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Proc Natl Acad Sci U S A. 2014 Apr 15;111(15):5456-61. doi: 10.1073/pnas.1322727111. Epub 2014 Mar 31.

Imaging bacterial peptidoglycan with near-infrared fluorogenic azide probes.

Author information

1
Departments of Chemistry and Molecular and Cell Biology and Howard Hughes Medical Institute, University of California, Berkeley, CA 94720.

Abstract

Fluorescent probes designed for activation by bioorthogonal chemistry have enabled the visualization of biomolecules in living systems. Such activatable probes with near-infrared (NIR) emission would be ideal for in vivo imaging but have proven difficult to engineer. We present the development of NIR fluorogenic azide probes based on the Si-rhodamine scaffold that undergo a fluorescence enhancement of up to 48-fold upon reaction with terminal or strained alkynes. We used the probes for mammalian cell surface imaging and, in conjunction with a new class of cyclooctyne D-amino acids, for visualization of bacterial peptidoglycan without the need to wash away unreacted probe.

PMID:
24706769
PMCID:
PMC3992625
DOI:
10.1073/pnas.1322727111
[Indexed for MEDLINE]
Free PMC Article

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