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苯二酚在基于氢化茚并[1,2-b]芴的外位受体中的正同促变构结合:酰胺氢键中的协同作用

Positive homotropic allosteric binding of benzenediols in a hydrindacene-based exoditopic receptor: cooperativity in amide hydrogen bonding.

作者信息

Kawai Hidetoshi, Katoono Ryo, Nishimura Kouki, Matsuda Shunsuke, Fujiwara Kenshu, Tsuji Takashi, Suzuki Takanori

机构信息

Division of Chemistry, Graduate School of Science, Hokkaido University, Sapporo, Japan.

出版信息

J Am Chem Soc. 2004 Apr 28;126(16):5034-5. doi: 10.1021/ja049336p.

DOI:10.1021/ja049336p
PMID:15099063
Abstract

The preparation and complexation properties of a hydrindacene-based exoditopic receptor, that exhibits a positive homotropic allosteric binding process toward benzenediols, are described. The exoditopic receptors form 1:2 complexes with resorcinols, catechol, and 3-hydroxybenzyl alcohol with K2/K1 = 3-33. Both the entropy and the enthalpy terms are important in this allosteric system; the crystallographic studies provide the first clear evidence that the cooperativity in amide hydrogen bonding by polarization contributes to the positive homotropic allosteric binding property.

摘要

本文描述了一种基于氢化茚并芴的外向双位点受体的制备及其络合性质,该受体对苯二酚表现出正协同同促变构结合过程。外向双位点受体与间苯二酚、儿茶酚和3-羟基苄醇形成1:2络合物,K2/K1 = 3 - 33。在这个变构体系中,熵项和焓项都很重要;晶体学研究首次提供了明确的证据,即通过极化作用的酰胺氢键协同作用有助于产生正协同同促变构结合性质。

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