Room temperature luminescence of a retinal complex of cyclodextrin

Lerner, Dan A.; Castillo, B. del; Muñoz-Botella, S.

doi:10.1016/s0003-2670(00)82671-9

Cited by 29 publications

(9 citation statements)

References 16 publications

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“…4) also exhibit luminescence at room temperature in the same conditions. The emission spectra display well resolved peaks proving that the micellar phase effectively protects the excited states of the retinoids (λ f = 430 nm for retinal and λ f = 420-450 nm for retinoic acid) [104,105]. This shows that the solubilization of these polyenes is effective in micellar media and that the protection afforded to the excited states by the different organized media is similar.…”

Section: Micelles Structure and Propertiesmentioning

confidence: 84%

“…Retinoic acid and reti-Dossier Luminescence spectroscopy nal emit even more weakly at room temperature in carefully de-oxygenated organic solution [102,103] and it appeared that complexation with CDs should enhance those emissions. The first study to report on the systematic effect of CDs on the luminescence of retinoids appeared in 1989 [104]. The key result is that even retinal could give off a measurable luminescence at room temperature when complexed to various CDs.…”

Section: Enhancement Of the Fluorescence Of Guests Molecules In Cyclomentioning

confidence: 99%

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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: Micelles Structure and Propertiesmentioning

confidence: 84%

Section: Enhancement Of the Fluorescence Of Guests Molecules In Cyclomentioning

confidence: 99%

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

Lerner¹,

Martín²

2000

Analusis

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“…Similarly, the water insoluble and non fluorescent pigment retinal exhibited, after addition of β-CD, a strong emission due to the solubilizing effect after encapsulation in the interior of the β-CD cavity [20].…”

Section: Increase In Molecular Fluorescence Using Cds By Solubilizingmentioning

confidence: 98%

Usefulness of cyclodextrins for detection in molecular fluorescence. Application to xenobiotics and drugs

Prognon¹,

Kasselouri²,

Desroches³

et al. 2000

Analusis

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“…5 But these methods bear great disadvantage that they have low sensitivity. The spectrofluorimetric method has been widely used to the determination of biological samples, 6,7 environmental substances 8,9 and pharmaceutical 10,11 because it is highly sensitive, selective, easily operated and economic. Therefore, developing a simple, rapid, sensitive and selective spectrofluorimetric method for the determination of gemfibrozil is highly desirable.…”

Section: Introductionmentioning

confidence: 99%

Study on the Supramolecular Interaction of β‐Cyclodextrin with Gemfibrozil by Spectrofluorimetry and Its Analytical Application

et al. 2007

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The supramolecular interaction of gemfibrozil with β-cyclodextrin (β-CD) was studied by spectrofluorimetry. The mechanism of the inclusion was discussed by spectrofluoremetry, infrared spectrum and 1 H NMR spectrum.The results showed that a 1∶1 (β-CD∶gemfibrozil) complex was formed with an apparent association constant of 3.844×10 3 L•mol -1 . Based on the enhancement of the fluorescent intensity of gemfibrozil, a spectrofluorimetric method for the determination of gemfibrozil in bulk aqueous solution in the presence of β-CD was developed. The linear range was 3.30 ng•mL -1 -6.00 µg•mL -1 with the detection limit of 0.980 ng•mL -1 . There was no interference from the excipients normally used in tablet composition and the serum main compositions. The proposed method was then successfully applied to the determination of gemfibrozil in capsules and serum.

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Room temperature luminescence of a retinal complex of cyclodextrin

Cited by 29 publications

References 16 publications

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

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

Usefulness of cyclodextrins for detection in molecular fluorescence. Application to xenobiotics and drugs

Study on the Supramolecular Interaction of β‐Cyclodextrin with Gemfibrozil by Spectrofluorimetry and Its Analytical Application

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