosynthetic enzymes for sulfated glycosaminoglycans.
    J. Biol. Chem., in press (2013)
11. 門出健次
    赤外円二色性スペクトル法における新展開
    高分子, Vol.60, 779-780(2012)
12. Taniguchi T., Monde K.
    Optical Rotation, Electronic Circular Dichroism and Vibrational Circular Dichroism of Carbohydrates and Glycoconjugates.
    Comprehensive Chiroptical Spectroscopy, Vol. 2, 795-818 (2012)
13. Taniguchi T., Usuki T.
    Circular Dichroism Spectroscopy
    Supramolecular Chemistry: from Molecules to Nanomaterials, Vol. 2, 393-410 (2012)

国際学会

（招待講演）

1. April, 2012
   Lucca, Italy
   Gordon Research Conference Glycolipid and Sphingolipid Biology
   SMS2 is implicated as a novel regulator of lipid microdomain structure and function
   Mitsutake S., Zama K., Yoshida T., Takemoto H., Okazaki T & Igarashi Y.
2. July 2012
   San Sebastian, Spain
   Increasing the Impact of Glycoscience through New Tools and Technologies
   Toward Fully Automated Glycomics by Glycoblotting Method
   Nishimura S-I.
3. July 2012
   Madrid, Spain
   26th International Carbohydrate Symposium (ICS2012)
   Glycomics and Drug Discovery
   Nishimura S-I.
4. July, 2012
   Andover, USA
   The 15th Gordon Research Conference on Proteoglycans
   Characterization of a receptor for glycosaminoglycans that mediate experimental lung metastasis.
   Sugahara K.
5. July, 2012
   Andover, USA
   Eisai Research Institute of Boston
   Mechanisms of carbohydrate-mediated cell-cell interaction in cancer metastasis.
   Sugahara K.
6. September, 2012
   VigoniVilla, Italy
   The 20th Symposium on glycosaminoglycans
   GAG signals involved in pulmonary metastasis of tumor cells
   Sugahara K.
7. September, 2012
   Varese, Italy
   The Insubria Medical Institute, University of Insubria
   Sugar signals of proteoglycans in neurobiology and tumor biology.
   Sugahara K.

（口頭発表）

1. July 2012
   Madrid, Spain
   26th International Carbohydrate Symposium (ICS2012)
   High Affinity Epitopes of Anti-Mucin 1 Antibody Developed by the Synergy of Combinatoeial Chemistry and Microarray
   Garcia-Martin Fayna, Matsushita T., Hinou H., Nishimura S-I.
2. July 19th, 2012
   San Sebastian, Spain.
   International Glycomics Symposium –Increasing the Impact of Glycoscience through New Tools and Technologies-
   olid-Phase Synthesis and Structural Study of Glycopeptide Containing C-Mannosyltriptophan in Human Erythropoietin Receptor
   Hiroshi Hinou, Yuya abe, and Shin-Ichiro Nishimura
3. June, 2012
   Fort Worth, USA
   24th International Conference on Chirality
   The VCD Exciton Chirality Method
   Taniguchi T., Manai D., Monde K.

国内招待

1. 2012年7月
   大阪府
   第87回ニューフロンティア材料部会例会
   スフィンゴ脂質研究の応用展開
   五十嵐　靖之
2. 2012年8月
   東京都
   第15回Vitamin E Update Forum
   スフィンゴ脂質の多様な機能、疾患との関連、およびその医療分野への応用
   五十嵐　靖之
3. 2012年12月
   金沢市
   金沢医科大学「脂質ワールド」シンポジウム
   北大におけるスフィンゴ脂質プロジェクトを振り返って
   五十嵐靖之
4. 2012年6月
   神戸市
   第16回腸内細菌学会
   グライコブロッティング法と糖鎖ナノテクノロジー
   西村　紳一郎
5. 2012年9月
   千葉市（幕張）
   JAS IS2012 （旧 分析展/科学機器展）
   全自動糖鎖解析システムの開発と臨床応用
   西村　紳一郎
6. 2012年11月
   札幌市
   農林水産省委託プロジェクト研究「農林水産物・食品の機能性等を解析・評価するための基盤技術の開発」 第2回 医と食の市民公開講座
   生活習慣病・病気と糖鎖の関係
   西村　紳一郎
7. 2012年7月
   札幌市
   第16回未来創薬・医療イノベーションセミナー
   糖鎖生物学による癌の肺転移の分子メカニズムの解明　–抗癌剤開発に向けての洞察–
   菅原一幸
8. 2012年11月
   宮城県仙台市
   フルオラス科学研究会第5回シンポジウム
   赤外円二色性スペクトルによるフッ素系キラル化合物の迅速立体構造解析
   門出　健次
9. 2012年12月
   徳島市
   文部科学省戦略研究基盤形成事業「有機合成と天然物化学の手法による医薬品素材の開発」
   第9回研究発表会
   赤外円二色性スペクトルによる立体化学解析の新展開
   門出　健次
10. 2013年3月
    東京都
    第4回キラルサイエンス＆テクノロジーシンポジム
    赤外円二色性スペクトルによるキラル解析の新展開
    門出　健次
11. 2012年9月5日
    札幌市
    日本化学会生体機能関連化学部会
    第27回若手フォーラム
    糖誘導体・糖ペプチドの環化と機能制御
    比能　洋
12. 2012年12月
    和光市
    理研シンポジウム「第13回分析・解析技術と化学の最先端」
    VCD（赤外円二色性）による立体化学・立体配座決定の最先端
    谷口　透
13. 2013年3月
    草津市
    日本化学会第93春季年会「若い世代の特別講演会」
    赤外円二色性による天然物をはじめとする各種キラル分子の立体化学簡便解析
    谷口　透

特許

1. 2012/6/22（特許第5019768号）
   新規低分子化合物およびその製造方法
   発明者：菅原　一幸、カンチュガラコッパル・エス・ランガッパ、バサッパ
2. 2013/2/5（特許第5197922号）
   糖鎖マーカー認識プローブ、それを用いた神経突起伸長阻害剤、ニューロン染色剤、腫瘍細胞染色剤、免疫組織染色剤、薬学的組成物および医薬
   発明者：菅原一幸,Toin van Kuppevelt, Gerdy ten Dam
3. 2013/2/15（特許第5198538号）
   硫酸化多糖または硫酸化オリゴ糖の分析方法、硫酸化多糖または硫酸化オリゴ糖を含む薬学的組成物および医薬の製造方法
   発明者：菅原一幸
4. 2012/03/09（登録日）（特許第4942014号）
   Ｏ- 結合型糖アミノ酸
   発明者：西村紳一郎、比能 洋