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

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Abstract

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.

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

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Publication details

The article was received on 22 Apr 2017, accepted on 06 Jul 2017 and first published on 07 Jul 2017


Article type: Edge Article
DOI: 10.1039/C7SC01800B
Citation: Chem. Sci., 2017, Advance Article
  • Open access: Creative Commons BY license
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    Full color palette of fluorescent D-amino acids for in situ labeling of bacterial cell walls

    Y. Hsu, J. Rittichier, E. Kuru, J. Yablonowski, E. Pasciak, S. Tekkam, E. Hall, B. Murphy, T. K. Lee, E. C. Garner, K. C. Huang, Yves V. Brun and M. S. VanNieuwenhze, Chem. Sci., 2017, Advance Article , DOI: 10.1039/C7SC01800B

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