Estimation of association constants between oral malodor components and various native and derivatized cyclodextrins

Lantz, Andrew W.; Rodríguez, Michael; Wetterer, Sean M.; Armstrong, Daniel W.

doi:10.1016/j.aca.2005.10.005

Cited by 37 publications

(9 citation statements)

References 11 publications

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“… CD: cyclodextrin; HP-α-CD: 2-hydroxypropyl-α-cyclodextrin; HP-β-CD: 2-hydroxypropyl-β-cyclodextrin; HP-γ-CD: 2-hydroxypropyl-γ-cyclodextrin; δ: chemical shift; D: diffusion coefficient. a [ 94 ], b [ 77 ], c [ 97 ], d [ 95 ], e [ 14 ], f [ 96 ]. …”

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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“…Several authors have shown that 1 H‐NMR can be used to validate cyclodextrin's size‐enclosing mechanism through concentration dependent NMR “titration” studies . In the current experiment, a procedure, similar to that detailed by Hao et al, was followed.…”

Section: Resultsmentioning

confidence: 99%

Chemistry of the interactions of acetaldehyde scavengers for poly(ethylene terephthalate)

Mrozinski

Kim

Lofgren

et al. 2013

J of Applied Polymer Sci

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The acetaldehyde (AA) scavenging mechanisms of anthranilamide, metaxylenediamine (MXDA), and alpha-cyclodextrin were investigated through a combination of proton nuclear magnetic resonance ( 1 H-NMR) and mass spectrometry techniques. AA was found to react with the amide and amine groups of anthranilamide to produce a two-ring structure with water as a byproduct. MXDA possesses two terminal, primary amines that make it difunctional. The aldehyde group of AA reacts with each primary amine to create an imine group and water. The imine groups were found to act as chromophores, supporting the results of previous work with poly (ethylene terephthalate). The AA scavenging mechanism for alpha-cyclodextrin was determined through concentration dependent NMR experiments. As the concentration of alpha-cyclodextrin was increased, the chemical shifts of AA's protons increased until a saturation point was reached at a molar ratio of one to one. This indicates that each alpha-cyclodextrin accommodates one AA molecule through hydrogen bonding and a size-enclosure mechanism.

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“…One possibility to reduce the amount of malodor forming agents is their complexation in the oral cavity. To investigate this problem, association constants between oral malodor components (including nine organic acids and six AAs) and native and derivatized CDs have been estimated by Lantz et al [72]. In their study they employed NMR titration and CZE for the quantification of these substances.…”

Section: Organic Acids In Samples Of Biological and Clinical Originmentioning

confidence: 99%

Determination of organic acids by CE and CEC methods

Klampfl

2007

Electrophoresis

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A comprehensive overview of the analysis of low-molecular-mass organic acids employing electromigration methods in the capillary format is given. This review includes papers published since 2003 and can be seen as an update of the review paper published by Galli et al. in 2003. Tables included in this review contain application papers describing the determination of organic acids from a variety of fields like the analysis of food and beverages, environmental samples, samples from clinical origin, and from natural products.

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Estimation of association constants between oral malodor components and various native and derivatized cyclodextrins

Cited by 37 publications

References 11 publications

Characterization of Cyclodextrin/Volatile Inclusion Complexes: A Review

Characterization of Cyclodextrin/Volatile Inclusion Complexes: A Review

Chemistry of the interactions of acetaldehyde scavengers for poly(ethylene terephthalate)

Determination of organic acids by CE and CEC methods

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