A fluorescence-probe study of the interaction of cycloheptaamylose arenes and amphiphillic molecules

Edwards, Haydn E.; Thomas, J. K.

doi:10.1016/s0008-6215(00)84308-6

Cited by 83 publications

(26 citation statements)

References 15 publications

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“…This suggests that it is the alkyl chain of the surfactant and not its polar head that is being fitted into the PCD toms. Fluorescence probes incorporated into cyclodextrins experience a more hydrophobic environment when surfactants are introduced (10,11). This is consistent with the hydrocarbon tail of the surfactant being within the toms.…”

Section: Resultssupporting

confidence: 70%

Surfactant–cyclodextrin interactions by conductance measurements

Palepu¹,

Reinsborough²

1988

Can. J. Chem.

141

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PALEPU and VINCENT C . REINSBOROUGH. Can. J. Chem. 66, 325 (1988). Conductance measurements were used to identify and to obtain association constants for the complexes formed between cyclodextrins (CD) with emphasis on P-cyclodextrin (PCD), and surfactants such as sodium dodecylsulfate (SDS) and tetradecyltrimethyl ammonium bromide. With both anionic and cationic surfactants, a C D forms predominantly a 2:l CD/surfactant complex while with both PCD and y C D the main species is I: 1. y C D binds much less strongly with surfactants than both a C D and PCD. Cyclodextrins destroy micelles by complexing the surfactant monomers more strongly than they are bound in self-association.RAMAMURTHY PALEPU et VINCENT C. REINSBOROUGH. Can. J. Chem. 66, 325 (1988) On a utilisk des mesures de conductance pour identifier et pour obtenir les constantes d'association des complexes qui se forment entre des cyclodextrines (CD) et des agents de surface, principalement entre la P-CD et le dodCcylsulfate de sodium (DSS), tant au-dessous qu'au-dessus de la concentration micellaire critique. Tant avec les agents de surface anioniques que cationiques, la a-CD forme principalement un complexe 2:l de CD:agent de surface; par ailleurs, les P-et y-CD forment principalement des complexes 1:l. La -y-CD se lie moins fortement que les a-et P-CD avec les agents de surface. Par comparaison avec leurs propres auto-associations, les cyclodextrines complexent avec les agents de surface monomkres plus fortement que les monomkres se complexent avec lui-m&mes et elles dCtruisent ainsi les micelles.[Traduit par la revue]

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Section: Resultssupporting

confidence: 70%

Surfactant–cyclodextrin interactions by conductance measurements

Palepu¹,

Reinsborough²

1988

Can. J. Chem.

141

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“…Similar interactions were reported for polyaromatic hydrocarbons with cyclodextrins and surfactants or alcohols (12,(22)(23)(24)(25)(26)(27)(28)(29)(30). The displacement of water molecules from the cyclodextrin cavity by the surfactant's hydrocarbon tail may lead to a better hydrophobic interaction between xylene and CD, and thus results in a higher formation constant and an increase in solubility.…”

Section: Determination Of Complex Binding Constants Of P-and O-6) Bysupporting

confidence: 78%

“…Due to the almost perfect fit of the para disubstituted aro-(decrease of Gibbs free energy) (31). The displacement of remaining water from the cyclodextrin cavity by a third matic to the a-CD cavity (21), there is no room left for an additional molecule to form a ternary complex, as is the case component as a surfactant or an alcohol is supposed to have the same effect and results in the formation of a stronger with polyaromatic hydrocarbons and b-CD or g-CD (12,(22)(23)(24)(25)(26). The stronger complexed surfactant prevents xylene complex.…”

Section: Determination Of Complex Binding Constants Of P-and O-6) Bymentioning

confidence: 99%

The Effect of Sodium Dodecyl Sulfate and M-α-Cyclodextrin on the Solubility and Partitioning of Xylenes in Aqueous Solutions

Andreaus

Draxler

Marr

et al. 1997

Journal of Colloid and Interface Science

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“…A recent example is the stabilisation of promazine as an inclusion complex with β-cyclodextrin [6]. Other photochemists were attracted quite early to this field of research and initiated studies, which were mostly photophysical in nature [7,8]. The key observation was that the formation of supramolecular complexes of analytes with cyclodextrins (CDs) resulted in an increase of their fluorescence quantum yield or even in the appearance of room temperature phosphorescence (RTP) [9][10][11][12].…”

mentioning

confidence: 99%

Luminescence in organized media and supramolecular interactions:physicochemical aspects and applications

Lerner¹,

Martín²

2000

Analusis

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Introduction Molecular luminescence of analytes in organized media or in supramolecular complexes of cyclodextrinsThe photophysical and photochemical behaviour of molecules complexed to cyclodextrins (CD) is generally different from their behaviour in solution. The first observations in the field were qualitative and were related to the increased stabilisation of labile molecules, mostly drugs, against photodegradation when complexed to natural cyclodextrins [1]. Complexation by CD's was then the preferred subject for those involved in supramolecular chemistry and drug vectorisation techniques [2] as well as in separation techniques [3][4][5]. Stabilization of a molecule against photochemical degradation is still very important in the field of pharmaceutical sciences. A recent example is the stabilisation of promazine as an inclusion complex with β-cyclodextrin [6]. Other photochemists were attracted quite early to this field of research and initiated studies, which were mostly photophysical in nature [7,8]. The key observation was that the formation of supramolecular complexes of analytes with cyclodextrins (CDs) resulted in an increase of their fluorescence quantum yield or even in the appearance of room temperature phosphorescence (RTP) [9][10][11][12]. This enhancement has been used to increase the sensitivity and the selectivity in both luminescence and chromatographic techniques [13-15].We will not say more about RTP with CDs as the subject will be developed in another contribution in the same issue of this Journal. However RTP is also observed in the solubilization of analytes in micellar colloïdal solutions and this field will be reviewed hereunder.These properties have been used to develop analytical techniques, which combine the selectivity of complexation with an enhanced emission [16][17][18][19]. In this way an improvement in the detection limits is obtained in many separation techniques such as HPLC, capillary electrophoresis (CE) or planar chromatography. Furthermore these molecular interactions allow to reveal or to stabilize new molecular forms or to turn species which are normally non-emitting into luminescent ones. All these aspects are reviewed hereunder after a short summary on the nature of the intermolecular interactions, which lie at the heart of these effects. Nature of the interactions between an analyte and a CD or a micelleWithout going into a thorough analysis of the origin of the interactions which exist between molecules in dense media which concern us here, it seems useful to recall the most important factors which should be taken into account when any type of luminescence, fluorescence or phosphorescence is involved.

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A fluorescence-probe study of the interaction of cycloheptaamylose arenes and amphiphillic molecules

Cited by 83 publications

References 15 publications

Surfactant–cyclodextrin interactions by conductance measurements

Surfactant–cyclodextrin interactions by conductance measurements

The Effect of Sodium Dodecyl Sulfate and M-α-Cyclodextrin on the Solubility and Partitioning of Xylenes in Aqueous Solutions

Luminescence in organized media and supramolecular interactions:physicochemical aspects and applications

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