Investigation on the inclusion behavior of neutral red with β-cyclodextrin, hydroxypropyl-β-cyclodextrin and sulfobutylether-β-cyclodextrin

Zhang, Guomei; Shuang, Shaomin; Zhao, Dong; Dong, Chuan; Pan, Jing-Hao

doi:10.1016/s0003-2670(02)01016-4

Cited by 43 publications

(15 citation statements)

References 20 publications

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“…Under deoxygenated solvent conditions, CDs can enhance the room temperature phosphorescence (RTP) of various compounds such as 6-bromo-2-naphthol derivatives [8][9][10][11], polynuclear aromatic hydrocarbons [12,13], or acid-base indicators such as neutral red [14]. In the case of some exceptional, well-protected complexes strong RTP signals can even be observed without deoxygenation [15].…”

Section: Introductionmentioning

confidence: 99%

Enantioselective detection of chiral phosphorescent analytes in cyclodextrin complexes

García-Ruiz

Scholtes

Ariese

et al. 2005

Talanta

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Inclusion complexes between camphorquinone (CQ) and cyclodextrins (CDs) in deoxygenated aqueous solutions are shown to exhibit relatively strong room temperature phosphorescence (RTP). Among the various CDs tested, ␣-CD showed the strongest RTP signals. Interestingly, these signals differed significantly for the two enantiomers of CQ; the phosphorescence lifetime of (+)-CQ was about four times longer than that of (−)-CQ, being 352 ± 16 and 89 ± 6 s, respectively. This enantiomeric selectivity is attributed to a difference in dissociation rates (competing with the radiative emission process) for the diastereoisomeric inclusion complexes dealt with, which have a 2:1 stoichiometry (␣-CD:CQ:␣-CD). Time-resolved RTP detection using different delay times enables the determination of the two enantiomers in a mixture without involving a separation technique. The minimum detectable fraction of (+)-CQ in a 2 mM sample was 13%.

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Section: Introductionmentioning

confidence: 99%

Enantioselective detection of chiral phosphorescent analytes in cyclodextrin complexes

García-Ruiz

Scholtes

Ariese

et al. 2005

Talanta

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“…When p-SCX4 complexed with L-Tyr, it was obvious that H d of L-Tyr moved significant downfield in the p-SCX4, which is the result of the deshielding effect by the p-SCX4. This phenomenon may attribute to the effect between the anionic sulfonyl group-SO 3 -of p-SCX4 and the cationic amino group-NH 3 ? of L-Tyr.…”

Section: Resultsmentioning

confidence: 99%

“…The host compounds such as cyclodextrins [3] or calixarenes [4] are able to include small molecules, which result in remarkable variations in photophysical and photochemical properties of the guest because of the microenvironmental difference between the hosts interior and the solvent medium. Calixarene are bowl-shaped macrocycles host endowed with a cavity able to host a great variety of guests [5,6], from apolar compounds such as fullerenes [7] to charged molecules such as metallic cations [8,9], organic ammonium cations [10,11], organic and inorganic anions [12,13].…”

Section: Introductionmentioning

confidence: 99%

Study on the intermolecular complexation behavior between p-sulfonatocalix[4]arene with l-tyrosine

Zhang

Zhao

et al. 2011

J Incl Phenom Macrocycl Chem

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The formation of the complexation behavior of host molecules water-soluble p-sulfonatocalix[4]arene (p-SCX4) with L-tyrosine (L-Tyr) guest molecule has been studied by spectrophotometric including fluorescence and nuclear magnetic resonance (NMR) spectroscopy. Experimental conditions including concentration of p-SCX4 and medium acidity were investigated in detail. The results showed that p-SCX4 forms 1:1 complexes with L-Tyr in water. Their stability constant determined by spectrofluorometric titration is 15761 L mol. Moreover, to obtain information about the binding mechanism of the interaction, 1 H NMR studies were carried out showing that the water-soluble p-SCX4 was found to be able to complex the aromatic L-Tyr, and the part of benzene ring of amino acid penetrated into the hydrophobic cavity of calix[4]arene and charged aliphatic chain of L-Tyr stick out of the cavity. In addition, the thermodynamic parameters for the complexation of p-SCX4 with L-Tyr were determined through Van't Hoff analysis. The obtained data further confirmed the binding mode of p-SCX4 with L-Tyr. The related mechanism is proposed to explain the complexation processes.

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“…The stability constant (K S ) for the inclusion complex can be determined by fluorescence spectra. According to Zhang et al [18], if an inclusion complex with host-guest ratio of 1:1 was formed, the stability constant of the inclusion complex can be determined from fluorescence emission spectra following the next equation:…”

Section: Determination Of Stability Constantmentioning

confidence: 99%

Complexation thermodynamics between butyl rhodamine B and calix[n]arenesulfonates (n=4, 6, 8)

Chen

Shang

Liu

et al. 2011

The Journal of Chemical Thermodynamics

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Investigation on the inclusion behavior of neutral red with β-cyclodextrin, hydroxypropyl-β-cyclodextrin and sulfobutylether-β-cyclodextrin

Cited by 43 publications

References 20 publications

Enantioselective detection of chiral phosphorescent analytes in cyclodextrin complexes

Enantioselective detection of chiral phosphorescent analytes in cyclodextrin complexes

Study on the intermolecular complexation behavior between p-sulfonatocalix[4]arene with l-tyrosine

Complexation thermodynamics between butyl rhodamine B and calix[n]arenesulfonates (n=4, 6, 8)

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