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Analytical and Bioanalytical Chemistry

, Volume 378, Issue 6, pp 1528–1535 | Cite as

Chiral separation of nanomole amounts of alprenolol with cITP/NMR

  • Dimuthu A. Jayawickrama
  • Jonathan V. SweedlerEmail author
Original Paper

Abstract

On-line cITP–NMR with chiral selectors separates and concentrates analytes and identifies host–guest interactions of analytes with selectivity enhancers in the electrolyte. An NMR microcoil designed for a 200 μm i.d. capillary creates a high-mass-sensitivity 30 nL NMR cell and is used as an on-line detector for cITP. Using a mixture of 2 nmol racemic alprenolol in acetate buffer with α-cyclodextrin and sulfated β-cyclodextrin at pD 6.0, cITP–NMR successfully separates and concentrates both R- and S-alprenolol. The concentration enhancement for the R isomer is 224-fold and for the S isomer is 200-fold. The estimated concentration at peak maximum for R-alprenolol is ~28 mmol L−1 and a slightly lower concentration, 25 mmol L−1 is achieved for S-alprenolol. These concentrations convert to placing 76% of the injected S-alprenolol and 84% of the R-alprenolol into the 30 nL detection cell at peak maximum. With on-flow cITP–NMR, intermolecular interactions between the cyclodextrins and the alprenolol are observed in the NMR spectra. Aromatic and methyl moieties of R- and S-alprenolol are identified as two important sites that bind with these particular cyclodextrins.

Keywords

Chiral separation Capillary isotachophoresis Microcoil NMR On-flow 

Notes

Acknowledgments

We gratefully acknowledge Professor Barry L. Karger and Dr Roger A. Kautz (Department of Chemistry, Northeastern University, USA) for supplying PVA-coated capillaries. We thank Andrew Wolters (Department of Chemistry, University of Illinois, Urbana-Champaign, USA) and Professor Andrew G. Webb (Department of Electrical and Computer Engineering, University of Illinois, Urbana-Champaign, USA) for technical support. We greatly appreciate the assistance of Dr Paul F. Molitor and the Varian Oxford Instruments Center for Excellence in NMR (VOICE Lab) in the School of Chemical Sciences at the University of Illinois, Urbana-Champaign, USA. We gratefully acknowledge financial support from the National Institute of Health (EB002343).

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Copyright information

© Springer-Verlag 2004

Authors and Affiliations

  • Dimuthu A. Jayawickrama
    • 1
  • Jonathan V. Sweedler
    • 1
    Email author
  1. 1.Department of Chemistry and the Beckman InstituteUniversity of IllinoisUrbanaUSA

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