Metabolic Labeling of Sialic Acids in Living Animals with Alkynyl Sugars

Authors

  • Pamela V. Chang,

    1. Departments of Chemistry and Molecular Cell Biology and Howard Hughes Medical Institute, University of California, Berkeley, and The Molecular Foundry, Lawrence Berkeley National Laboratory, Berkeley, CA 94720 (USA), Fax: (+1) 510-643-2628
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    • These authors contributed equally to the work.

  • Xing Chen,

    1. Departments of Chemistry and Molecular Cell Biology and Howard Hughes Medical Institute, University of California, Berkeley, and The Molecular Foundry, Lawrence Berkeley National Laboratory, Berkeley, CA 94720 (USA), Fax: (+1) 510-643-2628
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    • These authors contributed equally to the work.

  • Chris Smyrniotis,

    1. Departments of Chemistry and Molecular Cell Biology and Howard Hughes Medical Institute, University of California, Berkeley, and The Molecular Foundry, Lawrence Berkeley National Laboratory, Berkeley, CA 94720 (USA), Fax: (+1) 510-643-2628
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  • Alexander Xenakis,

    1. Departments of Chemistry and Molecular Cell Biology and Howard Hughes Medical Institute, University of California, Berkeley, and The Molecular Foundry, Lawrence Berkeley National Laboratory, Berkeley, CA 94720 (USA), Fax: (+1) 510-643-2628
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  • Tianshun Hu,

    1. Department of Biochemistry, Albert Einstein College of Medicine, Yeshiva University, Bronx, NY 10461 (USA), Fax: (+1) 718-678-1022
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  • Carolyn R. Bertozzi Prof.,

    1. Departments of Chemistry and Molecular Cell Biology and Howard Hughes Medical Institute, University of California, Berkeley, and The Molecular Foundry, Lawrence Berkeley National Laboratory, Berkeley, CA 94720 (USA), Fax: (+1) 510-643-2628
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  • Peng Wu Prof.

    1. Department of Biochemistry, Albert Einstein College of Medicine, Yeshiva University, Bronx, NY 10461 (USA), Fax: (+1) 718-678-1022
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  • This work was supported by the Director, Office of Energy Research, Office of Basic Energy Sciences, Division of Materials Sciences, of the U.S. Department of Energy under Contract No. DE-AC03-76SF00098 (C.R.B.), as well as a grant from the National Institutes of Health to P.W. (4R00G-M080585-03) and startup funds from Albert Einstein College of Medicine (P.W.). P.V.C. was supported by predoctoral fellowships from the National Science Foundation and the American Chemical Society Division of Medicinal Chemistry. We thank the Glycotechnology Core Resource at UC San Diego for sialic acid analysis. We also thank J. Baskin for critical reading of the manuscript.

Abstract

Sialome sweet sialome: As sialic acids are involved in many host–pathogen recognition events and are markers of embryonic and malignant tissues, there is great interest in methods for the enrichment and identification of sialylated glycoproteins from complex tissues. Now N-(4-pentynoyl)mannosamine can be used to metabolically label sialylated glycoproteins in living animals, enabling future identification of new biomarkers.

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