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Enantioseparation of amino acid derivatives by capillary zone electrophoresis using vancomycin as chiral selector.
Electrophoresis. 2002 Sep; 23(17):3035-40.E

Abstract

The separation of racemic derivatized amino acids (N-acetyl) into their enantiomers was achieved using capillary zone electrophoresis employing vancomycin as a chiral selector. Due to the strong absorption properties of the chiral selector at the low wavelengths used, the partial-filling countercurrent method was adopted in order to improve method sensitivity. In the separation system studied, the chiral selector filled only a part of the capillary and, due to the appropriate selection of the pH, was moving in the opposite direction of the analytes keeping the detector free from absorbing compounds. The effect of several experimental parameters on the enantioresolution of analytes was studied, e.g., vancomycin concentration (0-5 mM), pH of the background electrolyte (pH 4-7), capillary temperature (15-35 degrees C), and the presence of an organic modifier in the run buffer (methanol or ethanol or n-propanol). N-Acetyl glutamic acid, serine, cystine, tyrosine, and proline were all baseline-resolved into their enantiomers and the enantioresolution factor (R(s)) was increased by raising the vancomycin concentration. pH 4 allowed the baseline resolution of the five studied analytes in the presence of 2.5 mM of chiral selector and an increase in pH caused a decrease of R(s).

Authors+Show Affiliations

Fanali S
Istituto di Metodologie Chimiche del C.N.R., Area della Ricerca di Roma, Monterotondo Scalo, Italy. fanali@mlib.cnr.it
Crucianelli M
No affiliation info available
De Angelis F
No affiliation info available
Presutti C
No affiliation info available

MeSH

Amino AcidsAnti-Bacterial AgentsBuffersElectrophoresis, CapillaryHydrogen-Ion ConcentrationIndicators and ReagentsStereoisomerismTemperatureVancomycin

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

12207313

Citation

Fanali, Salvatore, et al. "Enantioseparation of Amino Acid Derivatives By Capillary Zone Electrophoresis Using Vancomycin as Chiral Selector." Electrophoresis, vol. 23, no. 17, 2002, pp. 3035-40.
Fanali S, Crucianelli M, De Angelis F, et al. Enantioseparation of amino acid derivatives by capillary zone electrophoresis using vancomycin as chiral selector. Electrophoresis. 2002;23(17):3035-40.
Fanali, S., Crucianelli, M., De Angelis, F., & Presutti, C. (2002). Enantioseparation of amino acid derivatives by capillary zone electrophoresis using vancomycin as chiral selector. Electrophoresis, 23(17), 3035-40.
Fanali S, et al. Enantioseparation of Amino Acid Derivatives By Capillary Zone Electrophoresis Using Vancomycin as Chiral Selector. Electrophoresis. 2002;23(17):3035-40. PubMed PMID: 12207313.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Enantioseparation of amino acid derivatives by capillary zone electrophoresis using vancomycin as chiral selector. AU - Fanali,Salvatore, AU - Crucianelli,Marcello, AU - De Angelis,Francesco, AU - Presutti,Carla, PY - 2002/9/11/pubmed PY - 2003/8/27/medline PY - 2002/9/11/entrez SP - 3035 EP - 40 JF - Electrophoresis JO - Electrophoresis VL - 23 IS - 17 N2 - The separation of racemic derivatized amino acids (N-acetyl) into their enantiomers was achieved using capillary zone electrophoresis employing vancomycin as a chiral selector. Due to the strong absorption properties of the chiral selector at the low wavelengths used, the partial-filling countercurrent method was adopted in order to improve method sensitivity. In the separation system studied, the chiral selector filled only a part of the capillary and, due to the appropriate selection of the pH, was moving in the opposite direction of the analytes keeping the detector free from absorbing compounds. The effect of several experimental parameters on the enantioresolution of analytes was studied, e.g., vancomycin concentration (0-5 mM), pH of the background electrolyte (pH 4-7), capillary temperature (15-35 degrees C), and the presence of an organic modifier in the run buffer (methanol or ethanol or n-propanol). N-Acetyl glutamic acid, serine, cystine, tyrosine, and proline were all baseline-resolved into their enantiomers and the enantioresolution factor (R(s)) was increased by raising the vancomycin concentration. pH 4 allowed the baseline resolution of the five studied analytes in the presence of 2.5 mM of chiral selector and an increase in pH caused a decrease of R(s). SN - 0173-0835 UR - https://www.unboundmedicine.com/medline/citation/12207313/Enantioseparation_of_amino_acid_derivatives_by_capillary_zone_electrophoresis_using_vancomycin_as_chiral_selector_ DB - PRIME DP - Unbound Medicine ER -