Capillary electrochromatography with molecular imprint-based selectivity for enantiomer separation of local anaesthetics

Chiral separation of 1,1′‐bi‐2‐naphthol and its analogue on molecular imprinting monolithic columns by HPLC

“…The advantages of MIPs, in particular high selectivity and physiochemical stability, have propelled the development of MIPs as chromatographic stationary phases, particularly, in HPLC and CEC where they have been utilized mainly as chiral stationary phases (CSPs). There are a variety of chiral compounds separated with MIP stationary phases by HPLC and CEC including amino acid derivatives, b-blockers, peptides, and sugars [6][7][8][9][10].…”

Short columns with molecularly imprinted monolithic stationary phases for rapid separation of diastereomers and enantiomers

“…This type of MIPs exhibited recognition ability for some imprint molecules such as theophylline, nicotine, diaminonaphthalene, cinchona alkaloid and enantiomers of phenylalanine anilide [13][14][15][16][17]. Subsequently, Schweitz et al [18][19][20][21]23] and Lin et al [22] used the same approach for the preparation of molecularly imprinted stationary phases for the separation of racemic mixtures in CEC. Using this technique, MIPs can be synthesized directly inside stainless steel columns or capillary columns without the tedious procedures of grinding, sieving and column packing.…”

Enantiomer Separation by Capillary Electrochromatography Using Fritless Packed Columns

“…[9][10][11] In 1997, Nilsson et al used fritless packed column technology to prepare MIP columns for CEC enantioseparation. [12][13][14] The prepolymerization mixture comprised imprint molecule (β-blocker, (R)-propranolol or (S)-metoprolol), functional (methacrylic acid, MAA)) and crosslinking (trimethylolpropane trimethacylate, TRIM) monomers, radical initiator (2,2′-azobis(isobutyronitrile, AIBN) and solvent (toluene). 12,13 The mixture was filled into a fused silica capillary and polymerization was performed by irradiating UV light at -20˚C.…”

“…The inner surface of the capillary was pretreated with [(methacryloxy)propyl]trimethoxysilane, which is bound to the capillary wall through siloxane linkages (Si-O-Si-C) and concurrently participates in the polymerization reaction. A macroporous structure was produced by use of 1 -25% isooctane as a porogenic agent 12,14 or by careful timing of the polymerization reaction. 13 The efficiencies were 35000 -70000 and 5000 -20000 plates/m for first and secondly eluted enantiomers, respectively.…”

“…13 Molecular imprinting of a local anaesthetic (S)-ropivacaine was carried out using an in situ photoinitiated polymerization process employing mixtures of different crosslinking monomers with MMA and/or 2-vinyl pyridine (2-Vpy). 14 The resultant stationary phase had the ability to separate the enantiomers of ropivacaine as well as the enantiomers of the structural analogues, e.g., mepivacaine and bupivacaine. Enantiomer separations of the racemates of prenalterol, atenolol, and pindollol on an (R)-propranolol imprinted column were also reported.…”