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Journal Article

Hydroxylated fluorescent dyes for live-cell labeling: Synthesis, spectra and super-resolution STED.

MPS-Authors
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Butkevich,  A.
Department of NanoBiophotonics, MPI for Biophysical Chemistry, Max Planck Society;

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Belov,  V. N.
Department of NanoBiophotonics, MPI for Biophysical Chemistry, Max Planck Society;

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Shojaei,  H.
Department of NanoBiophotonics, MPI for Biophysical Chemistry, Max Planck Society;

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Sidenstein,  S.
Department of NanoBiophotonics, MPI for Biophysical Chemistry, Max Planck Society;

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Kamin,  D.
Department of NanoBiophotonics, MPI for Biophysical Chemistry, Max Planck Society;

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Hell,  S. W.
Department of NanoBiophotonics, MPI for Biophysical Chemistry, Max Planck Society;

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Fulltext (public)

2418433.pdf
(Publisher version), 2MB

Supplementary Material (public)

2418433_Suppl_1.pdf
(Supplementary material), 7MB

2418433_Suppl_2.avi
(Supplementary material), 3MB

2418433_Suppl_3.avi
(Supplementary material), 3MB

Citation

Butkevich, A., Belov, V. N., Kolmakov, K., Sokolov, V. V., Shojaei, H., Sidenstein, S., et al. (2017). Hydroxylated fluorescent dyes for live-cell labeling: Synthesis, spectra and super-resolution STED. Chemistry. A European Journal, 23(50), 12114-12119. doi:10.1002/chem.201701216.


Cite as: http://hdl.handle.net/11858/00-001M-0000-002C-E95B-9
Abstract
Hydroxylated rhodamines, carbopyronines, silico- and germanorhodamines with absorption maxima in the range of 530-640 nm were prepared and applied in specific labeling of living cells. The direct and high-yielding entry to germa- and silaxanthones tolerates the presence of protected heteroatoms and may be considered for the syntheses of various sila- and germafluoresceins, as well as -rhodols. Application in stimulated emission depletion (STED) fluorescence microscopy revealed a resolution of 50-75 nm in one- and two-color imaging of vimentin-HaloTag fused protein and native tubulin. The established structure-property relationships allow prediction of the spectral properties and the positions of spirolactone/zwitterion equilibria for the new analogs of rhodamines, carbo-, silico- and germanorhodamines using simple additive schemes.