High Affinity Macrocycle Threading by a Near-Infrared Croconaine Dye with Flanking Polymer Chains.
High Affinity Macrocycle Threading by a Near-Infrared Croconaine Dye with Flanking Polymer Chains.
复制标题
通过具有侧翼聚合物链的近红外可可碱染料进行高亲和力大环穿线。
DOI：
10.1021/acs.jpcb.5b11961
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发表时间：
2016
期刊：
影响因子：
--
通讯作者：
Smith,BradleyD
中科院分区：
文献类型：
--
作者：
Liu,Wenqi;Peck,EvanM;Smith,BradleyD
Croconaine dyes have narrow and intense absorption bands at ∼800 nm, very weak fluorescence, and high photostabilities, which combine to make them very attractive chromophores for absorption-based imaging or laser heating technologies. The physical supramolecular properties of croconaine dyes have rarely been investigated, especially in water. This study focuses on a molecular threading process that encapsulates a croconaine dye inside a tetralactam macrocycle in organic or aqueous solvent. Macrocycle association and rate constant data are reported for a series of croconaine structures with different substituents attached to the ends of the dye. The association constants were highest in water (Ka∼ 109M–1), and the threading rate constants (kon) increased in the solvent order H2O > MeOH > CHCl3. Systematic variation of croconaine substituents located just outside the croconaine/macrocycle complexation interface hardly changedKabut had a strong influence onkon. A croconaine dye withN-propyl groups at each end of the structure exhibited a desirable mixture of macrocycle threading properties; that is, there was rapid and quantitative croconaine/macrocycle complexation at relatively high concentrations in water, and no dissociation of the preassembled complex when it was diluted into a solution of fetal bovine serum, even after laser-induced photothermal heating of the solution. The combination of favorable near-infrared absorption properties and tunable mechanical stability makes threaded croconaine/macrocycle complexes very attractive as molecular probes or as supramolecular composites for various applications in absorption-based imaging or photothermal therapy.
