Gavette Jesse V, Zhang Kang-Da, Ajami Dariush, Rebek Julius
Skaggs Institute for Chemical Biology, and Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037, USA.
Org Biomol Chem. 2014 Sep 14;12(34):6561-3. doi: 10.1039/c4ob01032a.
A deep cavitand with ionic "feet" dimerizes around hydrophobic compounds in D2O. Longer n-alkane guests, C14-C18, are encapsulated in contorted conformations and NMR is used to deduce their shapes. Competition experiments establish the driving forces involved and how they compensate for the steric clashes in the folded structures of the encapsulated alkanes. Bolaamphiphiles instead prefer to bind in the monomeric cavitand with conformations that bury the methylenes but expose the polar head groups to solvent.
一种带有离子“脚”的深穴状配体在重水中围绕疏水性化合物二聚。较长的正构烷烃客体(C14 - C18)以扭曲构象被包封,并且利用核磁共振(NMR)来推断它们的形状。竞争实验确定了其中涉及的驱动力以及它们如何补偿被包封烷烃折叠结构中的空间冲突。相反,双性离子两亲物更倾向于以将亚甲基埋藏但使极性头部基团暴露于溶剂的构象结合在单体穴状配体中。