The first example of positive allosterism in an aqueous saccharide- binding system designed on a Ce(IV) bis(porphyrinate) double decker scaffold

Atsushi Sugasaki, Masato Ikeda, Masayuki Takeuchi, Kazuya Koumoto, Seiji Shinkai

研究成果: Article査読

42 被引用数 (Scopus)

抄録

The first example of a positive, homotropic system in aqueous saccharide-binding has been achieved using a Ce(IV) bis(porphyrinate) double decker scaffold bearing two pairs of boronic acid groups (compound 2). In this system, the binding of the first guest (1:2 saccharide/boronic acid complex) suppresses the rotational freedom of the two porphyrin planes, which facilitates the binding of the second guest. As a result, two pairs of boronic acid groups in 2 can autoacceleratively bind these guests and yield CD-active species. The analyses of CD intensity-guest concentration plots according to the Hill equation resulted in K=3.7x104 M-2 and n=2.0 for D- fructose and K=9.6x105 M-2 and n=1.6 for D-glucose. The present system which is in action even in aqueous media is widely applicable to allosteric control of drug release, catalytic reaction, information transduction, etc. of saccharide-containing guest molecules. (C) 2000 Elsevier Science Ltd.

本文言語English
ページ(範囲)4717-4723
ページ数7
ジャーナルTetrahedron
56
27
DOI
出版ステータスPublished - 2000 6 30
外部発表はい

ASJC Scopus subject areas

  • 生化学
  • 創薬
  • 有機化学

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