A Regio- and Stereo-selective Parallel Synthesis of Five Types of Trigalactoses on a Solid Support as a Model of a Combinatorial Oligosaccharide Library

• Komba Shiro

  Biomolecular Engineering Laboratory, National Food Research Institute PRESTO, Japan Science and Technology Agency

• Terauchi Takeshi

  Biomolecular Engineering Laboratory, National Food Research Institute

• Machida Sachiko

  Biomolecular Engineering Laboratory, National Food Research Institute

抄録

A regio- and stereo-selective parallel synthesis of oligosaccharides on a solid support was successfully achieved by a combination of a novel α-selective glycosidation procedure and a uni-chemo hydroxyl protection (UCHP) procedure. The α-selective glycosidation of dibutyl 3,4-di-O-benzoyl-2,6-di-O-benzyl-α/β-D-galactopyranosyl phosphate in cyclopentyl methyl ether (as an ethereal solvent for effective swelling of the polystyrene resin) proceeded smoothly and in relatively high yield. Five types of trigalactoses [Galα1-3Galβ1-3Gal, Galβ1-3(Galα1-4)Gal, Galα1-4Galβ1-3Gal, Galα1-3Galβ1-4Gal, and Galα1-4Galβ1-4Gal] were successfully synthesized on a solid support as a model of a combinatorial oligosaccharide library.

収録刊行物

• Ｊｏｕｒｎａｌ　ｏｆ　Ａｐｐｌｉｅｄ　Ｇｌｙｃｏｓｃｉｅｎｃｅ

  Ｊｏｕｒｎａｌ　ｏｆ　Ａｐｐｌｉｅｄ　Ｇｌｙｃｏｓｃｉｅｎｃｅ 58 (1), 1-12, 2010

  日本応用糖質科学会

キーワード

• combinatorial oligosaccharide library
• regio- and stereo-selective synthesis
• uni-chemo hydroxyl protection

詳細情報

• CRID: 1390282681268897152
• NII論文ID: 130004480981
• DOI: 10.5458/jag.jag.jag-2010_006
• ISSN: 18807291
• ISSN: 13447882
• Web Site: http://www.jstage.jst.go.jp/article/jag/58/1/58_jag.JAG-2010_006/_pdf
• 本文言語コード: en
• データソース種別:
  • JaLC
  • Crossref
  • CiNii Articles
  • KAKEN
• 抄録ライセンスフラグ: 使用不可