title: Metabolic remodeling of bacterial surfaces via tetrazine ligations.
abstract: Bioorthogonal click ligations are extensively used for the introduction of functional groups in biological systems. Tetrazine ligations are attractive in that they are catalyst-free and display favorable kinetics. We describe the efficient remodeling of bacterial cell surfaces using unnatural d-amino acids derivatized with tetrazine ligation handles. The metabolic incorporation of these unnatural d-amino acids onto bacterial cell surfaces resulted in a site-selective installation of fluorophores.
authors.affiliation: Department of Chemistry, Lehigh University, Bethlehem, Pennsylvania 18015, USA. map311@lehigh.edu.
authors.forename: S E
authors.initials: SE
authors.lastname: Pidgeon
authors.forename: M M
authors.initials: MM
authors.lastname: Pires
mesh_terms: D000596:Amino Acids / Q000737:chemistry; D057930:Click Chemistry; D003960:Diaminopimelic Acid / Q000737:chemistry; D005434:Flow Cytometry; D005456:Fluorescent Dyes / Q000737:chemistry*; D006573:Heterocyclic Compounds, 1-Ring / Q000737:chemistry*; D009636:Norbornanes / Q000737:chemistry; D010457:Peptidoglycan / Q000737:chemistry*; D010458:Peptidyl Transferases / Q000378:metabolism; D013211:Staphylococcus aureus / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000596:Amino Acids; D005456:Fluorescent Dyes; D006573:Heterocyclic Compounds, 1-Ring; D009636:Norbornanes; D010457:Peptidoglycan; D003960:Diaminopimelic Acid; D010458:Peptidyl Transferases