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

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

  • Chemistry. 2017 Sep 7;23(50):12114-12119. doi: 10.1002/chem.201701216.
Alexey N Butkevich 1,  Vladimir N Belov 1,  Kirill Kolmakov 1,  Viktor V Sokolov 2,  Heydar Shojaei 1,  Sven C Sidenstein 1,  Dirk Kamin 1,  Jessica Matthias 3,  Rifka Vlijm 3,  Johann Engelhardt 3,  Stefan W Hell 1
Affiliations

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 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.

Keywords

dyes/pigments; fluorescence; living cells; optical microscopy; rhodamines.

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