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Imaging bacterial peptidoglycan with near-infrared fluorogenic azide probes.

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.

SUBMITTER: Shieh P

PROVIDER: S-EPMC3992625 | biostudies-literature | 2014 Apr

REPOSITORIES: biostudies-literature

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Imaging bacterial peptidoglycan with near-infrared fluorogenic azide probes.

Shieh Peyton P Siegrist M Sloan MS Cullen Andrew J AJ Bertozzi Carolyn R CR

Proceedings of the National Academy of Sciences of the United States of America 20140331 15

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 ...[more]

PMID: 24706769

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