Synthesis of carbosilane dendrimers having peripheral mannose and mannobiose |
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Authors: | Tomonori Mori Ken Hatano Yasuaki Esumi Daiyo Terunuma |
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Institution: | a Department of Functional Materials Science, Saitama University, Shimo-ohkubo, Sakura-ku, Saitama 338-8570, Japan b Japan Association for the Advancement of Medical Equipment, 3-42-6 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan c The Institute of Physical and Chemical Research (RIKEN), 2-1 Hirosawa, Wako-shi, Saitama 351-0198, Japan d Department of Chemistry, Duke University, B120 LSRC, Durham, NC 27708, USA |
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Abstract: | The mannose monosaccharide derivative, acetylthiopropyl 2,3,4,6-tetra-O-acetyl-α-d-mannopyranoside (Man), and the mannobiose derivative, acetylthiopropyl 2,4,6-tri-O-acetyl-3-O-(2′,3′,4′,6′-tetra-O-acetyl-α-d-mannopyranosyl)-α-d-mannopyranoside (α-1,3-Man), were synthesized respectively. These mannose derivatives were introduced into carbosilane dendrimer scaffolds of the zero and first generations. As a result, six carbosilane dendrimers were functionalized by Man and α-1,3-Man. Isothermal titration microcalorimetry was done to determine binding assay between mannose moieties of carbosilane dendrimer and concanavalin A. It was found that carbosilane dendrimers bound more efficiently to concanavalin A than free mannose (Me-α-Man) and mannobiose (Me-α-1,3-Man). |
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Keywords: | Carbosilane dendrimer Mannose Mannobiose N-Glycan Glycocluster Isothermal titration calorimetry |
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