School of Chemistry (F11), The University of Sydney, 2006 NSW, Australia.
Org Biomol Chem. 2012 Apr 7;10(13):2664-72. doi: 10.1039/c2ob06964d. Epub 2012 Feb 24.
A tripodal urea and tripodal thiourea with the same cyclic peptide core have been synthesised and their anion binding ability investigated. In CDCl(3), the tripodal urea self-associates whereas the thiourea does not. Neither compound shows self-association in the more polar 10% v/v DMSO-d(6)/CDCl(3). Both compounds bind strongly and selectively to sulfate ions in CDCl(3) and 10% v/v DMSO-d(6)/CDCl(3). This selectivity is attributed to a unique binding mode for sulfate, in which this tetrahedral anion forms nine hydrogen bonds to the receptors, with three of these coming from the amide protons of the cyclic peptide.
已经合成了具有相同环状肽核心的三足脲和三足硫脲，并研究了它们的阴离子结合能力。在 CDCl3中，三足脲自组装，而硫脲则不会。在更具极性的 10% v/v DMSO-d6/CDCl3中，这两种化合物都没有自组装。这两种化合物在 CDCl3和 10% v/v DMSO-d6/CDCl3中都能强烈且选择性地结合硫酸根离子。这种选择性归因于硫酸根的独特结合模式，其中这种四面体阴离子与受体形成九个氢键，其中三个来自环状肽的酰胺质子。
