Foldamer-based molecular recognition

Foldamer-based molecular recognition
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DOI:
10.1021/ja993830p
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发表时间:
2000-03-29
影响因子:
15
通讯作者:
Moore, JS
Moore, JS
中科院分区:
化学1区
文献类型:
--
作者:
Prince, RB;Barnes, SA;Moore, JS

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合成链分子的有序溶液构象已被用来为小分子客体创造一个高亲和力的结合位点。用诱导圆二色谱研究了手性单萜与非手性、两亲性苯乙炔齐聚物在极性溶剂中的非对映选择性络合反应。这种疏水驱动的可逆络合物的化学计量比严格为1:1。结果被解释为手性客体优先结合到低聚体的一个对映体螺旋构象上。通过对修饰低聚物的研究,提供了在螺旋的疏水管腔内结合的证据。
The ordered solution conformation of a synthetic chain molecule has been used to create a high-affinity binding site for small-molecule guests. The diastereoselective complexation of chiral monoterpenes with an achiral, amphiphilic In-phenylene ethynylene oligomer is demonstrated by induced circular dichroism in polar solvents. The stoichiometry of this solvophobically driven, reversible complex is strictly 1:1. The results are interpreted as a preferential binding of the chiral guest to one of the oligomer's enantiomeric helical conformations. Evidence for binding within the hydrophobic tubular cavity of the helix is provided by studies on modified oligomers.