Synthesis and binding analysis of unique AG2 pentasaccharide to human Siglec-2 using NMR techniques |
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| Authors: | Shinya Hanashima Ken-ichi Sato Yuko Naito Hiromu Takematsu Yasunori Kozutsumi Yukishige Ito Yoshiki Yamaguchi |
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| Institution: | 1. Structural Glycobiology Team, RIKEN Advanced Science Institute, Hirosawa 2-1, Wako-shi, Saitama 351-0198, Japan;2. Material and Life Chemistry, Faculty of Engineering, Kanagawa University, Rokkakubashi 3-27-1, Yokohama 221-8686, Japan;3. Kyoto University Graduate School of Biostudies, Laboratory of Membrane Biochemistry and Biophysics, 46-29 Yoshida-shimoadachi, Sakyo, Kyoto 606-8501, Japan;4. Synthetic Cellular Chemistry, RIKEN Advanced Science Institute, Hirosawa 2-1, Wako-shi, Saitama 351-0198, Japan;5. ERATO Ito Glycotrilogy Project, JST, Hirosawa 2-1, Wako-shi, Saitama 351-0198, Japan |
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| Abstract: | Siglec-2 is a mammalian sialic acid binding protein expressed on B-cell surfaces and is involved in the modulation of B-cell mediated immune response. We synthesized a unique starfish ganglioside, AG2 pentasaccharide Galfβ(1–3)Galpα(1–4)Neu5Acα(2–3)Galpβ(1–4)Glcp, and found that the synthetic pentasaccharide binds to human Siglec-2 by performing 1H NMR experiments. Saturation transfer difference NMR experiments indicated that the C7–C9 side-chain and the acetamide moiety of the central sialic acid residue were located in the binding face of human Siglec-2. We determined the binding epitope of AG2 pentasaccharide to human Siglec-2, as the Galpα(1–4)Neu5Acα(2–3)Galp unit. |
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