Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 54, Issue 49, Pages 14728-14731Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201506847
Keywords
biotechnology; dendrimers; luminescence; porphyrins; sensors
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Funding
- Air Force Office for Scientific Research [FA9550-13-1-0068]
- National Institutes of Health through the NIH Director's New Innovator Award Program [1 DP2 OD007096-1]
- NSF Graduate Research Fellowship
- NDSEG Fellowship
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A new group of clickable and brightly emissive metalloporphyrins has been developed for the visualization of oxygenation under ambient light with the naked eye. These alkynyl-terminated compounds permit the rapid and facile synthesis of oxygen-sensing dendrimers through azide-alkyne click chemistry. With absorption maxima overlapping with the wavelengths of common commercial laser sources, they are readily applicable to biomedical imaging of tissue oxygenation. An efficient synthetic methodology, featuring the stable trimethylacetyl (pivaloyl) protecting group, is described for their preparation. A paint-on liquid bandage containing a new, click-synthesized porphyrin dendrimer has been used to map oxygenation across an ex vivo porcine skin burn model.
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