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Characterization and quantification of racemic and meso-ethylenediamine-N,N'-bis(2-hydroxy-5-sulfophenylacetic) acid/iron (III) by ion-pair ultra-high performance liquid chromatography coupled with diode array detector and electrospray tandem mass spectrometry.

Abstract
EDDHSA/Fe is a promising substitute of EDDHA/Fe to fight iron chlorosis. o,o-EDDHSA structure contains two chiral carbons giving the racemic and meso couples of stereoisomers. Ion-pair HPLC and UHPLC-UV/Vis-ESI-MS/MS methods were developed for the determination of racemic and meso-o,o-EDDHSA/Fe in commercial samples of chelates. The lack of a commercial EDDHSA standard was overcome by sulfonation of a commercial available o,o-EDDHA standard and subsequent quantification by (1)H-NMR. Assignment of configurations was carried out starting from racemic and meso-o,o-EDDHA/Fe by direct sulfonation to give the corresponding o,o-EDDHSA/Fe isomers. The performances of these methods were assessed in terms of intra and inter-day precision, linearity and selectivity. The high selectivity and lower detection limit (nanomolar) of the UHPLC-ESI-MS/MS method could allow to deepen the knowledge relative to meso and rac-o,o-EDDHSA/Fe interactions with plants, its fate in different soil conditions, its mobility and other environmental aspects.
AuthorsAlessandro Biasone, Giusto Cianci, Donata Di Tommaso, Alberto Piaggesi, Emilio Tagliavini, Paola Galletti, Fabio Moretti
JournalJournal of chromatography. A (J Chromatogr A) Vol. 1282 Pg. 142-52 (Mar 22 2013) ISSN: 1873-3778 [Electronic] Netherlands
PMID23411145 (Publication Type: Journal Article)
CopyrightCopyright © 2013 Elsevier B.V. All rights reserved.
Chemical References
  • Acetonitriles
  • Acids, Acyclic
  • Ions
  • N,N'-ethylenediamine-di-(2-hidroxy-5-sulfophenylacetic) acid
  • Phenylacetates
  • Iron
  • Hydrochloric Acid
  • acetonitrile
Topics
  • Acetonitriles (chemistry)
  • Acids, Acyclic (chemistry)
  • Chromatography, High Pressure Liquid (methods)
  • Hydrochloric Acid (chemistry)
  • Ions (analysis, chemistry)
  • Iron (analysis, chemistry)
  • Limit of Detection
  • Phenylacetates (analysis, chemistry)
  • Reproducibility of Results
  • Sensitivity and Specificity
  • Spectrometry, Mass, Electrospray Ionization
  • Stereoisomerism
  • Tandem Mass Spectrometry (methods)

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