Solution studies of .beta.-cyclodextrin-pyrene complexes under reversed-phase liquid chromatographic conditions:  effect of alcohols as mobile-phase comodifiers

Peña, Arsenio Muñoz de la; Ndou, Thilivhali T.; Anigbogu, Vincent C.; Warner, Isiah M.

doi:10.1021/ac00010a017

Cited by 46 publications

(20 citation statements)

References 42 publications

(26 reference statements)

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“…If this procedure has often been used as described in the original publication [59,[65][66][67], better results are obtained with variants of this method [68,69]. HPLC provides another way for obtaining the complexation constants of analytes with CDs [70,71].…”

Section: What It Takes To Fully Characterize One Inclusion Complexmentioning

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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Section: What It Takes To Fully Characterize One Inclusion Complexmentioning

confidence: 99%

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

Lerner¹,

Martín²

2000

Analusis

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“…Recently, data on the retention behaviour in RP-HPLC, with and without CD in the mobile phase, have been published for monoaromatic compounds, aromatic amines, polyaromatic hydrocarbons, nitrogen heterocycles or aromatic hydroxyl compounds [25]. Several authors have reported the effect on the retention behaviour of the type and concentration of CD added to the mobile phase, and the interaction between the organic solvent and the CD used or the temperature and pH used in the measurements [26][27][28].…”

Section: Introductionmentioning

confidence: 99%

Use of reversed phase high pressure liquid cromatography for the physicochemical and thermodynamic characterization of oxyresveratrol/β-cyclodextrin complexes

Rodríguez-Bonilla

López‐Nicolás

García-Carmona

2010

Journal of Chromatography B

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“…Using the solute retention time and the void time, k values were determined for all J3-CD concentrations at 25 ~ It has been previously demonstrated by several authors that PAHs such as phenanthrene, anthracene and fluoranthene form with 13-CD a complex with a 1:1 (CD:PAH) stoichiometry [11,13] while pyrene exhibits a 2:1 (CD:PAH) stoichiometry with the same macrocycle [5,18]. Firstly, the retention data were analyzed for fluorene, anthracene, phenanthrene and fluoranthene using the two interaction models assuming a 1:1 stoichiometry (x = 1 in Eqs (5) and (9) Table II.…”

Section: Determination Of Stoichiometry and Association Constants Formentioning

confidence: 99%

Chromatographic study of PAH-βCD inclusion complexes using a binary mixture and cyano-stationary phase

et al. 2001

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Key WordsColumn liquid chromatography 13-cyclodextrin polycychc aromatic hydrocarbons cyano-stationary phase complex adsorption SummaryThe retention mechanism of a series of five polycyclic aromatic hydrocarbons (PAHs) in highperformance liquid chromatography (HPLC) was investigated using a cyano-bonded silica column and 13-cyclodextrin as mobile phase additive (0 -7.5 mM). Two different models were proposed to investigate the retention mechanism. The first approach considered the interaction of the CD-PAH complex with the stationary phase negligible (i); the second reflected on this interaction (ii). It appeared that model (ii) described more accurately the retention behavior of the five PAHs in this chromatographic system. The stoichiometry of the 13-CD-PAHs inclusion complexes was found to be 1:1 for fluorene, anthracene, phenanthrene and fluoranthene and 2:1 for pyrene. In addition, the association constants were calculated and are discussed in relation to the PAH structures.

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Solution studies of .beta.-cyclodextrin-pyrene complexes under reversed-phase liquid chromatographic conditions: effect of alcohols as mobile-phase comodifiers

Cited by 46 publications

References 42 publications

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

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

Use of reversed phase high pressure liquid cromatography for the physicochemical and thermodynamic characterization of oxyresveratrol/β-cyclodextrin complexes

Chromatographic study of PAH-βCD inclusion complexes using a binary mixture and cyano-stationary phase

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