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Separation of Chiral Compounds
The following is a list revised from the article Optical Isomer Separation by liquid Chromatography, by Daniel Armstrong, Analytical Chemistry, Vol. 59, No. 2, Jan., 15, 1987.
Examples of Commercially Available Chiral Stationary Phases Chiral Phase Type Type Mobile Phase Used Compounds Separated ¼-complex-hydrogen bonds (R)- or (S)-N-(3,5-dinitro- Normal Phase Aromatic Sulfoxides; benzoyl)phenylglycine; (hexane-isopropanol) 3,5 dinitrobenzoyl derivatives ionically or covalently bonded of amines, alcohols, thiols, amino acids, amino alcohols, hydroxy acids; aryl-substituted lactams, succinamides, hydantoins, hydroxylphosphonates; oxazolidones, binaphthols (S)-N-(3,5-dinitro- Normal Phase Same as above benzoyl)leucine; ionically (hexane-isopropanol) or covalently bonded (R)-or (S)-N-(2-naphthyl) Normal Phase Very high selectivities for a analine (hexane-isopropanol) variety of dinitrobenzoyl derivatized compounds (S)-1-(a-naphthyl)ethylamine Normal Phase 3,5 dinitrobenzoyl derivatives (hexane-isopropanol) of amino acids; 3,5 dinitro- anilide derivatives of car- boxylic acids (R)-, (R)-or (S)-, or (S)-a- Normal Phase 3,5 dinitrobenzoyl drivatives naphthylethylaminocar- (hexane-isopropanol) of amines, amides, amino bonylvaline. Several other acid esters, and fungicides; analogous CSPs based on 3,5 dinitroanilide derivatives different amino derivatives of carboxylic acids; other are offered derivatives of the above compounds Cyclodextrins b-Cyclodextrin Reversed Phase Dansyl and naphthyl amino (aqueous buffers with acids, several aromatic drugs, acetonitrile or methanol) steroids, alkaloids, metal- locenes, binaphthyl crown ethers, aromatic acids, aromatic amines, aromatic sulfoxides a-Cyclodextrin Reversed Phase Barbituates and other (aqueous buffers with drugs, aromatic amino acids acetonitrile or methanol) g-Cyclodextrins Reversed Phase Sterioisomers of polycyclic (aqueous buffers with aromatic hydrocarbons acetonitrile or methanol) Acetylated-b-Cyclodextrins Reversed Phase Steriods, polycyclic com- (aqueous buffers with pounds acetonitrile or methanol) Chiral Polymers Bovine Serum Albumin Aqueous Buffers N-aroyl amino acids, aromatic sulfoxides a-Acid glycoprotein Aqueous Buffers Wide variety of aromatic and cyclic drugs Cellulose esters (acetate, Normal Phase Sulfoxide derivatives of benzoate, cinnamate), (hexane-isopropanol) organophosphorus com- phenylcarbamate pounds and insecticides, barbiturates, cyclic thioamides, disubstituted cyclic racemates Cellulose tribenzyl ether Normal Phase or alcohols Same as above (+)-Poly(triphenylmethyl Methanol Binaphthanlene derivatives, methacrylate) cyclic insecticides, trans-disub- stituted racemates, bis-azulenes, derivatized glucitol (+)-Poly(2-pyridyl- Methanol Analogous to above with diphenylmethyl methacrylate somewhat different selectivities Ligand Exchange Hydroxyproline Aqueous Buffer-Cu2+ Underivatized and some derivatized amino acids Amino Acid (two types) Aqueous Buffer-Cu2+ Underivatized and some derivatized amino acids
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chiral, optics, separation, liquid, chromatograhy, liquid chromatography, chromatographer, analytical, chemistry, analytical chemistry, stationary, phase, stationary phase, alcohols, amines, normal, hexane-isopropanol, buffer, aqueous, reverse, university of kentucky, mobile, mobile phase, exchange, methanol, hydrogen, armstrong, bonds, polymers, amino acids, college of pharmacy