LC Enantioseparation of β-Amino Acids on a Crown Ether-Based Stationary Phase
ABSTRACT Reversed-phase high-performance liquid chromatographic methods were developed for the enantioseparation of ten unusual β-3-homo-amino
acids. The underivatized analytes were separated on a chiral stationary phase containing (+)-(18-crown-6)-2,3,11,12-tetracarboxylic
acid as chiral selector. The effects of organic and acidic modifiers and the mobile phase composition on the separation were
investigated. The structures of the substituents in the β position substantially influenced the retention and resolution.
The elution sequence was determined in some cases: the S enantiomers eluted before the R enantiomers.
- Journal of The American Chemical Society - J AM CHEM SOC. 04/2002; 95(8).
- Chromatographia 01/2004; 60. · 1.44 Impact Factor
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ABSTRACT: A new enantioselective HPLC procedure for the direct resolution of β-amino acids is described, based on the use of a new chiral stationary phase (CSP) containing the macrocyclic glycopeptide antibiotic A-40,926, structurally related to teicoplanin, covalently bonded to silica gel microparticles. The new CSP shows higher enantioselectivity and broader applicability in this field compared to the parent teicoplanin phase. The potential for semi-preparative separations on the A-40,926-CSP is demonstrated for a selected cyclic β-amino acid.Tetrahedron Asymmetry 01/2000; 11(11):2375-2385. · 2.12 Impact Factor