The first example of a substrate spanning the calix[4]arene bilayer: the solid state complex of p-sulfonatocalix[4]arene with l-lysine

A Simple Calixarene Recognizes Post‐translationally Methylated Lysine

“…[ 30] We observe for Lys(Me 3 ) significant up-field shifts of Me and CH 2 e protons and, unlike unmethylated lysine, no up-field shifts for CH 2 b and CH 2 g protons (Figure 2 B). This is suggestive of a different binding mode in which the ÀNMe 3 + functionality at the end of the Lys(Me 3 ) side chain is bound deep within the cavity of 1.…”

Highly constrained guests in complexes of p-tert-butylcalix[6]arene dianion: Pentane-1,5-diammonium and choline

“…Similar examples of chain distortions promoted by complexation can be found in the complexes of p-t-bu-calix [6]arene dianion with hexylammonium [9] and diethylammonium [21], and calix [4]arene derivatives with L-lysine [22], however any eclipsed conformation was reported in these structures. For example, the dihedral angles formed by N + -C 1 -C 2 -C 3 and C 1 -C 2 -C 3 -C 4 for the structure of hexylammonium are 60.9°and 56.3°, with a gauche conformation, but gauche is a local minimum for the plot of energy vs. dihedral angle, and eclipsed is the absolute maximum, so the constraint imposed for pentanediammonium cation is higher than for the previously reported structures.…”

Study on the intermolecular complexation behavior between p-sulfonatocalix[4]arene with l-tyrosine

“…Arena et al [24] reported that the interaction between amino acids with the water soluble p-SCX4 by NMR and the studies has shown that p-SCX4 forms 1:1 complexes with these amino acids in both near neutral (pH 7.3) and acidic solutions [25]. Doutéau-Guevel et al [26] investigated the binding of dipeptides and tripeptides containing lysine or arginine with p-sulfonatocalixarenes in water by NMR and microcalorimetric studies [27]. The association constants, enthalpies and entropies of complexation have been determined.…”

“…The interactions of p-sulfonatocalixarenes with amino acids should provide important information on the mechanism of the binding of p-sulfonatocalixarenes to complex bio-macromolecules. Although there are a few reports that have focused on the interaction between them, the used study method are mostly limited NMR [24][25][26], microcalorimetric titration [27] RP-HPLC [28] and X-ray structure [29]. Arena et al [24] reported that the interaction between amino acids with the water soluble p-SCX4 by NMR and the studies has shown that p-SCX4 forms 1:1 complexes with these amino acids in both near neutral (pH 7.3) and acidic solutions [25].…”