Specific complexation of disaccharides with diphenyl-3,3′-diboronic acid that can be detected by circular dichroism

Kaoru Kondo, Yutaka Shiomi, Miwako Saisho, Takaaki Harada, Seiji Shinkai

研究成果: ジャーナルへの寄稿記事

113 引用 (Scopus)

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For the development of new receptor molecules that can recognize sugar molecules, we synthesized diphenyl-3,3′-diboronic acid (2). The distance between the two boronic acids in 2 is designed so that it can selectively form cyclic 1:1 complexes with disaccharides. It was shown that 2 forms 1:1 complexes with several disaccharides and gives the characteristic exciton coupling in CD spectroscopy owing to immobilization of the two phenyl rings. Thus, the absolute configuration was successfully predicted from the sign of the exciton coupling.

元の言語英語
ページ(範囲)8239-8252
ページ数14
ジャーナルTetrahedron
48
発行部数38
DOI
出版物ステータス出版済み - 1992
外部発表Yes

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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