The Role of Temperature in Enantioseparation of Norgestrel with Native Cyclodextrins: A Combined LC and NMR Study

Berta, Renáta; Szakács, Zoltán; Babják, M; Gazdag, M.

doi:10.1365/s10337-010-1511-3

Cited by 3 publications

(2 citation statements)

References 49 publications

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“…The derivatization of the hydroxyl groups on the external rims leads to CD derivatives with higher solubility, different depth of cavity, different interaction sites, etc. The use of CDs as CMPA is also justified by the fact that they are no UV‐absorbing and they have good solubility in aqueous/polar organic mobile phase . Another class of CSs, related to CD and considered as the most powerful for chiral separations, is represented by polysaccharide derivatives (e.g.…”

Section: Chiral Selectorsmentioning

confidence: 99%

Enantiomeric separations by means of nano‐LC

Rocco

Maruška

Fanali³

2013

J of Separation Science

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Enantiomers represent a class of compounds extensively investigated since they can show totally different behaviors when they interact with a chiral environment. Because of their identical chemical structure (they differ only in the spatial arrangement of the atoms in the molecule), the separation of optical isomers is a challenging task of analytical chemistry. So far employed methods for the separation of enantiomers are mainly based on chromatography. CE as well was considered as an analytical technique suitable for chiral separations, characterized by high efficiency and low consumption of reagent. Recently, miniaturization was introduced in LC to answer the needs to perform analyses in the minimum time, to use the smallest amount of samples and to reduce environmental pollution. Nano-LC represents nowadays a valid alternative to the abovementioned conventional analytical techniques, and can be advantageously exploited for enantiomeric separation especially because it needs minute amounts of the chiral material necessary to carry out enantiomeric separations. This review describes the development and applications of nano-LC in the field of chiral separations. The data reported in literature show its relevance for the study enantiomers-chiral selectors interaction, as well as for application in pharmaceutical and clinical research.

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Section: Chiral Selectorsmentioning

confidence: 99%

Enantiomeric separations by means of nano‐LC

Rocco

Maruška

Fanali³

2013

J of Separation Science

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“…Thermodynamic study is a routine method to investigate chiral recognition mechanisms [44][45][46][47][48]. When ethanol was used as a polar modifier, enantioseparation could not be obtained in most cases, but plots of ln k against 1/T showed good linearity.…”

Section: Thermodynamic Studymentioning

confidence: 99%

Reversal of Elution Order between Enantiomers of Binaphthol on an Immobilized Polysaccharide-Based Chiral Stationary Phase

et al. 2011

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Enantioseparation of 1,1 0 -bi-2-naphthol (BINOL) was performed on an immobilized polysaccharide-based chiral stationary phase (CSP), Chiralpak IA, in the normalphase mode. The effects of polar modifier in the mobile phase and column temperature on retention, enantioseparation, and elution order were investigated. An interesting reversal of elution order for BINOL was observed. When ethanol was used as a polar modifier, R-BINOL was eluted first with marginal enantioseparation. Excellent enantioseparation was obtained when ethanol was replaced by 1-propanol, and S-BINOL was eluted first, this effect being retained with 2-butanol, 1-butanol, 1-pentanol or 1-hexanol as the modifier. When isoamyl alcohol was used, reversal of elution order was again observed, i.e., R-BINOL eluted first with marginal enantioseparation, similar to the case of ethanol. When cyclohexanol and cyclopentanol were used, R-BINOL was still eluted first, but enantioseparation was as good as with 1-propanol as the modifier. This is the first report of large enantioseparation obtained in both elution orders for a given selector/selectant system. A retention model based on stoichiometric displacement theory for retention (SDT-R) was investigated to fit the chromatographic data. The reason for solvent-induced reversal of elution order was elucidated based on a derivation of the retention model. Reversal of elution order for BINOL induced by the content of isoamyl alcohol was also predicted based on the model and confirmed by experiment.

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Recentchiral selectors for separation in HPLC and CE

2012

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Enantiomers (stereoisomers) can exhibit substantially different properties if present in chiral environments. Since chirality is a basic property of nature, the different behaviors of the individual enantiomers must be carefully studied and properly treated. Therefore, enantioselective separations are a very important part of separation science. To achieve the separation of enantiomers, an enantioselective environment must be created by the addition of a chiral selector to the separation system. Many chiral selectors have been designed and used in various fields, such as the analyses of drugs, food constituents and agrochemicals. The most popular have become the chiral selectors and/or chiral stationary phases that are of general use, i.e., are applicable in various separation systems and allow for chiral separation of structurally different compounds. This review covers the most important chiral selectors / chiral stationary phases described and applied in high performance liquid chromatography and capillary electrophoresis during the period of the last three years (2008–2011).

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The Role of Temperature in Enantioseparation of Norgestrel with Native Cyclodextrins: A Combined LC and NMR Study

Cited by 3 publications

References 49 publications

Enantiomeric separations by means of nano‐LC

Enantiomeric separations by means of nano‐LC

Reversal of Elution Order between Enantiomers of Binaphthol on an Immobilized Polysaccharide-Based Chiral Stationary Phase

Recentchiral selectors for separation in HPLC and CE

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