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Herein, a novel labeling strategy for proteins is presented. A nitroxide\u2010based spin label has been developed and synthesized that can be ligated to proteins by an inverse\u2010electron\u2010demand Diels\u2013Alder (DA\n                    <jats:sub>inv<\/jats:sub>\n                    ) cycloaddition to genetically encoded noncanonical amino acids. The nitroxide moiety is shielded by a photoremovable protecting group with an attached tetra(ethylene glycol) unit to achieve water solubility. SDSL is demonstrated on two model proteins with the photoactivatable nitroxide for DA\n                    <jats:sub>inv<\/jats:sub>\n                    reaction (PaNDA) label. The strategy features high reaction rates, combined with high selectivity, and the possibility to deprotect the nitroxide in\n                    <jats:italic>Escherichia coli<\/jats:italic>\n                    lysate.\n                  <\/jats:p>","DOI":"10.1002\/cbic.201900318","type":"journal-article","created":{"date-parts":[[2019,5,15]],"date-time":"2019-05-15T10:53:50Z","timestamp":1557917630000},"page":"2479-2484","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":22,"title":["Protein Spin Labeling with a Photocaged Nitroxide Using Diels\u2013Alder Chemistry"],"prefix":"10.1002","volume":"20","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-1016-8910","authenticated-orcid":false,"given":"Anandi","family":"Kugele","sequence":"first","affiliation":[{"name":"Department of Chemistry and Konstanz Research School Chemical Biology (KoRS-CB) University of Konstanz  Universit\u00e4tsstrasse 10 78457 Konstanz Germany"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-9862-6076","authenticated-orcid":false,"given":"Bjarne","family":"Silkenath","sequence":"additional","affiliation":[{"name":"Department of Chemistry and Konstanz Research School Chemical Biology (KoRS-CB) University of Konstanz  Universit\u00e4tsstrasse 10 78457 Konstanz Germany"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-0095-1936","authenticated-orcid":false,"given":"Jakob","family":"Langer","sequence":"additional","affiliation":[{"name":"Department of Chemistry and Konstanz Research School Chemical Biology (KoRS-CB) University of Konstanz  Universit\u00e4tsstrasse 10 78457 Konstanz Germany"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-4043-6813","authenticated-orcid":false,"given":"Valentin","family":"Wittmann","sequence":"additional","affiliation":[{"name":"Department of Chemistry and Konstanz Research School Chemical Biology (KoRS-CB) University of Konstanz  Universit\u00e4tsstrasse 10 78457 Konstanz Germany"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-3571-3452","authenticated-orcid":false,"given":"Malte","family":"Drescher","sequence":"additional","affiliation":[{"name":"Department of Chemistry and Konstanz Research School Chemical Biology (KoRS-CB) University of Konstanz  Universit\u00e4tsstrasse 10 78457 Konstanz Germany"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2019,8,14]]},"reference":[{"key":"e_1_2_2_1_1","unstructured":"\u00a0"},{"key":"e_1_2_2_2_2","doi-asserted-by":"crossref","first-page":"453","DOI":"10.1016\/B978-0-12-092350-2.50017-5","author":"Griffith O. 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