Differentiation of cyclosporin A from isocyclosporin A by liquid chromatography/electrospray ionization mass spectrometry with post-column addition of divalent metal salt
RATIONALE Cyclosporin A (CsA) rearranges to its isomer isocyclosporin A (isoCsA) upon acid hydrolysis and also during ionization in the ion source of the mass spectrometer. It has been reported that both compounds could not be differentiated by tandem mass spectrometry (MS/MS) using atmospheric pres...
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todo:paper_09514198_v28_n5_p465_Cirigliano2023-10-03T15:50:42Z Differentiation of cyclosporin A from isocyclosporin A by liquid chromatography/electrospray ionization mass spectrometry with post-column addition of divalent metal salt Cirigliano, A.M. Cabrera, G.M. calcium copper cyclosporin cyclosporin derivative cyclosporin H isocyclosporin a zinc article chemistry electrospray mass spectrometry isolation and purification liquid chromatography methodology tandem mass spectrometry Calcium Chromatography, Liquid Copper Cyclosporine Cyclosporins Spectrometry, Mass, Electrospray Ionization Tandem Mass Spectrometry Zinc RATIONALE Cyclosporin A (CsA) rearranges to its isomer isocyclosporin A (isoCsA) upon acid hydrolysis and also during ionization in the ion source of the mass spectrometer. It has been reported that both compounds could not be differentiated by tandem mass spectrometry (MS/MS) using atmospheric pressure ionization (API) sources and ambiguously differentiated by using other sources. In order to analyze these compounds which are common fungal metabolites, it is relevant to develop a simple method for their differentiation. METHODS CsA and isoCsA were analyzed by liquid chromatography/mass spectrometry (LC/MS) with post-column addition of metal ion solutions in a quadrupole time-of-flight instrument equipped with an electrospray ionization (ESI) source. RESULTS Mass spectra of CsA obtained upon post-column addition of solutions of Ca(II), Cu(II) and Zn(II) showed complexes between cyclosporin and the metal, including [2CsA + Me]2+ and [CsA-H + Me]+. These complexes were not observed in the spectra of isoCsA. The same results were observed at different metal concentrations. CONCLUSIONS Differentiation via metal complexation in positive ion mode LC/ESI-MS was performed to simultaneously distinguish CsA and its isomer isoCsA. Copyright © 2014 John Wiley & Sons, Ltd. Fil:Cirigliano, A.M. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Cabrera, G.M. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar http://hdl.handle.net/20.500.12110/paper_09514198_v28_n5_p465_Cirigliano |
| institution |
Universidad de Buenos Aires |
| institution_str |
I-28 |
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R-134 |
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Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) |
| topic |
calcium copper cyclosporin cyclosporin derivative cyclosporin H isocyclosporin a zinc article chemistry electrospray mass spectrometry isolation and purification liquid chromatography methodology tandem mass spectrometry Calcium Chromatography, Liquid Copper Cyclosporine Cyclosporins Spectrometry, Mass, Electrospray Ionization Tandem Mass Spectrometry Zinc |
| spellingShingle |
calcium copper cyclosporin cyclosporin derivative cyclosporin H isocyclosporin a zinc article chemistry electrospray mass spectrometry isolation and purification liquid chromatography methodology tandem mass spectrometry Calcium Chromatography, Liquid Copper Cyclosporine Cyclosporins Spectrometry, Mass, Electrospray Ionization Tandem Mass Spectrometry Zinc Cirigliano, A.M. Cabrera, G.M. Differentiation of cyclosporin A from isocyclosporin A by liquid chromatography/electrospray ionization mass spectrometry with post-column addition of divalent metal salt |
| topic_facet |
calcium copper cyclosporin cyclosporin derivative cyclosporin H isocyclosporin a zinc article chemistry electrospray mass spectrometry isolation and purification liquid chromatography methodology tandem mass spectrometry Calcium Chromatography, Liquid Copper Cyclosporine Cyclosporins Spectrometry, Mass, Electrospray Ionization Tandem Mass Spectrometry Zinc |
| description |
RATIONALE Cyclosporin A (CsA) rearranges to its isomer isocyclosporin A (isoCsA) upon acid hydrolysis and also during ionization in the ion source of the mass spectrometer. It has been reported that both compounds could not be differentiated by tandem mass spectrometry (MS/MS) using atmospheric pressure ionization (API) sources and ambiguously differentiated by using other sources. In order to analyze these compounds which are common fungal metabolites, it is relevant to develop a simple method for their differentiation. METHODS CsA and isoCsA were analyzed by liquid chromatography/mass spectrometry (LC/MS) with post-column addition of metal ion solutions in a quadrupole time-of-flight instrument equipped with an electrospray ionization (ESI) source. RESULTS Mass spectra of CsA obtained upon post-column addition of solutions of Ca(II), Cu(II) and Zn(II) showed complexes between cyclosporin and the metal, including [2CsA + Me]2+ and [CsA-H + Me]+. These complexes were not observed in the spectra of isoCsA. The same results were observed at different metal concentrations. CONCLUSIONS Differentiation via metal complexation in positive ion mode LC/ESI-MS was performed to simultaneously distinguish CsA and its isomer isoCsA. Copyright © 2014 John Wiley & Sons, Ltd. |
| format |
JOUR |
| author |
Cirigliano, A.M. Cabrera, G.M. |
| author_facet |
Cirigliano, A.M. Cabrera, G.M. |
| author_sort |
Cirigliano, A.M. |
| title |
Differentiation of cyclosporin A from isocyclosporin A by liquid chromatography/electrospray ionization mass spectrometry with post-column addition of divalent metal salt |
| title_short |
Differentiation of cyclosporin A from isocyclosporin A by liquid chromatography/electrospray ionization mass spectrometry with post-column addition of divalent metal salt |
| title_full |
Differentiation of cyclosporin A from isocyclosporin A by liquid chromatography/electrospray ionization mass spectrometry with post-column addition of divalent metal salt |
| title_fullStr |
Differentiation of cyclosporin A from isocyclosporin A by liquid chromatography/electrospray ionization mass spectrometry with post-column addition of divalent metal salt |
| title_full_unstemmed |
Differentiation of cyclosporin A from isocyclosporin A by liquid chromatography/electrospray ionization mass spectrometry with post-column addition of divalent metal salt |
| title_sort |
differentiation of cyclosporin a from isocyclosporin a by liquid chromatography/electrospray ionization mass spectrometry with post-column addition of divalent metal salt |
| url |
http://hdl.handle.net/20.500.12110/paper_09514198_v28_n5_p465_Cirigliano |
| work_keys_str_mv |
AT ciriglianoam differentiationofcyclosporinafromisocyclosporinabyliquidchromatographyelectrosprayionizationmassspectrometrywithpostcolumnadditionofdivalentmetalsalt AT cabreragm differentiationofcyclosporinafromisocyclosporinabyliquidchromatographyelectrosprayionizationmassspectrometrywithpostcolumnadditionofdivalentmetalsalt |
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