|(D)-Amino acid chemical reporters reveal peptidoglycan dynamics of an intracellular pathogen.
|Year of Publication
|M Siegrist S, Whiteside S, Jewett JC, Aditham A, Cava F, Bertozzi CR
|ACS Chem Biol
|2013 Mar 15
|Alanine, Click Chemistry, Listeria monocytogenes, Molecular Conformation, Molecular Dynamics Simulation, Peptidoglycan
Peptidoglycan (PG) is an essential component of the bacterial cell wall. Although experiments with organisms in vitro have yielded a wealth of information on PG synthesis and maturation, it is unclear how these studies translate to bacteria replicating within host cells. We report a chemical approach for probing PG in vivo via metabolic labeling and bioorthogonal chemistry. A wide variety of bacterial species incorporated azide and alkyne-functionalized d-alanine into their cell walls, which we visualized by covalent reaction with click chemistry probes. The d-alanine analogues were specifically incorporated into nascent PG of the intracellular pathogen Listeria monocytogenes both in vitro and during macrophage infection. Metabolic incorporation of d-alanine derivatives and click chemistry detection constitute a facile, modular platform that facilitates unprecedented spatial and temporal resolution of PG dynamics in vivo.
|ACS Chem. Biol.
|PubMed Central ID
|AI051622 / AI / NIAID NIH HHS / United States
R01 AI051622 / AI / NIAID NIH HHS / United States