Calixarene-Mediated Liquid-Membrane Transport of Choline Conjugates.

Calixarene-Mediated Liquid-Membrane Transport of Choline Conjugates.
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DOI:
10.1002/ejoc.201400025
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发表时间:
2014-05-01
影响因子:
2.8
通讯作者:
Schramm, Michael P.
Schramm, Michael P.
中科院分区:
化学3区
文献类型:
--
作者:
Adhikari, Birendra Babu;Fujii, Ayu;Schramm, Michael P.

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一系列的超分子杯芳烃有效地运输不同的分子物种通过液膜时,连接到受体互补胆碱处理。杯-[6]芳烃六羧酸在针对pH梯度转运不同靶分子方面是高度有效的。羧酸官能化和膦酸官能化的杯[4]芳烃都能在不需要pH或离子梯度的情况下实现转运。核磁共振结合研究,两相溶剂萃取,和三相运输实验揭示了必要的和微妙的参数,以影响连接到胆碱“手柄”的分子的运输。另一方面,具有类似客体识别特征的rescorin[4]芳烃空穴配体不传输客体分子。这些发展揭示了尝试在囊泡和细胞系统中合成受体介导的选择性小分子转运的新方法。
A series of supramolecular calixarenes efficiently transport distinct molecular species through a liquid membrane when attached to a receptor-complementary choline handle. Calix-[6]arene hexacarboxylic acid was highly effective at transporting different target molecules against a pH gradient. Both carboxylic- and phosphonic-acid-functionalized calix[4]arenes effect transport without requiring a pH or ion gradient. NMR binding studies, two-phase solvent extraction, and three-phase transport experiments reveal the necessary and subtle parameters to effect the transport of molecules attached to a choline “handle”. On the other hand, rescorin[4]arene cavitands, which have similar guest recognition profiles, did not transport guest molecules. These developments reveal new approaches towards attempting synthetic-receptor-mediated selective small-molecule transport in vesicular and cellular systems.
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