Construction of a High‐Mannose‐Type Glycan Library by a Renewed Top‐Down Chemo‐Enzymatic Approach |
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| Authors: | Dr Kohki Fujikawa Dr Akihiko Koizumi Dr Masakazu Hachisu Dr Akira Seko Dr Yoichi Takeda Dr Yukishige Ito |
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| Affiliation: | 1. ERATO Science and Technology Agency (JST), Ito Glycotrilogy Project, 2‐1?Hirosawa, Wako, Saitama 351‐0198 (Japan), Fax: (+81)?48‐462‐4680;2. Synthetic Cellular Chemistry Laboratory, RIKEN, 2‐1?Hirosawa, Wako, Saitama 351‐0198 (Japan) |
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| Abstract: | A comprehensive method for the construction of a high‐mannose‐type glycan library by systematic chemo‐enzymatic trimming of a single Man9‐based precursor was developed. It consists of the chemical synthesis of a non‐natural tridecasaccharide precursor, the orthogonal demasking of the non‐reducing ends, and trimming by glycosidases, which enabled a comprehensive synthesis of high‐mannose‐type glycans in their mono‐ or non‐glucosylated forms. It employed glucose, isopropylidene, and N‐acetylglucosamine groups for blocking the A‐, B‐, and C‐arms, respectively. After systematic trimming of the precursor, thirty‐seven high‐mannose‐type glycans were obtained. The power of the methodology was demonstrated by the enzymatic activity of human recombinant N‐acetylglucosaminyltransferase‐I toward M7–M3 glycans, clarifying the substrate specificity in the context of high‐mannose‐type glycans. |
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| Keywords: | carbohydrates chemo‐enzymatic synthesis high‐mannose‐type glycans posttranslational modifications proteins |
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