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Butkevich AN, Belov VN, Kolmakov K, et al. Hydroxylated Fluorescent Dyes for Live-Cell Labeling: Synthesis, Spectra and Super-Resolution STED. Chemistry. 2017;23(50):12114-12119doi: 10.1002/chem.201701216.
Butkevich, A. N., Belov, V. N., Kolmakov, K., Sokolov, V. V., Shojaei, H., Sidenstein, S. C., Kamin, D., Matthias, J., Vlijm, R., Engelhardt, J., & Hell, S. W. (2017). Hydroxylated Fluorescent Dyes for Live-Cell Labeling: Synthesis, Spectra and Super-Resolution STED. Chemistry (Weinheim an der Bergstrasse, Germany), 23(50), 12114-12119. https://doi.org/10.1002/chem.201701216
Butkevich, Alexey N, et al. "Hydroxylated Fluorescent Dyes for Live-Cell Labeling: Synthesis, Spectra and Super-Resolution STED." Chemistry (Weinheim an der Bergstrasse, Germany) vol. 23,50 (2017): 12114-12119. doi: https://doi.org/10.1002/chem.201701216
Butkevich AN, Belov VN, Kolmakov K, Sokolov VV, Shojaei H, Sidenstein SC, Kamin D, Matthias J, Vlijm R, Engelhardt J, Hell SW. Hydroxylated Fluorescent Dyes for Live-Cell Labeling: Synthesis, Spectra and Super-Resolution STED. Chemistry. 2017 Sep 07;23(50):12114-12119. doi: 10.1002/chem.201701216. Epub 2017 May 02. PMID: 28370443; PMCID: PMC5599963.
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Chemistry. 2017 Sep 07;23(50):12114-12119. doi: 10.1002/chem.201701216. Epub 2017 May 02.

Hydroxylated Fluorescent Dyes for Live-Cell Labeling: Synthesis, Spectra and Super-Resolution STED.

Chemistry (Weinheim an der Bergstrasse, Germany)

Alexey N Butkevich, Vladimir N Belov, Kirill Kolmakov, Viktor V Sokolov, Heydar Shojaei, Sven C Sidenstein, Dirk Kamin, Jessica Matthias, Rifka Vlijm, Johann Engelhardt, Stefan W Hell

Affiliations

  1. Department of Nanobiophotonics, Max Planck Institute for Biophysical Chemistry (MPIBPC), Am Fassberg 11, 37077, Göttingen, Germany.
  2. Department of Chemistry, St. Petersburg State University, Universitetskiy Pr. 26, 198504, St. Petersburg, Russia.
  3. German Cancer Research Center (DKFZ), Im Neuenheimer Feld 280, 69120, Heidelberg, Germany.

PMID: 28370443 PMCID: PMC5599963 DOI: 10.1002/chem.201701216

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 for prediction of the spectral properties and the positions of spirolactone/zwitterion equilibria for the new analogues of rhodamines, carbo-, silico-, and germanorhodamines using simple additive schemes.

© 2017 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA.

Keywords: dyes/pigments; fluorescence; living cells; optical microscopy; rhodamines

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