Guest-induced capsule formation based on concerted interactions in water at neutral pH

Abstract

The interaction of a tetracationic calixarene (TAC4) with dianionic guest (BS) in water was studied with NMR, nano-ITC and ESI-MS experiments; the convergent evidence provided by these different techniques shows that the addition of a suitable guest molecule triggers the formation of a homodimeric capsule in aqueous neutral solution.

Three‐Dimensional Network Structures Based on Pyridyl‐Calix[4]Arene Metal Complexes

“…To further corroborate the complex species formation depicted by electronic absorption and 1 H‐NMR spectroscopy, we resorted to diffusion‐ordered NMR spectroscopy (2 D DOSY) experiments, because this technique allows the determination of the size of large supramolecular aggregates or highly symmetric noncovalent structures in solution …”

Factors driving the self-assembly of water-soluble calix[4]arene and gemini guests: a combined solution, computational and solid-state study

“…Within this framework, we have recently shown that a tetracationic calix [4]arene receptor (TAC4, Scheme 1) is able to recognize organic anions with different functionalities, shapes, charge 27,28 and to form supramolecular capsules in water at physiological pH. 29 Specically designed guests, having two aromatic and negatively charged head groups (BSCn, n ¼ 2 and 6, Scheme 1), trigger the self-assembling of homodimeric capsules with TAC4 relying on concerted hydrophobic and electrostatic interactions. 30 Capsule formation in water has been undoubtedly conrmed by a host of techniques such as combined NMR, MS and ITC data.…”

Investigation of encapsulation of insulin biotemplate within C-methylresorcin[4]arenes

“…17 Pyrogallol[4]arene hexamers were further explored for guest encapsulation using fluorescent molecular probes such as pyrene butyric acid (PBA), 18 and ADMA. 19 Likewise, dianionic guests with tetracation calix[4]arene 20,21 and C 70 with t-Bu-calix[6]arene 22 are excellent examples of host-guest complexes.In the current study, we have utilized humalog insulin as a biotemplate for resorcin[4]arene (Rs) macrocycles to investigate the possibility of panelling the macrocycles onto the insulin moiety, thereby effectively constructing larger hosts.…”

“…17 Pyrogallol[4]arene hexamers were further explored for guest encapsulation using fluorescent molecular probes such as pyrene butyric acid (PBA), 18 and ADMA. 19 Likewise, dianionic guests with tetracation calix[4]arene 20,21 and C 70 with t-Bu-calix[6]arene 22 are excellent examples of host-guest complexes.…”

“…The solute SLD for nRsC 1 CInsulin monomer was varied from 2.03 Â 10 À6 A ˚À2 to 2.08 Â 10 À6 A ˚À2 for n = 8 to n = 24. A range of macrocyclic units (8)(9)(10)(11)(12)(13)(14)(15)(16)(17)(18)(19)(20)(21)(22)(23)(24) were employed for data analyses to estimate the differences in scattering statistics and presence of multiple species. The upper limit of 24 for macrocycles was estimated from shell volume calculations.…”