Interaction of Fragrance Materials With 2‐Hydroxypropyl‐β‐Cyclodextrin by Static and Dynamic Head‐space Methods

Saito, Yoshihiro; Tanemura, Izumi; Sato, Takatoshi; Ueda, Hitoshi

doi:10.1046/j.1467-2494.1999.203156.x

Cited by 17 publications

(5 citation statements)

References 11 publications

(17 reference statements)

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“… CD: cyclodextrin; CRYSMEB: low methylated-β-cyclodextrin; RAMEB: randomly methylated-β-cyclodextrin; HP-β-CD: 2-hydroxypropyl-β-cyclodextrin; SBE-β-CD: sulfobutylether-β-cyclodextrin. a [ 2 ], b [ 45 ], c [ 53 ], d [ 51 ], e [ 54 ], f [ 55 ], g [ 43 ], h [ 49 ], i [ 56 ], j [ 57 ], k [ 44 ], l [ 58 ], m [ 47 ], n [ 50 ], o [ 17 ], p [ 52 ], q [ 49 ], r [ 59 ], s [ 60 ]. …”

Section: Figurementioning

confidence: 99%

Characterization of Cyclodextrin/Volatile Inclusion Complexes: A Review

2018

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Cyclodextrins (CDs) are a family of cyclic oligosaccharides that constitute one of the most widely used molecular hosts in supramolecular chemistry. Encapsulation in the hydrophobic cavity of CDs positively affects the physical and chemical characteristics of the guests upon the formation of inclusion complexes. Such a property is interestingly employed to retain volatile guests and reduce their volatility. Within this scope, the starting crucial point for a suitable and careful characterization of an inclusion complex is to assess the value of the formation constant (Kf), also called stability or binding constant. This task requires the application of the appropriate analytical method and technique. Thus, the aim of the present paper is to give a general overview of the main analytical tools used for the determination of Kf values for CD/volatile inclusion complexes. This review emphasizes on the advantages, inconvenients and limits of each applied method. A special attention is also dedicated to the improvement of the current methods and to the development of new techniques. Further, the applicability of each technique is illustrated by a summary of data obtained from the literature.

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Section: Figurementioning

confidence: 99%

Characterization of Cyclodextrin/Volatile Inclusion Complexes: A Review

2018

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“…Equilibrium established between dissociated and associated species can be expressed by the stability (association or equilibrium) constant and designed as K s or K a or K 1:1 (Szejtli 1998). These constants may be determined by several methods, e.g., phase solubility studies (Waleczek et al 2003;Daletos et al 2008), NMR, UV-VIS, HPLC (Cabral-Marques 1994a, b), TLC (Lederer and Leipzig-Pagani 1996), and static headspace method (Saito et al 1999). The CD association with the drug (D) or guest molecules and the dissociation of the formed inclusion complexes are governed by a thermodynamic equilibrium showed by the following equations (Szejtli 1998):…”

Section: Phase Solubility Studiesmentioning

confidence: 99%

Cyclodextrins

Couto¹,

Salústio²,

Cabral-Marques³

2014

Polysaccharides

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Cyclodextrins (CDs) were first isolated in 1891 as degradation products of starch from a medium of Bacillus amylobacter. They are cyclic water-soluble, nonreducing, macrocycle carbohydrate polymers constructed from a-(1-4)-linked D-glucopyranose units (naturally occurring a, b, and g formed by 6, 7, and 8 glucose units), in a ring formation and present a toroidal, hollow, truncated cone shape. Their most important property is the ability to establish specific interactions -molecular encapsulation -with various types of molecules through the formation of non-covalently bonded entities, either in the solid phase or in aqueous solution, taking up a whole molecule, or some part of it, into their cavities. This process in part mimics the "lock and key" mechanism of enzyme catalysis. Complexation may cause changes in physicochemical properties of the guest molecule (e.g., solubility, stability, kinetics and bioavailability, toxicity). Their negligible cytotoxic effects promoted them to the GRAS list and led them to be widely used in many industrial products and technologies.

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“…There are few references in literature in which HSGC is used for determining stability constants of different compounds with CDs [28][29][30][31][32][33] and especially for VOCs [15][16][17]. The stability constants for the inclusion of VOCs with ␣-CD, ␤-CD, HPBCD, CRYSMEB and RAMEB in aqueous solution were determined at 30 • C.…”

Section: Formation Constantsmentioning

confidence: 99%