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Kinetic analysis of acyclic and cyclic nitrones with strained\u2010<jats:italic>trans<\/jats:italic>\u2010cyclooctene (s\u2010TCO) shows fast reactivity and demonstrates the utility of this cycloaddition reaction for bioorthogonal labelling. Labelling of the bacterial peptidoglycan layer with unnatural <jats:sc>d<\/jats:sc>\u2010amino acids tagged with nitrones and s\u2010TCO\u2010Alexa488 is demonstrated. These new findings expand the bioorthogonal toolbox, and allow TCO reagents to be used in bioorthogonal applications beyond tetrazine ligations for the first time and open up new avenues for bioorthogonal ligations with diverse nitrone reactants.<\/jats:p>","DOI":"10.1002\/cbic.201900627","type":"journal-article","created":{"date-parts":[[2019,10,16]],"date-time":"2019-10-16T17:48:41Z","timestamp":1571248121000},"page":"948-951","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":19,"title":["Cycloadditions of <i>Trans<\/i>\u2010Cyclooctenes and Nitrones as Tools for Bioorthogonal Labelling"],"prefix":"10.1002","volume":"21","author":[{"given":"Kaitlyn D.","family":"Margison","sequence":"first","affiliation":[{"name":"Department of Chemistry and Biomolecular Sciences University of Ottawa  150 Louis-Pasteur Ottawa ON K1N 6N5 Canada"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Didier 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