Title
Polysodium N-undecanoyl-L-leucylvalinate: A versatile chiral selector for micellar electrokinetic chromatography
Document Type
Article
Publication Date
2-1-2003
Abstract
Dipeptide micelle polymers are a new class of polymeric surfactants of which the polysodium undecanoyl-L-leucylvalinate (poly-L-SULV) was found to be a broadly applicable chiral selector for micellar electrokinetic chromatography. This negatively charged dipeptide micelle polymer is a high molecular weight compound with large countercurrent mobility, zero critical micelle concentration, low aggregation number, and high solubility in water or water-organic solvents. In an extensive chiral screening program, enantioseparation of 75 racemic compounds was tested with poly-L-SULV as chiral pseudostationary phase in neutral pH and basic pH background electrolytes. A total of 58 out of 75 racemic compounds could be resolved after choosing an appropriate concentration of poly-L-SULV. Although anionic chiral analytes are difficult to resolve using poly-L-SULV, the percent success rate for chiral resolution of cationic (77%) and neutral (85%) racemates was very high. Aspects regarding electrostatic, steric, hydrophobic, and hydrogen-bonding interactions of this dipeptide micelle polymer with various classes of chiral analytes are discussed.
Publication Source (Journal or Book title)
Analytical Chemistry
First Page
379
Last Page
387
Recommended Citation
Shamsi, S., Valle, B., Billiot, F., & Warner, I. (2003). Polysodium N-undecanoyl-L-leucylvalinate: A versatile chiral selector for micellar electrokinetic chromatography. Analytical Chemistry, 75 (3), 379-387. https://doi.org/10.1021/ac020386r