Stationary phases macrocyclic glycopeptides

Boesten, J.M.M. et al., Enantioselective high-performance liquid chromatographic separation of A -methyloxycarbonyl unsaturated amino acids on macrocyclic glycopeptide stationary phases, J. Chromatogr. A, 1108, 26, 2006. 

Peter, A. et al., Enantioseparation by HPLC of imino acids on macrocyclic glycopeptide stationary phases and as their (5)-N-(4-nitrophenoxycarbonyl)-phenylalanine methoxyethyl ester derivatives, Chromatographia, 56, S41, 2002. 

Liu,Y., Berthod, A., Mitchell, C. R., Xiao,T. L., Zhang, B., Armstrong, D. W. Super/subcritical fluid chromatography chiral separations with macrocyclic glycopeptide stationary phases, J. Chromati. A, 2002, 978, 185-204. 

The Protein Phases The Pirkle Stationary Phases The Cellulose and Amylose Stationary Phases The Macrocyclic Glycopeptide Stationary Phases The Cyclodextrin Based Stationary Phases Appendix Index... 

The Separation of the Enantiomers of Three Racemic Substituted Pyridones on Different Macrocyclic Glycopeptide Stationary Phases... 

Protein Based Stationary Phases The Pirkle Type Stationary Phases Coated Cellulose and Amylose Derivatives Macrocyclic Glycopeptide Stationary Phases Cyclodextrin Based Chiral Stationary Phases Synopsis References Chapter 9... 

MitcheU CR, Armstrong DW, Berthod A (2007) Could linear solvation energy relationships give insights into chiral recognition mechanisms 2-Characterization of macrocyclic glycopeptide stationary phases. J Chromatogr A 1166 70-78... 

Wang C, Jiang C, Armstrong DW (2008) Considerations on HILIC and polar organic solvent-based separations use of cyclodextrin and macrocyclic glycopeptides stationary phases. J Sep Sci 31 1980-1990... 

The column was 25 cm long, 4.6 mm I.D. and packed with Partisil 10. It is seen that linear curves were obtained for three different solutes and two different moderators in n-heptane. Scott and Beesley [14] obtained retention data for the two enantiomers, (S) and (R) 4-benzyl-2-oxazolidinone. The column chosen was 25 cm long, 4.6 mm I.D. packed with 5 mm silica particles bonded with the stationary phase Vancomycin (Chirobiotic V provided by Advanced Separations Technology Inc., Whippany, New Jersey). This stationary phase is a macrocyclic glycopeptide Vancomycin that has a molecular weight of 1449.22, and an elemental composition of 54.69% carbon. 

Method Development and Optimization of Enantiomeric Separations Using Macrocyclic Glycopeptide Chiral Stationary Phases... 

Because plasma and urine are both aqueous matrixes, reverse-phase or polar organic mode enantiomeric separations are usually preferred as these approaches usually requires less elaborate sample preparation. Protein-, cyclodextrin-, and macrocyclic glycopeptide-based chiral stationary phases are the most commonly employed CSPs in the reverse phase mode. Also reverse phase and polar organic mode are more compatible mobile phases for mass spectrometers using electrospray ionization. Normal phase enantiomeric separations require more sample preparation (usually with at least one evaporation-to-dryness step). Therefore, normal phase CSPs are only used when a satisfactory enantiomeric separation cannot be obtained in reverse phase or polar organic mode. 

Ahoul-Enein, H.Y. and Ali, I. Macrocyclic glycopeptide antihiotics-hased chiral stationary phase, in Chiral Separation by Liquid Chromatography and Related Technologies, Marcel Dekker New York, 2003, chap. 2. 

Petrusevska, K. et al.. Chromatographic enantioseparation of amino acids using a new chiral stationary phase based on a macrocyclic glycopeptide antibiotic, J. Sep. ScL, 29, 1447, 2006. 

Berthod, A. et al.. Evaluation of the macrocyclic glycopeptide A-40,926 as a high-performance liquid chromatographic chiral selector and comparison with teicoplanin chiral stationary phase, J. Chromatogr. A, 897, 113, 2000. 

Beesley, T.E., Lee, J.T., and Wang, A.X., Method development and optimization of enantiomeric separations using macrocyclic glycopeptide chiral stationary phases, in Chiral Separation Techniques, Second completely revised and updated edition, Subramanian, G., Ed., Wiley-VCH Weinheim, 2001, 25. 

Xiao, T.L., Reversal of enantiomeric elution order on macrocyclic glycopeptide chiral stationary phases, J. Liq. Chrom. Rel. TechnoL, 24, 2673, 2001. 

Sztojkov-lvanov, A. et al., Comparison of separation efficiency of macrocyclic glycopeptide-based chiral stationary phases for the LC enantioseparation of fi-amino acids, Chromatographia, 64, 89, 2006. 

Xiao, T.L. et al.. Separation of enantiomers of substituted dihydrofurocoumarins by HPLC using macrocyclic glycopeptide chiral stationary phases, Anal. Bioanal. Chem., 377, 639, 2003. 

Figure 4.10 shows the effect of additive concentration on the separation of clen-buterol enantiomers on a polysaccharide-based chiral stationary phase [79]. The peak shapes were dramatically improved by adding an amine additive and the separation time was also reduced from 14 to 7 min when 1.0% amine was added to the mobile phase. Phinney and Sander [100] investigated the effect of amine additives using chiral stationary phases having either a macrocyclic glycopeptide or a... 

The most popular and commonly used chiral stationary phases (CSPs) are polysaccharides, cyclodextrins, macrocyclic glycopeptide antibiotics, Pirkle types, proteins, ligand exchangers, and crown ether based. The art of the chiral resolution on these CSPs has been discussed in detail in Chapters 2-8, respectively. Apart from these CSPs, the chiral resolutions of some racemic compounds have also been reported on other CSPs containing different chiral molecules and polymers. These other types of CSP are based on the use of chiral molecules such as alkaloids, amides, amines, acids, and synthetic polymers. These CSPs have proved to be very useful for the chiral resolutions due to some specific requirements. Moreover, the chiral resolution can be predicted on the CSPs obtained by the molecular imprinted techniques. The chiral resolution on these miscellaneous CSPs using liquid chromatography is discussed in this chapter. 

The chiral recognition mechanisms in NLC and NCE devices are similar to conventional liquid chromatography and capillary electrophoresis with chiral mobile phase additives. It is important to note here that, to date, no chiral stationary phase has been developed in microfluidic devices. As discussed above polysaccharides, cyclodextrins, macrocyclic glycopeptide antibiotics, proteins, crown ethers, ligand exchangers, and Pirkle s type molecules are the most commonly used chiral selectors. These compounds... 

Aboul-Enein, H. and Ali, I. (2002) Optimization Strategies for HPLC Enantioseparation of Racemic Drugs Using Polysaccharides and Macrocyclic Glycopeptide Antibiotic Chiral Stationary Phases, Farmaco 57, 513-529. 

Tesarova and Bosakova [58] proposed an HPLC method for the enantio-selective separation of some phenothiazine and benzodiazepine derivatives on six different chiral stationary phases (CSPs). These selected CSPs, with respect to the structure of the separated compounds, were either based on b-CD chiral selectors (underivatized (J>-CD and hydroxypropyl ether (3-CD) or on macrocyclic antibiotics (vancomycin, teicoplanin, teicoplanin aglycon and ristocetin A). Measurements were carried out in a reversed-phase separation mode. The influence of mobile phase composition on retention and enantio-selective separation was studied. Enantioselective separation of phenothiazine derivatives, including levopromazine (LPZ), promethazine and thioridazine, was relatively difficult to achieve, but it was at least partly successful with both types of CSPs used in this work (CD-based and glycopeptide-based CSP), except for levomepromazine for which only the [CCD-based CSP was suitable. 

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