Bioorthogonal labelling of living bacteria using unnatural amino acids containing nitrones and a nitrone derivative of vancomycinElectronic supplementary information (ESI) available. See DOI: 10.1039/c5cc04901f

Unnatural d -amino acids bearing endocyclic nitrones were developed for live-cell labelling of the bacterial peptidoglycan layer. Metabolic incorporation of d -Lys and d -Ala derivatives bearing different endocyclic nitrones was observed in E. coli , L. innocua , and L. lactis . The incorporated nit...

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Main Authors: MacKenzie, Douglas A, Sherratt, Allison R, Chigrinova, Mariya, Kell, Arnold J, Pezacki, John Paul
Format: Article
Language:English
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Summary:Unnatural d -amino acids bearing endocyclic nitrones were developed for live-cell labelling of the bacterial peptidoglycan layer. Metabolic incorporation of d -Lys and d -Ala derivatives bearing different endocyclic nitrones was observed in E. coli , L. innocua , and L. lactis . The incorporated nitrones of these bacteria then rapidly underwent strain-promoted alkyne-nitrone cycloaddition (SPANC) reactions affording chemically modified bacteria. Unnatural d -amino acids bearing endocyclic nitrones were developed for live-cell labelling of the bacterial peptidoglycan layer.
ISSN:1359-7345
1364-548X
DOI:10.1039/c5cc04901f