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Structural & Supermolecular Chemistry Laboratory

CONTACT PERSON:

Saridakis Emmanuel

EMAIL:

e.saridakis@inn.demokritos.gr

Structure, intermolecular interactions and properties of host-guest complexes

  • Crystal and solution structures of photoactive molecules enclosed into cyclodextrin hosts
Figure 3. Crystal (X-ray) and solution (NMR) structure of a self-locked rhodamine B-βCD conjugated complex: (a) stick and (b) stick for βCD-CPK for Rhodamine B representation illustrating a rigid self-assembled structure with numerous stabilizing host-guest contacts ; (c) Normalised absorbance changes of the Rho-βCD band at 560 nm during the irradiation time at 365 nm (colored, fluorescent, “on” state) and at 523 nm (colorless, non-fluorescent “off” state) in acidic solution pH 4.6, during photo­switching cycles : after the 5th cycle no further photobleaching is observed.
  • Crystal and solution structures of bioactive compounds molecularly enclosed into cyclodextrin hosts

Figure 4. a) Crystals of the Sugammadex/solanidin inclusion complex and b) the crystal (X-ray) structure of the complex.
  • Influence of the guest on the self-assembly of hosts in the crystal
Figure 5. Packing modes of βCD complexes (a) dimers with tridecanoic acid, host:guest, 2:1 (channel); (b) tridecanedioic acid, 2:1 complex and (c) N-acetyl-L-tryptophan, 2:2 complex (broken channel); (d) Trimers of the βCD-pyridinealdazine 3:2 complex.
Figure 6. Octakis-6-guadinidino-γ-cyclodextrin (gguan) in the presence of phosphate anions crystallizes from aqueous solution in the unprecedented form of a superdimer that serves as a twin receptor for phosphate dimers. The phosphate dimers, assembled via “anti-electrostatic” H-bonds (AEHBs), are circled.

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Cyclodextrin Chemistry: designed derivatives for bio- and nano-bio- applications

Figure 2. Representative bioactive cyclodextrin derivatives; n=number of glucopyranose units in the macrocycle.

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