1996
DOI: 10.1039/p29960000965
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Fluorescence detection of the electrostatic interactions in the molecular recognition between protonated amino-cyclodextrins and some anilinonaphthalenesulfonate anions

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Cited by 24 publications
(12 citation statements)
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“…From ROESY data and the estimation of the microscopic constants, it was concluded that the complexation behavior of TNS with bCD was regulated by polarity factors (short-range forces), while both polarity and electrostatic interactions (between the positively charged amino group and the negatively charged sulfonate moiety) regulated it in the case of bCDNH 2 . Similar results were obtained by Yoshida et al for the complexation of TNS and two analogues (N-methyl-2-anilinonaphthalene-6-sulfonate, MANS and 1-anilinonaphthalene-8-sulfonate, 1,8-ANS) by monosubstituted diamino-b-cyclodextrin derivatives [15].…”
Section: Introductionsupporting
confidence: 88%
“…From ROESY data and the estimation of the microscopic constants, it was concluded that the complexation behavior of TNS with bCD was regulated by polarity factors (short-range forces), while both polarity and electrostatic interactions (between the positively charged amino group and the negatively charged sulfonate moiety) regulated it in the case of bCDNH 2 . Similar results were obtained by Yoshida et al for the complexation of TNS and two analogues (N-methyl-2-anilinonaphthalene-6-sulfonate, MANS and 1-anilinonaphthalene-8-sulfonate, 1,8-ANS) by monosubstituted diamino-b-cyclodextrin derivatives [15].…”
Section: Introductionsupporting
confidence: 88%
“…23b A reasonable explanation is that the anilino residue in ANS participates in the inclusion complexation with b-cyclodextrin, although its size is smaller than the volume of the b-cyclodextrin cavity (262 Å 3 ). 25,26 If so, the self-including propyl group in 3 may adjust the effective space of its cavity and 3 affords more stable complexation with ANS than does native b-cyclodextrin. The present results indicate that the hydrophobic subsituent can serve not only as a competitive group, but also as an adjuster of the cavity size.…”
Section: Binding Constants and Molecular Recognitionmentioning
confidence: 99%
“…The fluorescence intensity of bisphenol A increased with the amount of PEICD and a slight blue shift in max was observed. The increase in the fluorescence intensity by the encapsulation of organic molecules into the CD's cavity has been reported[16]. These results suggested that the PEICD polymer can encapsulate the bisphenol A into its cavity.…”
mentioning
confidence: 68%
“…The monotosylation of ␤-CD (CDOTs) at the 6-position was synthesized by a reported procedure [15,16]. The CDOTs were formed by reaction of ␤-CD (25 g, 22 mmol) with toluene-p-sulfonyl chloride (12.5 g, 66 mmol) in pyridine (100 ml) at 0 • C for 2 h. The resulting CDOTs were purified by recrystallization from water and a butanol-ethanol-water (5:4:3, v/v/v) mixed solvent.…”
Section: Synthesis Ofˇ-cd-immobilized Branched Poly(ethyleneimine)mentioning
confidence: 99%