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Supramolecular Probes for Assessing Glutamine Uptake Enable Semi-Quantitative Metabolic Models in Single Cells

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    Article

    Supramolecular Probes for Assessing Glutamine Uptake Enable Semi-Quantitative Metabolic Models in Single Cells
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    † Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, California 91125, United States
    ‡ Department of Molecular and Medical Pharmacology, University of California, Los Angeles, California 90095, United States
    *[email protected]
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    Journal of the American Chemical Society

    Cite this: J. Am. Chem. Soc. 2016, 138, 9, 3085–3093
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    https://doi.org/10.1021/jacs.5b12187
    Published February 26, 2016
    Copyright © 2016 American Chemical Society
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    Abstract

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    We describe a supramolecular surface competition assay for quantifying glutamine uptake from single cells. Cy3-labeled cyclodextrins were immobilized on a glass surface as a supramolecular host/FRET donor, and adamantane-BHQ2 conjugates were employed as the guest/quencher. An adamantane-labeled glutamine analog was selected through screening a library of compounds and validated by cell uptake experiments. When integrated onto a single cell barcode chip with a multiplex panel of 15 other metabolites, associated metabolic enzymes, and phosphoproteins, the resultant data provided input for a steady-state model that describes energy potential in single cells and correlates that potential with receptor tyrosine kinase signaling. We utilize this integrated assay to interrogate a dose-dependent response of model brain cancer cells to EGFR inhibition. We find that low-dose (1 μM erlotinib) drugging actually increases cellular energy potential even as glucose uptake and phosphoprotein signaling is repressed. We also identify new interactions between phosphoprotein signaling and cellular energy processes that may help explain the facile resistance exhibited by certain cancer patients to EGFR inhibitors.

    Copyright © 2016 American Chemical Society

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    Supporting Information

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    The Supporting Information is available free of charge on the ACS Publications website at DOI: 10.1021/jacs.5b12187.

    • Synthetic schemes, additional validation experiments, illustration of SCBC device and detection methods, clustering results for each of the single cell data set, list of antibodies used in this work (PDF)

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    This article is cited by 31 publications.

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    Cite this: J. Am. Chem. Soc. 2016, 138, 9, 3085–3093
    Click to copy citationCitation copied!
    https://doi.org/10.1021/jacs.5b12187
    Published February 26, 2016
    Copyright © 2016 American Chemical Society
    Request reuse permissions

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