Inclusion Complex Formation of γ-Cyclodextrin. One Host-Two Guest Complexation with Water-soluble Dyes in Ground State

Hirai, Hidefumi; Toshima, Naoki; Uenoyama, Satoshi

doi:10.1246/bcsj.58.1156

Cited by 76 publications

(28 citation statements)

References 14 publications

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“…Some representative studies are cited. [94][95][96][97][98][99][100][101][102][103][104][105][106][107][108][109][110] Three-component CyD complexes are known. Several workers have investigated ternary complexes composed of a CyD, a guest, and an alcohol that seems to function as a "space-regulator" by optimizing the fit of the guest to the CyD cavity.…”

Section: Stoichiometric Ratiosmentioning

confidence: 99%

The Stability of Cyclodextrin Complexes in Solution

1997

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Section: Stoichiometric Ratiosmentioning

confidence: 99%

The Stability of Cyclodextrin Complexes in Solution

1997

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“…It is found that CR, like many azo dyes [29][30][31][32][33], has a strong tendency to aggregate. As shown by the UV-Vis spectral changes of CR in its small concentration (3.5×10 -5 M), CR molecules form face-to-face aggregates with zero or very little offset [34].…”

Section: Adsorption Of Cr On Cellulosementioning

confidence: 99%

Kinetics and thermodynamics of adsorption of congo red on cellulose

Samiey

Dargahi

2010

Open Chemistry

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Thermodynamics and kinetics of adsorption of congo red (CR) on cellulose are studied at 308-328 K. In the used concentration range of CR, interaction of CR with cellulose is exothermic and CR molecules adsorb chemically on cellulose surface. The effects of contact time, temperature and initial concentration of CR on kinetics of its adsorption on cellulose were investigated. The process proceeds according to the pseudo-second-order equation. Initial adsorption rate of adsorption is first-order in CR and the intraparticle diffusion of CR molecules within cellulose is identified as the main rate-limiting step.

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“…found from the study using induced circular dichroism that β and γ CD form the 1:1 complexes with CR in water. 7,8) By using 1 H NMR spectrometry and 13 C NMR spectrometry, 9) it was confirmed that the benzene ring moiety of p nitrophenol or p nitrophenolate was included into the cavity of α CD, and it was reported that 1 Hs' chemical shifts of p nitrophenolate were observed with the addition of α CD and β CD. 10) NMR studies of aqueous solutions of γ CD and the azo dye CR show distinct, concentration independent 1 H NMR signals and that a very stable 1:1 pseudorotaxane is formed.…”

mentioning

confidence: 96%

Dospectral Analyses of Interaction between Congo Red and Cyclodextrins at Various pH

Kobayashi¹,

Miwa²,

Tanaka³

et al. 2008

J. Appl. Glycosci.

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In our previous paper, 1) we reported the comparative spectral analyses of 0.014 mM CR with 4% concentration of CDs. Beyond a certain concentration of CDs, the spectra of CR were not changed. Therefore, this time, we used 0.02 mM CR and various concentrations of CDs to obtain further information on the interaction of CR with CDs. Moreover, we found that absorption spectra of CR were changed by the addition of cyclodextrins at pH 5.0.As for spectrophotometry by visible light, it was demonstrated that methyl orange formed an inclusion complex with CDs in a dissolved state and various color changes were observed with the addition of CDs and ethanol. As for the complex formation of CR with CDs, there are several reports.5 9) It is reported that the raman optical activity (ROA) spectra of CR with γ cyclodextrin were measured at the concentration of 0.05 mM (CR) and 5 mM (γ CD), and that the ROA spectra may reflect the difference in the positions of the SO3 groups in the guest molecules.5) It is revealed that the phenomenon of induced optical activity denotes the induction of optical activity in the molecules of an achiral compound when it is in contact with the molecules of a chiral compound, and that the main consequence of this interaction is asymmetric perturbation of the electronic transitions of the chromophore by the field of the inducer to be exhibited in the optical rota- Abstract: The absorbance of 500 nm of various concentration of cyclodextrin (CD) containing 0.02 mM congo red (CR) solution were obtained. The absorbance was plotted toward the concentration of CDs to obtain curves showing the relation of the variation of the absorbance to the concentration of CDs. In the case of the α-CD series (α-CD, G1-α-CD and G2-α-CD), the absorbance increased in accordance with the CDs concentration, and the increasing ratio of G2-α-CD was considerably higher than those of α-and G1-α-CD. On the other hand, in the case of the β-CD and γ-CD series, the absorbance curves showed that they reached a plateau at a certain concentration. It was almost same among the β-CD series. A certain interaction, which was maximum at a ratio less than CR: β-CD 1:250, might occur between CR and β-CD, except inclusion complex formation. The absorbance curves for the γ-CD series showed that it reached a plateau at a considerably lower concentration than that of β-CD. The formation ratio of CR: γ-CD complex was calculated as 1:2 at pH 5.0. We inferred that cavity size and the character of CDs affected accessing style to CR molecules and that the CR molecule was unable to access α-CD because the cavity size was too small to incorporate a CR molecule. The cavity of β-CD may be able to attract a CR molecule, but is unable to incorporate it. The cavity of γ-CD may be able to incorporate a CR molecule. As a conclusion, the α-and β-CD series were able to interact with CR molecules except in inclusion complexes, whereas, the γ-CD series were able to form inclusion complexes. In the NMR spectroscopy of CR in CDs containing D2O, the 1 H NMR profile of...

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Inclusion Complex Formation of γ-Cyclodextrin. One Host-Two Guest Complexation with Water-soluble Dyes in Ground State

Cited by 76 publications

References 14 publications

The Stability of Cyclodextrin Complexes in Solution

The Stability of Cyclodextrin Complexes in Solution

Kinetics and thermodynamics of adsorption of congo red on cellulose

Dospectral Analyses of Interaction between Congo Red and Cyclodextrins at Various pH

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