title: Synthesis of a chondroitin sulfate disaccharide library and a GAG-binding protein interaction analysis.
abstract: Chondroitin sulfate (CS), which belongs to the glycosaminoglycan (GAG) superfamily, is a linear sulfated polysaccharide involved in various biological processes. CS structure is very heterogeneous and contains various sulfation patterns owing to the multiple and random enzymatic modifications that occur during its biosynthesis. The resultant microdomain structure in the CS chain interacts with specific biomolecules to regulate biological functions. Therefore, an analysis of the structure-activity relationship of CS at the molecular level is necessary to clarify their biofunctions. In this study, we designed the common intermediate possessing an orthogonally removable protective group and systematically synthesized all 16 types of CS disaccharide structure generated by sulfation. In addition, we demonstrated the on-time analysis of the binding properties of GAG-binding proteins using 'Sugar Chip' immobilized CS disaccharide structures by surface plasmon resonance (SPR) imaging, indicating that our chip technology is effective for the evaluation of binding properties.
authors.affiliation: Department of Chemistry, Biotechnology, and Chemical Engineering, Graduate School of Science and Engineering, Kagoshima University, 1-21-40 Korimoto, Kagoshima 890-0065, Japan. Electronic address: wakao@eng.kagoshima-u.ac.jp.
authors.forename: Masahiro
authors.initials: M
authors.lastname: Wakao
authors.affiliation: Department of Chemistry, Biotechnology, and Chemical Engineering, Graduate School of Science and Engineering, Kagoshima University, 1-21-40 Korimoto, Kagoshima 890-0065, Japan.
authors.forename: Rumi
authors.initials: R
authors.lastname: Obata
authors.affiliation: Department of Chemistry, Biotechnology, and Chemical Engineering, Graduate School of Science and Engineering, Kagoshima University, 1-21-40 Korimoto, Kagoshima 890-0065, Japan.
authors.forename: Kento
authors.initials: K
authors.lastname: Miyachi
authors.affiliation: Department of Chemistry, Biotechnology, and Chemical Engineering, Graduate School of Science and Engineering, Kagoshima University, 1-21-40 Korimoto, Kagoshima 890-0065, Japan.
authors.forename: Yuhei
authors.initials: Y
authors.lastname: Kaitsubata
authors.affiliation: Department of Chemistry, Biotechnology, and Chemical Engineering, Graduate School of Science and Engineering, Kagoshima University, 1-21-40 Korimoto, Kagoshima 890-0065, Japan.
authors.forename: Takao
authors.initials: T
authors.lastname: Kondo
authors.affiliation: Department of Chemistry, Biotechnology, and Chemical Engineering, Graduate School of Science and Engineering, Kagoshima University, 1-21-40 Korimoto, Kagoshima 890-0065, Japan.
authors.forename: Chiho
authors.initials: C
authors.lastname: Sakami
authors.affiliation: Department of Chemistry, Biotechnology, and Chemical Engineering, Graduate School of Science and Engineering, Kagoshima University, 1-21-40 Korimoto, Kagoshima 890-0065, Japan; SUDx-Biotec Corporation, 1-41-1 Shiroyama, Kagoshima 890-0013, Japan. Electronic address: ysuda@eng.kagoshima-u.ac.jp.
authors.forename: Yasuo
authors.initials: Y
authors.lastname: Suda
mesh_terms: D002236:Carbohydrate Conformation; D002809:Chondroitin Sulfates / Q000138:chemical synthesis / Q000737:chemistry*; D004305:Dose-Response Relationship, Drug; D006025:Glycosaminoglycans / Q000737:chemistry*; D007700:Kinetics; D011506:Proteins / Q000737:chemistry*; D054852:Small Molecule Libraries / Q000138:chemical synthesis / Q000737:chemistry*; D013329:Structure-Activity Relationship; D020349:Surface Plasmon Resonance
chemical_list: D006025:Glycosaminoglycans; D011506:Proteins; D054852:Small Molecule Libraries; D002809:Chondroitin Sulfates
keywords: Chondroitin sulfate; Glycosaminoglycan; Library; Sugar Chip; Synthesis