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Yet quantifying the uptake of small molecule nutrients at the single cell level is difficult. Here we present a new approach to studying the nutrient uptake in live single cells using Inverse Electron\u2010Demand Diels Alder (IEDDA) chemistry. We have modified carboxyfluorescein\u2010diacetate\u2010succinimidyl esters (CFSE)\u2014a quenched fluorophore that can covalently react with proteins and is only turned on in the cytosol of a cell following esterase activity\u2014with a tetrazine. This tetrazine serves as a second quencher for the pendant fluorophore. Upon reaction with nutrients modified with an electron\u2010rich or strained dienophile in an IEDDA reaction, this quenching group is destroyed, thereby enabling the probe to fluoresce. This has allowed us to monitor the uptake of a variety of dienophile\u2010containing nutrients in live primary immune cell populations using flow cytometry and live\u2010cell microscopy.<\/jats:p>","DOI":"10.1002\/anie.202401733","type":"journal-article","created":{"date-parts":[[2024,5,8]],"date-time":"2024-05-08T05:31:58Z","timestamp":1715146318000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":20,"title":["A Bioorthogonal Dual Fluorogenic Probe for the Live\u2010Cell Monitoring of Nutrient Uptake by Mammalian Cells"],"prefix":"10.1002","volume":"63","author":[{"given":"Yixuan","family":"Wang","sequence":"first","affiliation":[{"name":"Leiden Institute of Chemistry Leiden University  Einsteinweg 55 2333 CC Leiden The Netherlands"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Diana","family":"Torres\u2010Garc\u00eda","sequence":"additional","affiliation":[{"name":"Leiden Institute of Chemistry Leiden University  Einsteinweg 55 2333 CC Leiden The Netherlands"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0009-0000-6338-2622","authenticated-orcid":false,"given":"Thijmen P.","family":"Mostert","sequence":"additional","affiliation":[{"name":"Leiden Institute of Chemistry Leiden University  Einsteinweg 55 2333 CC Leiden The Netherlands"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Luuk","family":"Reinalda","sequence":"additional","affiliation":[{"name":"Leiden Institute of Chemistry Leiden University  Einsteinweg 55 2333 CC Leiden The Netherlands"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Sander I.","family":"Van Kasteren","sequence":"additional","affiliation":[{"name":"Leiden Institute of Chemistry Leiden University  Einsteinweg 55 2333 CC Leiden The Netherlands"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2024,6,19]]},"reference":[{"key":"e_1_2_7_1_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41467-019-10015-4"},{"key":"e_1_2_7_2_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.cell.2015.08.016"},{"key":"e_1_2_7_3_1","doi-asserted-by":"publisher","DOI":"10.1111\/febs.16296"},{"key":"e_1_2_7_4_1","doi-asserted-by":"publisher","DOI":"10.1186\/s12964-022-00909-0"},{"key":"e_1_2_7_5_1","doi-asserted-by":"publisher","DOI":"10.3389\/fimmu.2017.00270"},{"key":"e_1_2_7_6_1","doi-asserted-by":"publisher","DOI":"10.1007\/s10549-010-0884-1"},{"key":"e_1_2_7_7_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.cmet.2014.05.004"},{"key":"e_1_2_7_8_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.biochi.2021.06.017"},{"issue":"3","key":"e_1_2_7_9_1","first-page":"432","volume":"42","author":"Jager P. 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