Products

Superresolution & Confocal Systems

  • Overview
  • MINFLUX
  • MIRAVA POLYSCOPE
  • INFINITY
  • FACILITY
  • STEDYCON
  • Software Overview
  • LiGHTBOX
  • STEDYCON smart control
  • iMSPECTOR

Superresolution & Confocal Modules

  • Overview
  • MINFLUX Module
  • MATRIX Detector
  • TIMEBOW Imaging
  • FLEXPOSURE Illumination
  • RAYSHAPE Mirror
  • TRUESHARP Deconvolution
  • EASY3D
  • RAINBOW Detection
  • STED Lasers
  • Autoalignment
  • Autofocus
  • Excitation Lasers
  • Accessories
  • Custom Solutions

Dyes & Labels

  • Overview
  • abberior STAR
  • abberior LIVE
  • abberior FLUX
  • abberior CAGE
  • abberior Supplies

Shop

  • Dyes by Product Name
  • Dyes by Technique
  • Dyes by Label
  • Mounting Medium
  • Cells and Nanoparticles

Applications

  • Overview
  • Biophysics
  • Cell Biology
  • Live Cell Imaging
  • Material Science
  • Membrane biology
  • Microbiology
  • Neurobiology
  • Physiology
  • Plant Science
  • Virology
  • Zoology

Company

  • People
  • Founders
  • Mission
  • Career
  • Vacancies
  • Locations

News & Events

  • News
  • Events
  • Webinars
  • Past Events

Expertise

  • Knowledge Base
  • FAQ Videos
  • FAQ
  • Publications
  • White Papers
  • Sample Gallery
  • Microscopy Tutorials
  • Webinar Recordings
  • Protocols
  • Support
  • Contact
  • Shop
  • Search
  • EN
    中文
    Language
@abberior.rocks
MENU Contact
MIRAVA POLYSCOPE – All in one and on for all: the perfect image
Science beyond Barriers

abberior dyes & labels

Technology

2013
Chemistry

4-Trifluoromethyl-substituted coumarins with large Stokes shifts: synthesis, bioconjugates, and their use in super-resolution fluorescence microscopy

Authors:

Schill, H., Nizamov, S., Bottanelli, F., Bierwagen, J., Belov, V. N., & Hell, S. W.

Keywords:

bioconjugation, chromophores, fluorescence, imaging agents, light microscopy

Abstract:

Bright and photostable fluorescent dyes with large Stokes shifts are widely used as sensors, molecular probes, and light-emitting markers in chemistry, life sciences, and optical microscopy. In this study, new 7-dialkylamino-4-trifluoromethylcoumarins have been designed for use in bioconjugation reactions and optical microscopy. Their synthesis was based on the Stille reaction of 3-chloro-4-trifluoromethylcoumarins and available (hetero)aryl- or (hetero)arylethenyltin derivatives. Alternatively, the acylation of 2-trifluoroacetyl-5-dialkylaminophenols with available (hetero)aryl- or (hetero)arylethenylacetic acids followed by intramolecular condensation afforded coumarins with 3-(hetero)aryl or 3-[2-(hetero)aryl]ethenyl groups. Hydrophilic properties were provided by the introduction of a sulfonic acid residue or by phosphorylation of a primary hydroxy group attached at C-4 of the 2,2,4-trimethyl-1,2-dihydroquinoline fragment fused to the coumarin fluorophore. For use in immunolabeling procedures, the dyes were decorated with an (activated) carboxy group. The positions of the absorption and emission maxima vary in the ranges 413-480 and 527-668 nm, respectively. The phosphorylated dye, 9,CH=CH-2-py,H, with the 1-(3-carboxypropyl)-4-hydroxymethyl-2,2-dimethyl-1,2-dihydroquinoline fragment fused to the coumarin fluorophore bearing the 3-[2-(2-pyridyl)ethenyl] residue (absorption and emission maxima at 472 and 623 nm, respectively) was used in super-resolution light microscopy with stimulated emission depletion and provided an optical resolution better than 70 nm with a low background signal. As a result of their large Stokes shifts, good fluorescence quantum yields, and adequate photostabilities, phosphorylated coumarins enable two-color imaging (using several excitation sources and a single depletion laser) to be combined with subdiffractional optical resolution.

< Back to publications
Full article >
linkedin facebook bluesky twitter Instagram

World+49 551 9995 4010USA+1 301 661 0078

© 2025 abberior

Superresolution & Confocal Systems

  • Overview
  • MINFLUX
  • MIRAVA POLYSCOPE
  • INFINITY
  • FACILITY
  • STEDYCON
  • Software Overview
  • LiGHTBOX
  • STEDYCON smart control
  • iMSPECTOR

Superresolution & Confocal Modules

  • Overview
  • MINFLUX Module
  • MATRIX Detector
  • TIMEBOW Imaging
  • FLEXPOSURE Illumination
  • RAYSHAPE Mirror
  • TRUESHARP Deconvolution
  • EASY3D
  • RAINBOW Detection
  • STED Lasers
  • Autoalignment
  • Autofocus
  • Excitation Lasers
  • Accessories
  • Custom Solutions

Dyes & Labels

  • Overview
  • abberior STAR
  • abberior LIVE
  • abberior FLUX
  • abberior CAGE
  • abberior Supplies

Shop

  • Dyes by Product Name
  • Dyes by Technique
  • Dyes by Label
  • Mounting Medium
  • Cells and Nanoparticles

Applications

  • Overview
  • Biophysics
  • Cell Biology
  • Live Cell Imaging
  • Material Science
  • Membrane biology
  • Microbiology
  • Neurobiology
  • Physiology
  • Plant Science
  • Virology
  • Zoology

Company

  • People
  • Founders
  • Mission
  • Career
  • Vacancies
  • Locations

News & Events

  • News
  • Events
  • Webinars
  • Past Events

Expertise

  • Knowledge Base
  • FAQ Videos
  • FAQ
  • Publications
  • White Papers
  • Sample Gallery
  • Microscopy Tutorials
  • Webinar Recordings
  • Protocols
abberior instruments GmbH:
  • Imprint
  • Privacy Policy
  • Terms of Sale
abberior GmbH:
  • Imprint
  • Privacy Policy
  • Terms of Sale
Abberior Instruments America LLC:
  • Privacy Policy
  • Terms of use USA
  • contact
  • manuals
  • service
  • shop