Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 19, Issue 25, Pages 8182-8189Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201300060
Keywords
bioorthogonal chemistry; imaging agents; peptides; RNA recognition; templated reactions
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Funding
- European Research Council [ERC 201749]
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Reactions templated by cellular nucleic acids are attractive for nucleic acid sensing or responsive systems. Herein we report the use of a photocatalyzed reductive cleavage of an immolative linker to unmask a rhodamine fluorophore, and its application to miRNA imaging. The reaction was found to proceed with a very high turnover (>4000) and provided reliable detection down to 5pM of template by using -serine-modified peptide nucleic acid (PNA) probes. The reaction was used for the selective detection of miR-21 in BT474 cells and miR-31 in HeLa cells following irradiation for 30min. The probes were introduced by using reversible permeation with streptolysin-O (SLO) or a transfection technique.
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