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Enantiomer separation of amino acids by complexation with chiral reference compounds and high-field asymmetric waveform ion mobility spectrometry: Preliminary results and possible limitations

Mie, Axel LU ; Jornten-Karlsson, Magnus ; Axelsson, Bengt-Olof ; Ray, Andrew and Reimann, Curt LU (2007) In Analytical Chemistry 79(7). p.2850-2858
Abstract
We present a new method for separation of enantiomers with high-field asymmetric waveform ion mobility spectrometry (FAIMS), coupled to mass spectrometric detection. Upon addition of an appropriate chiral reference compound to the analyte solution and subsequent ionization of the solution by electrospray ionization, analyte enantiomers formed diastereomeric complexes, which were potentially separable by FAIMS. The methodology being developed is intended to be general, but here amino acid analytes are specifically considered. In the examples presented herein, six pairs of amino acid enantiomers were successfully separated as metal-bound trimeric complexes of the form [M-II(L-Ref)(2)(D/L-A)-H](+), where M-II is a divalent metal ion, L-Ref is... (More)
We present a new method for separation of enantiomers with high-field asymmetric waveform ion mobility spectrometry (FAIMS), coupled to mass spectrometric detection. Upon addition of an appropriate chiral reference compound to the analyte solution and subsequent ionization of the solution by electrospray ionization, analyte enantiomers formed diastereomeric complexes, which were potentially separable by FAIMS. The methodology being developed is intended to be general, but here amino acid analytes are specifically considered. In the examples presented herein, six pairs of amino acid enantiomers were successfully separated as metal-bound trimeric complexes of the form [M-II(L-Ref)(2)(D/L-A)-H](+), where M-II is a divalent metal ion, L-Ref is an amino acid in its L form acting as chiral reference compound, and A is the amino acid analyte. For example, D- and L-tryptophan were separated in FAIMS as [Ni-II(L-Asn)(2)(D-Trp)-H](+) and [Ni-II( L-Asn)(2)(L-Trp)-H](+). As FAIMS separation typically takes place over a time scale of only a few hundred milliseconds, the presented separation method opens new possibilities for rapid analysis of one analyte enantiomer in the presence of the other enantiomer. Preliminary quantification results are presented, which suggest that fast and sensitive quantitative chiral analyses can be performed with FAIMS. Method limitations are discussed in terms of diverse phenomena, which are not yet understood. (Less)
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organization
publishing date
type
Contribution to journal
publication status
published
subject
in
Analytical Chemistry
volume
79
issue
7
pages
2850 - 2858
publisher
The American Chemical Society (ACS)
external identifiers
  • wos:000245304300028
  • scopus:34247165816
ISSN
1520-6882
DOI
10.1021/ac0618627
language
English
LU publication?
yes
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The information about affiliations in this record was updated in December 2015. The record was previously connected to the following departments: Analytical Chemistry (S/LTH) (011001004)
id
689a8615-4e37-424f-b72d-5f1f5238d70b (old id 670313)
date added to LUP
2016-04-01 12:37:43
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2020-12-27 05:34:48
@article{689a8615-4e37-424f-b72d-5f1f5238d70b,
  abstract     = {We present a new method for separation of enantiomers with high-field asymmetric waveform ion mobility spectrometry (FAIMS), coupled to mass spectrometric detection. Upon addition of an appropriate chiral reference compound to the analyte solution and subsequent ionization of the solution by electrospray ionization, analyte enantiomers formed diastereomeric complexes, which were potentially separable by FAIMS. The methodology being developed is intended to be general, but here amino acid analytes are specifically considered. In the examples presented herein, six pairs of amino acid enantiomers were successfully separated as metal-bound trimeric complexes of the form [M-II(L-Ref)(2)(D/L-A)-H](+), where M-II is a divalent metal ion, L-Ref is an amino acid in its L form acting as chiral reference compound, and A is the amino acid analyte. For example, D- and L-tryptophan were separated in FAIMS as [Ni-II(L-Asn)(2)(D-Trp)-H](+) and [Ni-II( L-Asn)(2)(L-Trp)-H](+). As FAIMS separation typically takes place over a time scale of only a few hundred milliseconds, the presented separation method opens new possibilities for rapid analysis of one analyte enantiomer in the presence of the other enantiomer. Preliminary quantification results are presented, which suggest that fast and sensitive quantitative chiral analyses can be performed with FAIMS. Method limitations are discussed in terms of diverse phenomena, which are not yet understood.},
  author       = {Mie, Axel and Jornten-Karlsson, Magnus and Axelsson, Bengt-Olof and Ray, Andrew and Reimann, Curt},
  issn         = {1520-6882},
  language     = {eng},
  number       = {7},
  pages        = {2850--2858},
  publisher    = {The American Chemical Society (ACS)},
  series       = {Analytical Chemistry},
  title        = {Enantiomer separation of amino acids by complexation with chiral reference compounds and high-field asymmetric waveform ion mobility spectrometry: Preliminary results and possible limitations},
  url          = {http://dx.doi.org/10.1021/ac0618627},
  doi          = {10.1021/ac0618627},
  volume       = {79},
  year         = {2007},
}