Superstructures with cyclodextrins: Chemistry and applications
Heinrich-Heine-Universität Düsseldorf
Cyclodextrins (CDs) are cyclic oligosaccharides consisting of 1,4-glycosidically linked α-D-glucose units. Production of these compounds is accomplished by enzymatic degradation of starch using CD-glycosyl transferase. Since their discovery more than 100 years ago, a significant development in CD research has taken place. Various applications of CDs can be found, e.g. the binding of odors and flavors. Even drugs can be complexed and set free after a while by CDs. This enables the transfer of hydrophobic substances into aqueous media, which is of great interest in pharmaceutical chemistry. Regarding the interactions of CDs with low-molecular and macromolecular compounds, respectively, the reactivity of complexed molecules is another key factor besides solubility effects.
In organic synthesis and polymer chemistry, the interest in CDs has increased significantly during the past decades. For instance, in the latter case covalent attachment of CDs to macromolecules and threading of CD molecules onto suitable macromolecular chains could be demonstrated. Unlike other macrocycles such as crown ethers or calixarenes, the cavity of CDs is big enough to include more or less hydrophobic molecules completely.
Superstructures with cyclodextrins: Chemistry and applicationsHelmut Ritter Beilstein J. Org. Chem. 2012, 8, 1303–1304. published 16 Aug 2012 Editorial |
Cyclodextrin nanosponge-sensitized enantiodifferentiating photoisomerization of cyclooctene and 1,3-cyclooctadieneWenting Liang, Cheng Yang, Masaki Nishijima, Gaku Fukuhara, Tadashi Mori, Andrea Mele, Franca Castiglione, Fabrizio Caldera, Francesco Trotta, Yoshihisa Inoue Beilstein J. Org. Chem. 2012, 8, 1305–1311. published 16 Aug 2012 Letter |
Interaction of cyclodextrins with pyrene-modified polyacrylamide in a mixed solvent of water and dimethyl sulfoxide as studied by steady-state fluorescenceAkihito Hashidzume, Yongtai Zheng, Akira Harada Beilstein J. Org. Chem. 2012, 8, 1312–1317. published 16 Aug 2012 Full Research Paper |
Restructuring polymers via nanoconfinement and subsequent releaseAlan E. Tonelli Beilstein J. Org. Chem. 2012, 8, 1318–1332. published 16 Aug 2012 Review |
Impact of cyclodextrins on the behavior of amphiphilic ligands in aqueous organometallic catalysisHervé Bricout, Estelle Léonard, Christophe Len, David Landy, Frédéric Hapiot, Eric Monflier Beilstein J. Org. Chem. 2012, 8, 1479–1484. published 06 Sep 2012 Full Research Paper |
Synthesis and characterization of low-molecular-weight π-conjugated polymers covered by persilylated β-cyclodextrinAurica Farcas, Ana-Maria Resmerita, Andreea Stefanache, Mihaela Balan, Valeria Harabagiu Beilstein J. Org. Chem. 2012, 8, 1505–1514. published 11 Sep 2012 Full Research Paper |
Influence of cyclodextrin on the solubility of a classically prepared 2-vinylcyclopropane macromonomer in aqueous solutionHelmut Ritter, Jia Cheng, Monir Tabatabai Beilstein J. Org. Chem. 2012, 8, 1528–1535. published 13 Sep 2012 Full Research Paper |
Mannose-decorated cyclodextrin vesicles: The interplay of multivalency and surface density in lectin–carbohydrate recognitionUlrike Kauscher, Bart Jan Ravoo Beilstein J. Org. Chem. 2012, 8, 1543–1551. published 17 Sep 2012 Full Research Paper |
Supramolecular hydrogels formed from poly(viologen) cross-linked with cyclodextrin dimers and their physical propertiesYoshinori Takashima, Yang Yuting, Miyuki Otsubo, Hiroyasu Yamaguchi, Akira Harada Beilstein J. Org. Chem. 2012, 8, 1594–1600. published 20 Sep 2012 Full Research Paper |
Polysiloxane ionic liquids as good solvents for β-cyclodextrin-polydimethylsiloxane polyrotaxane structuresNarcisa Marangoci, Rodinel Ardeleanu, Laura Ursu, Constanta Ibanescu, Maricel Danu, Mariana Pinteala, Bogdan C. Simionescu Beilstein J. Org. Chem. 2012, 8, 1610–1618. published 24 Sep 2012 Full Research Paper |
Molecular solubilization of fullerene C60 in water by γ-cyclodextrin thioethersHai Ming Wang, Gerhard Wenz Beilstein J. Org. Chem. 2012, 8, 1644–1651. published 28 Sep 2012 Full Research Paper |
Self-assembled organic–inorganic magnetic hybrid adsorbent ferrite based on cyclodextrin nanoparticlesÂngelo M. L. Denadai, Frederico B. De Sousa, Joel J. Passos, Fernando C. Guatimosim, Kirla D. Barbosa, Ana E. Burgos, Fernando Castro de Oliveira, Jeann C. da Silva, Bernardo R. A. Neves, Nelcy D. S. Mohallem, Rubén D. Sinisterra Beilstein J. Org. Chem. 2012, 8, 1867–1876. published 01 Nov 2012 Full Research Paper |
Influence of intramolecular hydrogen bonds on the binding potential of methylated β-cyclodextrin derivativesGerhard Wenz Beilstein J. Org. Chem. 2012, 8, 1890–1895. published 06 Nov 2012 Full Research Paper |
Cyclodextrin-induced host–guest effects of classically prepared poly(NIPAM) bearing azo-dye end groupsGero Maatz, Arkadius Maciollek, Helmut Ritter Beilstein J. Org. Chem. 2012, 8, 1929–1935. published 14 Nov 2012 Full Research Paper |
Cyclodextrin-based nanosponges as drug carriersFrancesco Trotta, Marco Zanetti, Roberta Cavalli Beilstein J. Org. Chem. 2012, 8, 2091–2099. published 29 Nov 2012 Review |
New enzymatically polymerized copolymers from 4-tert-butylphenol and 4-ferrocenylphenol and their modification and inclusion complexes with β-cyclodextrinAdam Mondrzyk, Beate Mondrzik, Sabrina Gingter, Helmut Ritter Beilstein J. Org. Chem. 2012, 8, 2118–2123. published 04 Dec 2012 Full Research Paper |
Influence of cyclodextrin on the solubility and the polymerization of (meth)acrylated Triton® X-100Melanie Kemnitz, Helmut Ritter Beilstein J. Org. Chem. 2012, 8, 2176–2183. published 13 Dec 2012 Full Research Paper |
Theoretical study on β-cyclodextrin inclusion complexes with propiconazole and protonated propiconazoleAdrian Fifere, Narcisa Marangoci, Stelian Maier, Adina Coroaba, Dan Maftei, Mariana Pinteala Beilstein J. Org. Chem. 2012, 8, 2191–2201. published 17 Dec 2012 Full Research Paper |
Inclusion of the insecticide fenitrothion in dimethylated-β-cyclodextrin: unusual guest disorder in the solid state and efficient retardation of the hydrolysis rate of the complexed guest in alkaline solutionDyanne L. Cruickshank, Natalia M. Rougier, Raquel V. Vico, Susan A. Bourne, Elba I. Buján, Mino R. Caira, Rita H. de Rossi Beilstein J. Org. Chem. 2013, 9, 106–117. published 17 Jan 2013 Full Research Paper |
The β-cyclodextrin/benzene complex and its hydrogen bonds – a theoretical study using molecular dynamics, quantum mechanics and COSMO-RSJutta Erika Helga Köhler, Nicole Grczelschak-Mick Beilstein J. Org. Chem. 2013, 9, 118–134. published 18 Jan 2013 Full Research Paper |
Superstructures of fluorescent cyclodextrin via click-reactionArkadius Maciollek, Helmut Ritter, Rainer Beckert Beilstein J. Org. Chem. 2013, 9, 827–831. published 29 Apr 2013 Full Research Paper |

