Cyclodextrin‐Based Supramolecular Polymers

Harada, Akira; Takashima, Yoshinori

doi:10.1002/9783527639786.ch2

Cited by 62 publications

(79 citation statements)

References 76 publications

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“…Harada et al first reported that α-CyD forms a crystalline complex, with polyethylene glycol (PEG) in which PEG penetrated many cavities of α-CyD [11]. After their discovery, several combinations of CyD and polymers for PPRXs have been developed [12,13]. The unique structures of PPRXs and PRXs have been applied for a new generation of drug delivery systems [14][15][16][17][18][19][20][21][22][23][24].…”

Section: Introductionmentioning

confidence: 99%

Sugar-responsive pseudopolyrotaxanes and their application in sugar-induced release of PEGylated insulin

Seki

Abe

Nakamura

et al. 2015

J Incl Phenom Macrocycl Chem

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We have designed a pseudopolyrotaxane (PPRX), known as a molecular necklace, consisting of phenylboronic acid-modified γ-cyclodextrin (PBA-γ-CyD) and naphthalene-modified polyethylene glycol (Naph-PEG) for developing sugar-responsive insulin delivery systems. Interestingly, structural analyses show that the Naph-PEG/PBA-γ-CyD PPRX obtained by our method was single stranded, whereas ordinary PPRXs using parent γ-CyD were double stranded. The Naph-PEG/PBA-γ-CyD PPRX was poorly water soluble at pH 7.4; however, sugar addition induced disintegration of the PPRX, and the components were dissolved, suggesting that the PBA moiety acts as a sugar sensor. We also have developed a PPRX consisting of Naph-PEG-appended insulin (Naph-PEG-Ins) and PBA-γ-CyD and have confirmed that the release rate of Naph-PEG-Ins was accelerated following sugar addition.

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Section: Introductionmentioning

confidence: 99%

Sugar-responsive pseudopolyrotaxanes and their application in sugar-induced release of PEGylated insulin

Seki

Abe

Nakamura

et al. 2015

J Incl Phenom Macrocycl Chem

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“…However, in the last few years, it was claimed by several studies that CDs can also form non-inclusion complexes, which have the capability to dissolve drugs [26][27][28]. On the other hand, supramolecular assemblies have emerged as an important topic in CD based chemical studies; these assemblies have multiple CD cavities that bind strongly to substrates [29][30][31]. Since we couldn't verify the IC formation clearly, we called the produced complex structures lyophilized complexes (LC).…”

Section: Resultsmentioning

confidence: 99%

Enzymatic behavior of laccase following interaction with γ-CD and immobilization into PCL nanofibers

Canbolat

Savaş

Gültekin

2017

Analytical Biochemistry

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This study examines the effects of CD use on enzymatic activity, following enzyme immobilization into nanofibers. There is almost no research available on the change in enzyme activity following interaction with cyclodextrin and electrospun nanofiber mats together. Laccase enzyme was immobilized into nanofibrous structures by various techniques, with and without γ-CD addition, and the enzymatic activity of the laccase was analyzed. SEM, XRD, and FTIR analyses were used for the characterization of the resulting structures. Our results showed that cyclodextrin use has a positive effect on the enzyme's activity, and increases its stability. The enzymes treated by cyclodextrin showed activation after complex formation trials, and no activation loss or enzyme denaturation was detected. Our conclusions were supported by the enzyme activity test results, which also showed that immobilization by encapsulation methods gave better activity results than layering methods. Another important finding concerned the laccase's stable characteristics that helped to maintain its enzyme activation after the freeze drying process. Among all test groups, the best activity result was recorded by laccase-γ-CD complex encapsulated PCL nanofibers with 96.48 U/mg.

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“…In particular, the hydrophobic cavity of CDs enables them to encapsulate other small molecules and generate inclusion complexes [7], which demonstrate hostguest relationships [8,9]. This remarkable property of encapsulation is very useful for guest molecules applied in many industries such as medicine [10,11], cosmetics [12][13][14], agrochemistry [15], supramolecular chemistry [16][17][18], enzymology [19,20], chromatography [21,22], and catalysis [23][24][25][26][27].…”

Section: Introductionmentioning

confidence: 99%

Selective modifications at the different positions of cyclodextrins: a review ofstrategies

Liu¹,

Zhang²,

Tian³

2020

Turk J Chem

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Cyclodextrins (CDs) are natural, nontoxic, and biodegradable macrocyclic oligosaccharides. As supramolecular hosts, CDs have numerous applications in many aspects. However, nonsubstituted CDs have the disadvantages of solubility, unspecific recognition sites, and weak interactions with guest molecules. Therefore, new CD-based derivatives are successfully designed, synthesized, and widely used in various fields. This contribution outlines the research progress in CD derivatives. In particular, this review emphasizes the synthesis and application of CDs modified through functionalization in definite positions, random substitution, and reconstruction of the skeleton. At the end of this review, a summary and future directions are presented.Recently CDs have a wide range of applications in cancer treatment owing to the particularity of their different ring spaces. CDs could increase the solubility of anticancer flavonoids, such as curcumin and quercetin, which are very poorly soluble in water [41,42]. A novel CD complex of curcumin had superior attributes compared with free curcumin for cellular uptake and for antiproliferative and antiinflammatory activities, preferentially aggregating in the pancreas and possessing strong anticancer activity against pancreatic or tubulin surface cancer cells [41,43]. Similarly, the solubility of quercetin could be improved linearly with the increasing molality of CDs at the same temperature [44]. Selective modifications of CDs at definite positions Monosubstitution of CDsWhen natural CDs are unsuitable for a particular application, chemists begin to modify CDs to allow their derivatives to perform their intended function. To pursue an increasingly perfect structure, the idea of monosubstituted CD derivatives was conceived. However, the direct synthesis of single-isomer CD derivatives is challenging [45]. A single substitution has three possible isomers (Figure 2).

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Cyclodextrin‐Based Supramolecular Polymers

Cited by 62 publications

References 76 publications

Sugar-responsive pseudopolyrotaxanes and their application in sugar-induced release of PEGylated insulin

Sugar-responsive pseudopolyrotaxanes and their application in sugar-induced release of PEGylated insulin

Enzymatic behavior of laccase following interaction with γ-CD and immobilization into PCL nanofibers

Selective modifications at the different positions of cyclodextrins: a review ofstrategies

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