Chiral column chromatography[1][2] is a variant of column chromatography that is employed for the separation of chiral compounds, i.e. enantiomers, in mixtures such as racemates or related compounds. The chiral stationary phase (CSP) is made of a support, usually silica based, on which a chiral reagent or a macromolecule with numerous chiral centers is bonded or immobilized.[3]
The chiral stationary phase can be prepared by attaching a chiral compound to the surface of an achiral support such as silica gel. For example, one class of the most commonly used chiral stationary phases both in liquid chromatography and supercritical fluid chromatography is based on oligosaccharides[4] such as Amylose Cellulose or Cyclodextrin (in particular with β-cyclodextrin, a seven sugar ring molecule) immobilized on silica gel.
The principle can be also applied to the fabrication of Monolithic HPLC columns[5] or Gas Chromatography columns.[6] or Supercritical Fluid Chromatography columns.[7]
^Allenmark, Stig; Schurig, Volker (1997). "Chromatography on chiral stationary phases". Journal of Materials Chemistry. 7 (10): 1955–1963. doi:10.1039/A702403G. ISSN 1364-5501.
^Teixeira, Joana; Tiritan, Maria Elizabeth; Pinto, Madalena M. M.; Fernandes, Carla (2019). "Chiral Stationary Phases for Liquid Chromatography: Recent Developments". Molecules. 24 (5): 865. doi:10.3390/molecules24050865. ISSN 1420-3049. PMC 6429359. PMID 30823495.
^Nazareth, Celina; Pereira, Sanelly (2020). "A Review on Chiral Stationary Phases for Separation of Chiral Drugs" (PDF). International Journal of Pharmaceutical and Phytopharmacological Research. 10 (3): 77–91.
^Yashima, Eiji (2001). "Polysaccharide-based chiral stationary phases for high-performance liquid chromatographic enantioseparation". Journal of Chromatography A. Chiral Separations. 906 (1): 105–125. doi:10.1016/S0021-9673(00)00501-X. ISSN 0021-9673. PMID 11215883.
^Yingjie Li; Chunhui Song; Lingyi Zhang; Weibing Zhang; Honggang Fu (January 2010). "Fabrication and evaluation of chiral monolithic column modified by β-cyclodextrin derivatives". Talanta. 80 (3): 1378–1384. doi:10.1016/j.talanta.2009.09.039. PMID 20006102.
^Yi-Ming Liu; Patricia Gordon; Shelby Green; Jonathan V. Sweedler (September 2000). "Determination of salsolinol enantiomers by gas chromatography-mass spectrometry with cyclodextrin chiral columns". Analytica Chimica Acta. 420 (1): 81–88. doi:10.1016/S0003-2670(00)00986-7.
Chiralcolumnchromatography is a variant of columnchromatography that is employed for the separation of chiral compounds, i.e. enantiomers, in mixtures...
an ethanol solution of (±)-hydrobenzoin. In chiralcolumnchromatography the stationary phase is made chiral with similar resolving agents as described...
giving differing affinities between the analytes. Chiralchromatography HPLC columns (with a chiral stationary phase) in both normal and reversed phase...
be used for the separation of chiral compounds. Principles are similar to those of high performance liquid chromatography (HPLC); however, SFC typically...
measuring enantiomeric excess. However, other methods such as chiralcolumnchromatography and NMR spectroscopy can now be used for measuring the amount...
particular chiral chromatographic methods or chiralchromatography. Today wide range of CSPs are available commercially based on various chiral selectors...
3R)-(−)-epicatechin). The different epimers can be separated using chiralcolumnchromatography. Making reference to no particular isomer, the molecule can just...
A chromatography detector is a device that detects and quantifies separated compounds as they elute from the chromatographic column. These detectors are...
facile separation by methods such as columnchromatography or crystallization. In an early example of the use of a chiral auxiliary in asymmetric synthesis...
US Casper Air Service (ICAO airline designator) Chiral stationary phase, in chiralcolumnchromatography Concentrated solar power, a type of design for...
bergamot oil and other essential oils.[citation needed] Gas chromatography with columns having a chiral stationary phase allows analyzing mixtures of enantiomers...
Countercurrent chromatography (CCC, also counter-current chromatography) is a form of liquid–liquid chromatography that uses a liquid stationary phase...
The Ryoji Noyori Prize 2019 Arthur C. Cope Award TADDOL DMPU Chiralcolumnchromatography Corey-Seebach reaction Hook, David F. (2004). "Celebrating Dieter...
obtained using simple (batch) chromatography. It cannot provide any separation or purification that cannot be done by a simple column purification. The process...
methods of determining the enantiomeric ratio, such as gas chromatography or HPLC with a chiralcolumn, are generally preferred. The variation of specific rotation...
(10 May 2011). "Large-scale single-chirality separation of single-wall carbon nanotubes by simple gel chromatography". Nature Communications. 2 (1): 309...
was first isolated from white snakeroot by J.F. Couch in 1929. Columnchromatography of tremetol yielded a hydrocarbon, two steroids, and three ketones...
triethylaluminum to a diastereomeric pair of amides which can be separated by columnchromatography. The S-enantiomer is converted back to the S-lactone in two steps...
libraries (Chirals, Fluorines, Building blocks for Combi-Chemistry) and flash chromatography. Interchim developed a unique flash chromatography system (PuriFlashEvo430...
Global Information