Aggregation of cyclodextrins: An explanation of the abnormal solubility of?-cyclodextrin

Coleman, Anthony W.; Nicolis, Ioannis; Keller, N.; Dalbiez, Jean Pierre

doi:10.1007/bf01053637

Cited by 244 publications

(167 citation statements)

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“…It is known from the literature 85 that these 'barrels' have an exterior which is covered by OH-groups while the interior cavity is quite hydrophopic, characterized by CH 2 groups. Due to the difficulties involved in the direct investigation (as already mentioned previously) the true solution structure of cyclodextrins in solution was still a matter of discussion 86,87 despite their high technical relevance.…”

Section: Cyclodextrins As Templatesmentioning

confidence: 99%

Porous materials via nanocasting procedures: innovative materials and learning about soft-matter organization

2002

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Nanocasting, the 3D-transformation of self-assembled organic nanostructures into hollow inorganic replicas under preservation of fine structural details has recently turned out to be a versatile tool, both for the synthesis of porous media with new pore topology as well as for the characterization of the assembled structures themselves. This review gives a review on recent work describing the potential and restrictions of nanocasting using surfactants, polymers, colloids as well as supramolecular tectons as porogens.

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Section: Cyclodextrins As Templatesmentioning

confidence: 99%

Porous materials via nanocasting procedures: innovative materials and learning about soft-matter organization

2002

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“…Dynamic and static light scattering measurements showed that the size of these CD assemblies increased with an increase in the CD concentration in all cases of α-, β-, and γ-CDs (25)(26)(27)(28). The largest CD assemblies, whose diameters are up to several micrometers, were formed from β-CD.…”

Section: Formation Of Cyclodextrin Assemblies In Aqueous Solutionmentioning

confidence: 98%

Formation and Function of Nano- and Microstructures by the Self-assembly of Cyclic Oligosaccharides ‘Cyclodextrins’

Kida

2011

TIGG

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Recently, much attention has been paid to studies on nano-and microstructures formed by the self-assembly of cyclodextrins (CDs) in the fields of supramolecular chemistry and material science. CDs can adopt various types of assembly modes in aqueous solution, as well as crystal structures. Channel-type assemblies of γ-CD (γ-CD channel ) formed unique micrometer-sized cubes and rods. By using γ-CD channel as a host, the inclusion of guest molecules dissolved in oils, which has been believed to be impossible, can be realized. Furthermore, γ-CD channel showed excellent oil dispersion, and formed organogels in a variety of oils and organic solvents at ambient temperature. This article reviews the formation behavior and function of nano-and microstructures formed by the self-assembly of CDs. A. IntroductionCyclodextrins (CDs), which are produced from starch by the action of cyclodextrin glucanotransferase, are a class of cyclic oligosaccharides consisting of several α-(1,4)-linked D-glucopyranose units (Fig. 1). CDs composed of 6, 7, and 8 glucosidic units are called α-, β-, and γ-CDs, respectively, and have been used extensively. They have a cavity of sub-

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“…Coleman et al [46] extended their studies to β-CD, the less soluble of all native CDs, and found that the addition of water structure-breaking solutes or an increase of the solution pH (at values higher than 12.5) in order to ionize the ─OH groups leads to an increase in solubility. This evidence led them to hypothesize that the solubility of CDs is related with interactions between CD aggregates and the water through the formation of two chains of hydrated β-CD molecules forming a rod-like aggregate.…”

Section: Controversial Experimental Evidencementioning

confidence: 99%

“…The low solubility of β-CD (see Table 1) has been explained by the presence of aggregates and the respective unfavorable interaction with the hydrogen bond network of bulk water [46].…”

Section: Computational Observationsmentioning

confidence: 99%

Aggregation of Cyclodextrins: Fundamental Issues and Applications

Cova¹,

Cruz²,

Valente³

et al. 2018

Cyclodextrin - A Versatile Ingredient

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The aggregation of cyclodextrins (CD) in aqueous solution is an old, yet still vastly unexplored topic that has been studied at least since the 1980s. At that time, few authors took into consideration the possibility of formation of aggregates for the interpretation of thermodynamic and thermophysical properties of CDs in aqueous solution. The aggregates appear at quite low CD concentrations and seem to encompass only a small number of CD molecules. They also occur in water in the presence of hydrophobic or amphiphilic moieties, including surfactants, assuming a preassembled state with the hydrophobic chains threading through one or two CDs. After a long period in which it has been neglected, CD aggregation is now a hot topic and one far from gathering consensus. In this chapter, a timely and critical review on the phenomenon of CD aggregation and the respective supramolecular properties, including some computational rationales, will be presented. A comprehensive summary of CD aggregates studied to date, indicating the formation conditions, characterization techniques, and applications, is also provided.

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Aggregation of cyclodextrins: An explanation of the abnormal solubility of?-cyclodextrin

Cited by 244 publications

References 9 publications

Porous materials via nanocasting procedures: innovative materials and learning about soft-matter organization

Porous materials via nanocasting procedures: innovative materials and learning about soft-matter organization

Formation and Function of Nano- and Microstructures by the Self-assembly of Cyclic Oligosaccharides ‘Cyclodextrins’

Aggregation of Cyclodextrins: Fundamental Issues and Applications

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