Journal
JOURNAL OF PHYSICAL CHEMISTRY LETTERS
Volume 1, Issue 21, Pages 3156-3159Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jz101300t
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Funding
- Biophotonics and the Systems Biology Initiative (FORSYS) German Ministry of Research and Education (BMBF) [13N9234, 0135262]
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The oxazine fluorophore ATTO655 is routinely applied in super-resolution fluorescence microscopy due to its reversible photoswitching between a fluorescent and a nonfluorescent state by light in vitro and in living cells. The molecular basis of the oxazine switching has been unclear. Here the photoreaction of ATTO655 in the presence of a 1000-fold excess of the reductant 2-mercaptoethanol was studied using Fourier transform infrared (FT-IR) difference spectroscopy and quantum chemical calculations. The high sensitivity and selectivity of this approach allowed us to identify the chemical structure of the produce of photo-switching as the fully reduced and protonated form of the oxazine. This finding opens the door for both future synthetic as well as analytical work.
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