Fluorescent bis-cyclen tweezer receptors for inositol (1,4,5)-trisphosphate

被引:15
作者
Chi-Linh Do-Thanh [1 ]
Rowland, Meng M. [1 ]
Best, Michael D. [1 ]
机构
[1] Univ Tennessee, Dept Chem, Knoxville, TN 37996 USA
基金
美国国家科学基金会;
关键词
CHEMOSENSING ENSEMBLE; MOLECULAR RECOGNITION; ANION COORDINATION; AQUEOUS-SOLUTION; CLICK CHEMISTRY; BINDING; PHOSPHATE; COMPLEXES; SELECTIVITY; LIGANDS;
D O I
10.1016/j.tet.2011.03.092
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Herein, we report the development of two fluorescent sensors for inositol 1,4,5-trisphosphate (InsP(3)), containing either two free cyclen or zinc(II)/cyclen groups preorganized into a binding cleft. Preorganization was achieved using a rigid acridine backbone, which was also exploited for fluorescence signal transduction. In addition, click chemistry was used to facilitate receptor synthesis and produce triazole moieties that add to structural rigidity and recognition. In binding studies, both receptors were found to bind InsP(3) with high affinity (K-a = 0.5-1.0 x 10(6) M-1) in competitive media (1:1 methanol/water). (C) 2011 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3803 / 3808
页数:6
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