Monomeric and polymeric chiral surfactants as pseudo-stationary phases for chiral separations

1997 ◽  
Vol 18 (6) ◽  
pp. 853-872 ◽  
Author(s):  
Shahab A. Shamsi ◽  
Isiah M. Warner
Keyword(s):  
Stationary Phases ◽  
Chiral Separations ◽  
Chiral Surfactants

scholarly journals Recent Advances in Chiral Analysis of Proteins and Peptides

Separations ◽  
2021 ◽  
Vol 8 (8) ◽  
pp. 112
Author(s):  
Marine Morvan ◽  
Ivan Mikšík
Keyword(s):  
Amino Acids ◽  
Stationary Phases ◽  
Enzymatic Digestion ◽  
Chiral Separations ◽  
Biological Compounds ◽  
Health And Disease ◽  
Electrophoretic Techniques ◽  
A Site ◽  
Future Work ◽  
Proteins And Peptides

Like many biological compounds, proteins are found primarily in their homochiral form. However, homochirality is not guaranteed throughout life. Determining their chiral proteinogenic sequence is a complex analytical challenge. This is because certain D-amino acids contained in proteins play a role in human health and disease. This is the case, for example, with D-Asp in elastin, β-amyloid and α-crystallin which, respectively, have an action on arteriosclerosis, Alzheimer's disease and cataracts. Sequence-dependent and sequence-independent are the two strategies for detecting the presence and position of D-amino acids in proteins. These methods rely on enzymatic digestion by a site-specific enzyme and acid hydrolysis in a deuterium or tritium environment to limit the natural racemization of amino acids. In this review, chromatographic and electrophoretic techniques, such as LC, SFC, GC and CE, will be recently developed (2018–2020) for the enantioseparation of amino acids and peptides. For future work, the discovery and development of new chiral stationary phases and derivatization reagents could increase the resolution of chiral separations.

Memory effect of diethylamine mobile phase additive on chiral separations on polysaccharide stationary phases

Chirality ◽  
2004 ◽  
Vol 16 (8) ◽  
pp. 493-498 ◽  
Author(s):  
Rodger W. Stringham ◽  
Kenneth G. Lynam ◽  
Barbara S. Lord
Keyword(s):  
Memory Effect ◽  
Mobile Phase ◽  
Stationary Phases ◽  
Chiral Separations ◽  
Mobile Phase Additive

Synthesis and Characteristic of Molecularly Imprinted Polymer Immobilized Mesoporous Silica Sphere for Selective Binding of S-Naproxen

2008 ◽  
Vol 47-50 ◽  
pp. 890-893
Author(s):  
Nai Ci Bing ◽  
Zhen Tian ◽  
Sheng Wen Chen ◽  
Qing Hua Li ◽  
Zheng Liang Xu
Keyword(s):  
Mesoporous Silica ◽  
Binding Capacity ◽  
Stationary Phases ◽  
Chiral Separations ◽  
Silica Sphere ◽  
Template Molecule ◽  
Structural Morphology ◽  
Molecularly Imprinted ◽  
Surface Imprinting Technique ◽  
Mesoporous Silica Sphere

Molecularly imprinted composite materials (PM) selective to S-naproxen were prepared in the surface of mesoporous silica sphere (SBA-15) by surface imprinting technique. FT-IR, SEM and surface area analysis were used to study the structural morphology of PM and MIPs particles and probe the incorporation of polymer into the SBA-15 framework. The results revealed that PM showed better binding affinity and selectivity to the template molecule than MIPs and the maximum saturated binding capacity of PM to S-naproxen and R-naproxen was about 10.3332 and 6.0063µmol·g-1. Meanwhile, we achieve a reference strategy for the development of molecularly imprinting polymer for drugs and to handle forms in certain applications such as chromatographic stationary phases for chiral separations.

Derivatized vancomycin stationary phases for LC chiral separations

Talanta ◽  
1996 ◽  
Vol 43 (10) ◽  
pp. 1767-1782 ◽  
Author(s):  
A BERTHOD ◽  
U NAIR ◽  
C BAGWILL ◽  
D ARMSTRONG
Keyword(s):  
Stationary Phases ◽  
Chiral Separations

scholarly journals Liquid chromatographic enantioseparation of thalidomide and its derivatives on cyclodextrin-bonded stationary phases

2018 ◽  
Vol 91 (2) ◽  
pp. 99-106
Author(s):  
Szabó-Zoltán István ◽  
Foroughbakhshfasaei Mohammadhassan ◽  
Dobó Máté ◽  
Noszál Béla ◽  
Tóth Gergő
Keyword(s):  
Acetic Acid ◽  
Stationary Phase ◽  
Flow Rate ◽  
Chiral Separation ◽  
Stationary Phases ◽  
Reversed Phase ◽  
Chiral Separations ◽  
Column Temperature ◽  
Bonded Stationary Phases ◽  
Chiral Interactions

Abstract The chiral separation of three racemic immunomodulatory drugs, thalidomide, pomalidomide and lenalidomide was studied, using three cyclodextrin bonded stationary phases (β-, hydroxypropyl-β- and carboxymethyl-β-CD) in reversed-phase and polar organic mode. In polar organic mode, using acetonitrile and methanol, no chiral separation was observed. In reversed-phase mode pomalidomide showed chiral interactions with all selectors, while lenalidomide showed no chiral interactions with any of the cyclodextrins employed. Thalidomide showed chiral interactions with β-and carboxymethyl-β-CD, only. Based on these observations it can be concluded that the oxo group at position two is necessary for chiral recognition, while the aromatic primary amine group enhances it. Orthogonal experimental design was used to investigate the effect of the eluent composition, flow rate, and the column temperature on chiral separation. Concentration of the organic modifier was the most important factor among the investigated three variables showing high impact on the chiral separations. In the case of thalidomide optimized parameters (β-cyclodextrin-based stationary phase, 0.1% acetic acid/acetonitrile 95/5 (v/v), 5 °C column temperature, 0.6 ml/min flow rate) resulted in a resolution of 1.68 ± 0.02 between enantiomers. For pomalidomide, this value was 2.70 ± 0.02, under the circumstances as follows: β-cyclodextrin-based stationary phase, 0.1% acetic acid/acetonitrile 90/10 (v/v), 15 °C column temperature and 0.8 mL/min flow rate. Utilizing the experimental conditions employed on an LC-MS/MS system, concentrations as low as 2 ng/mL could be determined from mouse plasma for both substances. Elution sequences were determined with enantiopure standards and in both cases the R-enantiomers eluted first. The methods developed are suitable for the chiral separation of the abovementioned compounds and are sound starting points for bioanalytical method development.

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