Direct high-performance liquid chromatographic enantioseparation of free α-, ß- and γ-aminophosphonic acids employing cinchona-based chiral zwitterionic ion exchangers.
Anal Bioanal Chem
; 405(25): 8027-38, 2013 Oct.
Article
em En
| MEDLINE
| ID: mdl-23748643
ABSTRACT
We report a chiral high-performance liquid chromatographic enantioseparation method for free α-aminophosphonic, ß-aminophosphonic, and γ-aminophosphonic acids, aminohydroxyphosphonic acids, and aromatic aminophosphinic acids with different substitution patterns. Enantioseparation of these synthons was achieved by means of high-performance liquid chromatography on CHIRALPAK ZWIX(+) and ZWIX(-) (cinchona-based chiral zwitterionic ion exchangers) under polar organic chromatographic elution conditions. Mobile phase characteristics such as acid-to-base ratio, type of counterion, and solvent composition were systematically varied in order to investigate their effect on the separation performance and to achieve optimal separation conditions for the set of analytes. Under the optimized conditions, 32 of 37 racemic aminophosphonic acids studied reached baseline separation when we employed a single generic mass-spectrometry-compatible mobile phase, with reversal of the elution order when we used (+) and (-) versions of the chiral stationary phase.
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Base de dados:
MEDLINE
Assunto principal:
Ácidos Fosforosos
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Quinidina
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Quinina
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Cromatografia por Troca Iônica
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Aminoácidos
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Resinas de Troca Iônica
Idioma:
En
Ano de publicação:
2013
Tipo de documento:
Article