ChemInform Abstract: Structures of the Common Cyclodextrins and Their Larger Analogues — Beyond the Doughnut

Jacob, Joël; Geßler, Katrin; Steiner, Thomas; Hoffmann, Daniel; Sanbe, Haruyo; Koizumi, Kyoko; Smith, Steven M.; Takaha, Takeshi

doi:10.1002/chin.199839314

Cited by 60 publications

(91 citation statements)

References 1 publication

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“…CDs generally have two types of crystal structures; in 'cage-type' the cavity of each CD molecule is blocked by the adjacent CD molecules whereas the CD molecules are aligned and stacked on top of each other in the 'channel-type' structure. The XRD of as-received CDs have shown diffraction patterns for 'cage-type' crystalline structures as reported in the literature (Harata, 1998;Rusa et al, 2002;Saenger et al, 1998).…”

Section: Structural Characterization Of Zein/cd Nanofiberssupporting

confidence: 67%

“…This finding correlates with the SEM images where the bead-like structures for zein50/␣-CD25 and irregular structures for zein50/␣-CD50 were observed for these samples due to the presence of some ␣-CD aggregates. The XRD patterns correspond to channel-type packing of ␣-CD since the salient diffraction peak 2Â ∼ = 20 • is characteristic for the ␣-CD channel-type (Harata, 1998;Rusa et al, 2002;Saenger et al, 1998). In general, the 'channeltype' packing of CD is associated with the inclusion complex state.…”

Section: Structural Characterization Of Zein/cd Nanofibersmentioning

confidence: 94%

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Electrospun zein nanofibers incorporating cyclodextrins

Kayacı

Uyar

2012

Carbohydrate Polymers

129

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a b s t r a c tZein nanofibers containing cyclodextrins (zein/CD) were produced via electrospinning. Three types of CDs (␣-CD, ␤-CD and ␥-CD) having 10%, 25% and 50% (w/w) were individually incorporated into zein nanofibers. SEM imaging elucidated that the morphologies of the electrospun zein/CD nanofibers depended on the CD type and weight percentage. The incorporation of CDs in zein improved the electrospinnability and bead-free nanofibers were obtained at lower zein concentrations. Zein/CD nanofibers having fiber diameters ∼100-400 nm were obtained depending on the zein concentrations, types and weight percentages of CD. XRD studies revealed that CDs were mostly distributed without forming crystalline aggregates for zein/CD nanofibers containing lower weight percentage of CDs. The surface analyses of zein/CD nanofibers by ATR-FTIR and XPS indicated that some of the CDs were present on the fiber surface. Thermal analyses showed that zein/␤-CD nanofibers have shown higher glass transition temperatures and higher degradation temperature with increasing CD content.

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Section: Structural Characterization Of Zein/cd Nanofiberssupporting

confidence: 67%

Section: Structural Characterization Of Zein/cd Nanofibersmentioning

confidence: 94%

Electrospun zein nanofibers incorporating cyclodextrins

Kayacı

Uyar

2012

Carbohydrate Polymers

129

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“…Tables 2 and 3 show that the equilibrium binding constants follow the trend K 1 (α-CD)>K 1 (β-CD)>>K 1 (-CD). These observations can be explained by considering the volume of the cyclodextrin cavity (α-CD(V=174 Å 3 [32]), β-CD (V=270 Å 3 [32]) and -CD(V=472 Å 3 [32]), and taking into account that the smaller the cavity is, the stronger the surfactant-CD interactions will be [10,[33][34][35][36]. Due to enthalpy-entropy compensation, release of conformational strain and exclusion of cavity-bound high-energy water do not usually play an important role in the complex formation.…”

Section: S][cd] = [Sc] ([S T ] − [Scd])([cd T ] − [Scd]) = = X Scd (1mentioning

confidence: 99%

Host-guest interactions between cyclodextrins and surfactants with functional groups at the end of the hydrophobic tail

Martı́n

Ostos

Angulo

et al. 2017

Journal of Colloid and Interface Science

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Graphical abstractIn this work the influence of the incorporation of aromatic substituents at the end of the hydrophobic tail on the binding of cationic surfactants to cyclodextrins was studied. 2 HOST-GUEST INTERACTIONS BETWEEN CYCLODEXTRINS AND SURFACTANTS WITH FUNCTIONAL GROUPS AT THE END AbstractThe aim of this work was to investigate the influence of the incorporation of substituents at the end of the hydrophobic tail on the binding of cationic surfactants to α-, β-, and -cyclodextrins. The equilibrium binding constants of the 1:1 inclusion complexes formed follow the trend K 1 (α-CD)>K 1 (β-CD)>>K 1 (-CD), which can be explained by considering the influence of the CD cavity volume on the host-guest interactions. From the comparison of the K 1 values obtained for dodecyltriethylammonium bromide, DTEAB, to those estimated for the surfactants with the substituents, it was found that the incorporation of a phenoxy group at the end of the hydrocarbon tail does not affect K 1 , and the inclusion of a naphthoxy group has some influence on the association process, slightly diminishing K 1 . This makes evident the importance of the contribution of hydrophobic interactions to the binding, the length of the hydrophobic chain being the key factor determining K 1 . However, the presence of the aromatic rings does influence the location of the host and the guest in the inclusion complexes. The observed NOE interactions between the aromatic protons and the CD protons indicate that the aromatic rings are partially inserted within the host cavity, with the cyclodextrin remaining close to the aromatic rings, which could be partially intercalated in the host cavity. To the authors´ knowledge this is the first study on the association of cyclodextrins with monomeric surfactants incorporating substituents at the end of the hydrophobic tail.

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“…CDs can be produced through the enzymatic degradation of starch derived from potatoes, corn, rice or other sources. The number of glucose units per CD ring varies from 6-13, (Saenger et al, 1998;Larsen, 2002;Ueda, 2002;Hennink et al, 2009;Namazi and Kanani, 2009) as the enzyme produces a range of oligosaccharides. Because of steric factors, cyclodextrins constructed from less than six glucose units such as the fivemembered cyclic oligomer, cyclomaltopentaose, has been obtained by chemical synthesis in small quantities.(T.…”

Section: Cyclodextrinsmentioning

confidence: 99%