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Amino Acid Analysis pp 63–75Cite as

A Universal HPLC-MS Method to Determine the Stereochemistry of Common and Unusual Amino Acids

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Part of the book series: Methods in Molecular Biology ((MIMB,volume 828))

Abstract

The determination of the stereochemistry of common and unusual amino acids is important in food chemistry, archeology, medicine, and life sciences, including such diverse areas as marine biology and extraterrestrial chemistry and has greatly contributed to our current knowledge in these fields.

To determine the stereochemistry of amino acids, many chromatographic methods have been developed and refined over the last decades. Here, we describe a state-of-the-art indirect chromatography-based LC-MS method. Diastereomers were formed from amino acids that were reacted with chiral derivatizing agents, such as Marfey’s reagent (FDAA), GITC, S-NIFE, and OPA-IBLC and separated on a reversed phase column using mass spectrometry compatible buffers.

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Acknowledgments

This work was supported by the Intramural Program of the National Institute of Diabetes, Digestive and Kidney Diseases, Z01 DK070004-04, the Beckman Institute and the Betty and Gordon Moore Foundation.

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Authors and Affiliations

  1. Proteome Exploration Laboratory, California Institute of Technology, BI 211, MC139-74, Pasadena, CA, USA

    Sonja Hess

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  1. Sonja Hess
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Correspondence to Sonja Hess .

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Editors and Affiliations

  1. Ctr. Biologics Evaluation & Research, Div. Cellular & Gene Therapies, U.S. Food and Drug Administration, Rockville Pike 8800, Bethesda, 20892, Maryland, USA

    Michail A. Alterman

  2. Functional Genomics Center Zürich, Protein Analysis Group, Universität Zürich, Winterthurerstr. 190, Zürich, 8057, Switzerland

    Peter Hunziker

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Hess, S. (2012). A Universal HPLC-MS Method to Determine the Stereochemistry of Common and Unusual Amino Acids. In: Alterman, M., Hunziker, P. (eds) Amino Acid Analysis. Methods in Molecular Biology, vol 828. Humana Press, Totowa, NJ. https://doi.org/10.1007/978-1-61779-445-2_7

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  • DOI: https://doi.org/10.1007/978-1-61779-445-2_7

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  • Publisher Name: Humana Press, Totowa, NJ

  • Print ISBN: 978-1-61779-444-5

  • Online ISBN: 978-1-61779-445-2

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