Search results for "Chiral stationary phase"
showing 5 items of 5 documents
Reversed phase liquid chromatography for the enantioseparation of local anaesthetics in polysaccharide-based stationary phases. Application to biodeg…
2020
[EN] A comprehensive study on the chiral separation of bupivacaine, mepivacaine, prilocaine and propanocaine with eight commercial polysaccharide-based chiral stationary phases (CSPs) in reversed phase conditions compatible with MS detection is performed. Methanol and acetonitrile are used as organic modifiers. Retention and resolution values obtained for each compound in the different CSPs and mobile phases are compared. The polysaccharide-based CSPs tested present different enantioselectivity towards the analytes. From the results, the experimental conditions for determining the enantiomers of bupivacaine, mepivacaine, prilocaine and propanocaine in saline aqueous samples using MS detecti…
Enantiomerization of an inherently chiral resorcarene derivative: determination of the interconversion barrier by computer simulation of the dynamic …
2001
Abstract The inherently chiral tetrabenzoxazine resorcarene derivative 1 shows characteristic plateau-formation during enantioselective HPLC separation on the chiral stationary phase Chiralpak AD. By computer assisted peak form analysis of the elution profiles, obtained from temperature dependent dynamic HPLC (DHPLC) experiments, with ChromWin, the enantiomerization barrier Δ G # (298 K)=92±2 kJ mol −1 and the activation parameters Δ H # =53.0±1.8 kJ mol −1 and Δ S # =−131±14 J (K mol) −1 were determined.
Comparative enantioseparation of planar chiral ferrocenes on polysaccharide‐based chiral stationary phases
2022
Planar chiral ferrocenes are well-known compounds that have attracted interest for application in synthesis, catalysis, material science, and medicinal chemistry for several decades. In spite of the fact that asymmetric synthesis procedures for obtaining enantiomerically enriched ferrocenes are available, sometimes, the accessible enantiomeric excess of the chiral products is unsatisfactory. In such cases and for resolution of racemic planar chiral ferrocenes, enantioselective high-performance liquid chromatography (HPLC) on polysaccharide-based chiral stationary phases (CSPs) has been used in quite a few literature articles. However, although moderate/high enantioselectivities have been ob…
Comparative modelling study on enantioresolution of structurally unrelated compounds with amylose-based chiral stationary phases in reversed phase li…
2020
[EN] Polysaccharide-based chiral stationary phases (CSPs) are the most used chiral selectors in HPLC. These CSPs can be used in normal, polar organic and aqueous-organic mobile phases. However, normal and polar organic mobile phases are not adequate for chiral separation of polar compounds, for the analysis of aqueous samples and for MS detection. In these situations, reversed phase conditions, without the usual non-volatile additives incompatible with MS detection, are preferable. Moreover, in most of the reported chiral chromatographic methods, retention is too large for routine work. In this paper, the chiral separation of 53 structurally unrelated compounds is studied using three commer…
Enantioseparations with polysaccharide-based chiral stationary phases in HPLC. Application to the enantioselective evaluation of the biodegradability…
2023
The chiral nature of living systems has obvious implications for the biologically active compounds that interact with them. At the molecular level, chirality represents an intrinsic property of the essential building blocks of life, such as amino acids and sugars, and therefore, of peptides, proteins, enzymes, carbohydrates, nucleosides and a number of alkaloids and hormones. As a consequence, processes mediated by biological systems are stereochemistry-sensitive, and a pair of enantiomers can have different effects on living organisms. The scientific community has been studying the implications of chirality for life for more than a century. Today, it is still a topic of active research and…