Full color palette of fluorescent d-amino acids for in situ labeling of bacterial cell walls.


Fluorescent d-amino acids (FDAAs) enable efficient in situ labeling of peptidoglycan in diverse bacterial species. Conducted by enzymes involved in peptidoglycan biosynthesis, FDAA labeling allows specific probing of cell wall formation/remodeling activity, bacterial growth and cell morphology. Their broad application and high biocompatibility have made FDAAs an important and effective tool for studies of peptidoglycan synthesis and dynamics, which, in turn, has created a demand for the development of new FDAA probes. Here, we report the synthesis of new FDAAs, with emission wavelengths that span the entire visible spectrum. We also provide data to characterize their photochemical and physical properties, and we demonstrate their utility for visualizing peptidoglycan synthesis in Gram-negative and Gram-positive bacterial species. Finally, we show the permeability of FDAAs toward the outer-membrane of Gram-negative organisms, pinpointing the probes available for effective labeling in these species. This improved FDAA toolkit will enable numerous applications for the study of peptidoglycan biosynthesis and dynamics.

DOI: 10.1039/c7sc01800b

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@article{Hsu2017FullCP, title={Full color palette of fluorescent d-amino acids for in situ labeling of bacterial cell walls.}, author={Yen-Pang Hsu and Jonathan T. Rittichier and Erkin Kuru and Jacob Yablonowski and Erick M Pasciak and Srinivas Tekkam and Edward A Hall and Brennan Murphy and Timothy K Lee and Ethan C Garner and Kerwyn Casey Huang and Yves V. Brun and Michael S VanNieuwenhze}, journal={Chemical science}, year={2017}, volume={8 9}, pages={6313-6321} }