Jie Yan

Publications (2)8.64 Total impact

• Article: Solvent-induced amphiphilic molecular baskets: unimolecular reversed micelles with different size, shape, and flexibility.

  Eui-Hyun Ryu, Jie Yan, Zhenqi Zhong, Yan Zhao
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  ABSTRACT: Amphiphilic molecular baskets were obtained by attaching facially amphiphilic cholate groups to a covalent scaffold (calix[4]arene or 1,3,5-2,4,6-hexasubstituted benzene). In a solvent mixture consisting of mostly a nonpolar solvent (i.e., CCl4) and a polar solvent (i.e., DMSO), the hydrophilic faces of cholates turned inward to form a reversed-micelle-like conformer whose stability was strongly influenced by the number of the cholates and the topology of the scaffold. Preferential solvation of the hydrophilic faces of cholates within the molecule by the polar solvent was cooperative and gave the fundamental driving force to the conformational change. The reversed-micelle-like conformer was most stable in structures that allowed multiple cholates to form a microenvironment that could efficiently enrich the polar solvent molecules from the bulk solvent mixture.
  The Journal of Organic Chemistry 10/2006; 71(19):7205-13. · 4.45 Impact Factor
• Article: Cholic acid-derived facial amphiphiles with different ionic characteristics.

  Zhenqi Zhong, Jie Yan, Yan Zhao
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  ABSTRACT: A cholate derivative with three epoxide groups was synthesized from cholic acid by allylation followed by epoxidation. Ring opening of the epoxides by various nucleophiles yielded facial amphiphiles with anionic, cationic, or nonionic functional groups. The critical micelle concentrations of these amphiphiles largely depend on the number of charged groups on the molecule. A facial amphiphile with pH-tunable micellization was prepared. Its aggregation behavior changes abruptly at pH = 7.6-6.6 as a result of protonation of its amino groups.
  Langmuir 08/2005; 21(14):6235-9. · 4.19 Impact Factor