Resolution of the diastereomers of a large synthetic peptide by capillary electrophoresis using nonionic surfactants

Gilges, Martin; Hadley, Mark R.

doi:10.1002/elps.1150181536

Cited by 8 publications

(3 citation statements)

References 20 publications

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“…The separation of neutral analytes by MEKC in zwitterionic surfactant-based media (Rewoteric AM CAS U, Zwittergen 4-14 and polyalkylammonium propanesulfonate analogues) bears no difficulty since these chemicals can own net charge depending on the conditions. Since their introduction to modify the selectivity of electrokinetic separations [42][43][44][45][46][60][61][62][63], the employment of both nonionic and zwitterionic surfactants has become a common practice for the analysis of proteins and peptides [51][52][53][54][55][56][57][58][59][64][65][66][67][68], stereoisomers [64,67,68] and other closely related compounds [69][70][71][72][73][74].…”

Section: Nonconventional Pseudostationary Phases 31 Nonionic and Zwimentioning

confidence: 99%

Micellar electrokinetic chromatography: Current developments and future

Molina

Silva

2002

Electrophoresis

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This review highlights recent methodological and instrumental advances in micellar electrokinetic chromatography (MEKC). Enhancements in sensitivity and selectivity of the technique through the use of on-line preconcentration approaches (stacking and sweeping) and nonconventional pseudostationary phases, namely nonionic and zwitterionic surfactants, mixed micelles and polymers, are discussed in detail. Laser-induced fluorescence and mass spectrometry, as alternatives to UV-absorption detection, have been covered to evaluate their advantages and limitations when applied to analysis in an MEKC format. Some thoughts on future directions in this area such as in-capillary reactions, coated capillaries and MEKC on microchips are also presented.

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Section: Nonconventional Pseudostationary Phases 31 Nonionic and Zwimentioning

confidence: 99%

Micellar electrokinetic chromatography: Current developments and future

Molina

Silva

2002

Electrophoresis

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“…2003, 26, 653-660 As an example of diastereomer separation of peptides in achiral conditions, a paper of Zhang et al [14] dealing with 13 pairs of diastereomers of synthetic L-Ala and D-Ala analogs of a tridecapeptidic pheromone by CZE in phosphate BGEs can be cited. Gilges et al [15] reported a separation of diastereomers of a bradykinin B 2 antagonist by MEKC with non-ionic surfactants and Hansen et al [16] separated dipeptide diastereomers by nonaqueous capillary electrophoresis.…”

Section: Introductionmentioning

confidence: 98%

Separation of diastereomers of phosphinic pseudopeptides by capillary zone electrophoresis and reverse phase high‐performance liquid chromatography

Koval¹,

Kašička²,

Jiráček³

et al. 2003

J of Separation Science

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Separation of diastereomers of phosphinic pseudopeptides by capillary zone electrophoresis and reverse phase high-performance liquid chromatography Capillary zone electrophoresis (CZE) and reverse phase high-performance liquid chromatography (RP-HPLC) were used for separation of diastereomers of phosphinic pseudopeptides in achiral separation media. A set of phosphinic pseudopeptides, i. e. peptides with one peptide bond substituted by phosphinic acid moiety -PO 2 --CH 2 -derived from the structure N-Ac-Val-AlaB(-CH 2 )Leu-His-NH 2 synthesized as a mixture of four diastereomers was used. Separations of diastereomers by CZE were carried out in Tris-phosphate background electrolytes in the pH range 1.1 -3.2 and at least partial separation of the four diastereomers of each pseudopeptide was achieved. A routinely used RP-HPLC method (C 18 -silica column and water/acetonitrile/trifluoroacetic acid mobile phase) was also capable of resolving the diastereomers. In addition, since individual diastereomers of majority of the pseudopeptides were isolated by RP-HPLC it was possible to check the purity of these RP-HPLC separated diastereomers and to compare the migration order of the diastereomers in CZE with their elution order in RP-HPLC. The results obtained by CZE and RP-HPLC demonstrate a complementarity of both methods in analysis and separation of phosphinic pseudopeptides including their diastereomers.

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“…The separation characteristics ofa micellar phase can, therefore, also be manipulated by changing the surfactant. Several types of surfactant have been employed in MEKC, including anionic surfactants such as SDS [10][11][12][13], cationic surfactants such as CTAB [7,[12][13][14], non-ionic surfactants such as the Brij or the Tween series of surfactants [15][16][17][18] and zwitterionic surfactants [17]. The micellar phase can also be modified by adding a second surfacrant to form a mixed micellar system [5,8,11,19], or by selecting a different counterion [20].…”

Section: Introductionmentioning

confidence: 99%

Separation of aromatic sulfonate compounds by coelectroosmotic micellar electrokinetic chromatography

1999

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SummaryCoelectroosmotic micellar electrokinetic chromatography (coelectroosmotic MEKC) has been investigated for the separation of twelve aromatic sulfonate compounds. The advantage of this method is that it combines the efficient separation characteristic of MEKC and the short analysis time of the coelectroosmotic mode. MEKC was performed with either cetyltrimethylammonium bromide (CTAB) or polyethylene glycol dodecyl ether (Brij 35) surfactants as pseudostationary phases and 2-propanol as organic modifier. The electroosm0tic flow (EOF) was reversed by adding two types of EOF modifier, an alkylammonitro salt (cetyltrimethylammonium bromide, CTAB) or a cationic polyelectrolyte (hexadimetrine bromide, HDB). The surfactant concentration, applied voltage, and temperature were optimized, the influence of 2-propanol on the MEKC resolution of the compounds was studied. The effect of the osmotic modifier on the separation was also investigated.

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Resolution of the diastereomers of a large synthetic peptide by capillary electrophoresis using nonionic surfactants

Cited by 8 publications

References 20 publications

Micellar electrokinetic chromatography: Current developments and future

Micellar electrokinetic chromatography: Current developments and future

Separation of diastereomers of phosphinic pseudopeptides by capillary zone electrophoresis and reverse phase high‐performance liquid chromatography

Separation of aromatic sulfonate compounds by coelectroosmotic micellar electrokinetic chromatography

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