Large‐ring Cyclodextrins

Ueda, Hitoshi; Endō, Takeshi

doi:10.1002/3527608982.ch13

Cited by 18 publications

(5 citation statements)

References 51 publications

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“…These latter exhibited mimicking properties of both glucose oxidase and horseradish peroxidase. synthesized, in alkaline medium, gold nanoparticles stabilized by a mixture of native large-ring cyclodextrins, ranging from 8 to 38 glucopyranose units with different proportions, corresponding to 17 ± 6 glucopyranose units in average (Ueda and Endo 2006).…”

Section: Unsupported Metal Nanoparticles In the Presence Of Cyclodext...mentioning

confidence: 99%

Cyclodextrins as multitask agents for metal nano-heterogeneous catalysis: a review

et al. 2021

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Metal nanoparticles, with high surface area to volume ratios and heterogeneous catalytic properties, are a very challenging research area. In the last decades, many efforts have been devoted to the design of supramolecular metal nanoparticles in order to be used in aqueous medium. In catalysis, water is a highly desirable solvent for developing chemical reactions, in accordance with the principles of green chemistry. In this context, the utilization of macrocyclic compounds, in association with transition metal nanoparticles, appears to be a very appealing approach for developing water-dispersible catalytic systems, with high levels of performances and selective molecular recognition abilities. The purpose of this review is to summarize the research done in this field, focusing attention on cyclodextrins by taking advantage of their unique topologies such as their rigid cyclic structure, their ability to form inclusion complexes with molecules of appropriate size and shape, the presence of hydroxyl groups enabling coordination with metal ions.In this review, we discuss the most commonly used methods, which have been reported over the last forty years, for stabilizing catalytically active metal nanoparticles derived from various cyclodextrin-based systems. The most significant and representative examples devoted to the development of such systems are described, with the purpose of increasing stability, recyclability and catalytic activity, using supramolecular chemistry as a remarkable tool. Some pivotal aspects of their synthesis, characterization and catalytic behaviors are presented, with special attention to (i) the development of metal nanoparticles in solvent-dispersed form or immobilized onto supports in the presence of cyclodextrins or their derivatives, (ii) to the multifunctional role of cyclodextrins capable of acting as reducing agents, stabilizing/dispersing agents or mass transfer promoters, even possibly the three and (iii) to the design of more sophisticated catalytic systems, in which the cyclodextrin plays a central role of supramolecular host with dynamic equilibrium.

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Section: Unsupported Metal Nanoparticles In the Presence Of Cyclodext...mentioning

confidence: 99%

Cyclodextrins as multitask agents for metal nano-heterogeneous catalysis: a review

et al. 2021

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“…the large‐ring CDs) are usually produced through chromatographic separation of the enzymatic product without precipitation. The large‐ring CDs are more expensive, have generally less complexation capacity than α CD, β CD and γ CD and are less relevant pharmaceutically, and therefore will not be covered in this short compilation [22,23] . Due to the chair structure of the glucopyranose units, CD molecules are shaped like cones with secondary hydroxy groups extending from the wider edge and the primary groups from the narrow edge (Table 2).…”

Section: Introductionmentioning

confidence: 99%

Pharmaceutical applications of cyclodextrins: basic science and product development

Loftsson

Brewster

2010

Journal of Pharmacy and Pharmacology

810

496

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Objectives Drug pipelines are becoming increasingly difficult to formulate. This is punctuated by both retrospective and prospective analyses that show that while 40% of currently marketed drugs are poorly soluble based on the definition of the biopharmaceutical classification system (BCS), about 90% of drugs in development can be characterized as poorly soluble. Although a number of techniques have been suggested for increasing oral bioavailability and for enabling parenteral formulations, cyclodextrins have emerged as a productive approach. This short review is intended to provide both some basic science information as well as data on the ability to develop drugs in cyclodextrin-containing formulations. Key findings There are currently a number of marketed products that make use of these functional solubilizing excipients and new product introduction continues to demonstrate their high added value. The ability to predict whether cyclodextrins will be of benefit in creating a dosage form for a particular drug candidate requires a good working knowledge of the properties of cyclodextrins, their mechanism of solubilization and factors that contribute to, or detract from, the biopharmaceutical characteristics of the formed complexes. Summary We provide basic science information as well as data on the development of drugs in cyclodextrin-containing formulations. Cyclodextrins have emerged as an important tool in the formulator's armamentarium to improve apparent solubility and dissolution rate for poorly water-soluble drug candidates. The continued interest and productivity of these materials bode well for future application and their currency as excipients in research, development and drug product marketing.

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“…With the advent of the enzymatic access to large-ring cyclodextrins [106,107], separation of the congeners CD n represented a considerable analytical challenge. Koizumi et al separated CD6-CD85, obtained by the action of cyclodextrin glycosyltransferase from Bacillus macerans , on synthetic amylose by high-performance anion-exchange chromatography (HPAEC) with pulsed amperometric detection using a 25 cm × 4 mm I.D.…”

Section: The Reciprocal Selectand/selector System Of Fullerenes/cymentioning

confidence: 99%

The Reciprocal Principle of Selectand-Selector-Systems in Supramolecular Chromatography †

Schurig

2016

Molecules

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Abstract:In selective chromatography and electromigration methods, supramolecular recognition of selectands and selectors is due to the fast and reversible formation of association complexes governed by thermodynamics. Whereas the selectand molecules to be separated are always present in the mobile phase, the selector employed for the separation of the selectands is either part of the stationary phase or is added to the mobile phase. By the reciprocal principle, the roles of selector and selectand can be reversed. In this contribution in honor of Professor Stig Allenmark, the evolution of the reciprocal principle in chromatography is reviewed and its advantages and limitations are outlined. Various reciprocal scenarios, including library approaches, are discussed in efforts to optimize selectivity in separation science.

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Large‐ring Cyclodextrins

Cited by 18 publications

References 51 publications

Cyclodextrins as multitask agents for metal nano-heterogeneous catalysis: a review

Cyclodextrins as multitask agents for metal nano-heterogeneous catalysis: a review

Pharmaceutical applications of cyclodextrins: basic science and product development

The Reciprocal Principle of Selectand-Selector-Systems in Supramolecular Chromatography †

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