Janelia Fluor® 552, Haloalkane

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Description: Cell-permeable fluorogenic dye with a chloroalkane handle. Application: live-cell imaging as a self-labeling tag substrate. Also chemigenetic Ca2+ indicator.
Chemical Name: 2-(3-(Azetidin-1-ium-1-ylidene)-6-(azetidin-1-yl)-2,7-difluoro-3H-xanthen-9-yl)-4-((2-(2-((6-chlorohexyl)oxy)ethoxy)ethyl)carbamoyl)benzoate
Purity: ≥90% (HPLC)
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Citations
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Literature (1)

Biological Activity for Janelia Fluor® 552, Haloalkane

Key Information: Janelia Fluor® 552, Haloalkane is a yellow cell-permeable fluorogenic dye with a chloroalkane handle. Also chemigenetic calcium indicator for imaging Ca2+ mediated responses. Upon self-labeling in WHaloCaMP modular biosensors, fluorescence output is modulated by photoinduced electron transfer (PET) to a protein based quencher.

Application: live-cell imaging as a self-labeling tag substrate. Suitable for confocal microscopy, light sheet microscropy, super resolution microscopy (SRM) techniques including dSTORM (in both live and fixed cells). In vivo functional imaging of Ca2+ responses (flies/mice); multiplexed functional imaging of neurons and astrocytes in zebrafish larvae; quantification of Ca2+ concentration using fluorescence lifetime imaging microscopy (FLIM).

Properties and Photophysical Data: Stable to fixation. Cell permeable. KD = 87 ± 5. In the presence of EGTA (Ca2+ chelator) excitation and emission maxima (λ) are 561 nm and 559-578 nm, respectively; quantum yield = 0.05; extinction coefficient = 73,000 M-1cm-1 (measured in ethanol or TFE plus 0.1% TFA); brigthness = 3.6 mM-1cm-1. In the presence of saturating Ca2+, excitation and emission maxima (λ) are 562 nm and 565-582 nm, respectively; quantum yield = 0.25; extinction coefficient = 78,000 M-1cm-1 (measured in ethanol or TFE plus 0.1% TFA); brigthness = 19.5 mM-1cm-1.

Janelia Fluor® is a registered trademark of Howard Hughes Medical Institute.

Licensing Information

Sold under license from the Howard Hughes Medical Institute, Janelia Research Campus

Optical Data for Janelia Fluor® 552, Haloalkane

Emission Color Yellow
λabs 562 nm
λem 582 nm
Extinction Coefficient (ε) 78000 M-1cm-1
Quantum Yield (φ) 0.25
Cell Permeable Yes
Application Confocal Microscopy, Super Resolution Microscopy (SRM), WHaloCaMP

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Technical Data for Janelia Fluor® 552, Haloalkane

M. Wt 696.18
Formula C37H40ClF2N3O6
Storage Store at -20°C
Purity ≥90% (HPLC)
CAS Number 2634129-34-1
InChI Key KYOZCJPEFPTXHD-UHFFFAOYSA-N
Smiles O=C(NCCOCCOCCCCCCCl)C1=CC=C(C([O-])=O)C(C(C2=CC(F)=C(N3CCC3)C=C2O4)=C(C=C/5F)C4=CC5=[N+]6CCC\6)=C1

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data for Janelia Fluor® 552, Haloalkane

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 6.96 10

Preparing Stock Solutions for Janelia Fluor® 552, Haloalkane

The following data is based on the product molecular weight 696.18. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
0.1 mM 14.36 mL 71.82 mL 143.64 mL
0.5 mM 2.87 mL 14.36 mL 28.73 mL
1 mM 1.44 mL 7.18 mL 14.36 mL
5 mM 0.29 mL 1.44 mL 2.87 mL

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Product Datasheets for Janelia Fluor® 552, Haloalkane

References for Janelia Fluor® 552, Haloalkane

References are publications that support the biological activity of the product.

Farrants et al (2024) A modular chemigenetic calcium indicator for multiplexed in vivo functional imaging. Nature Methods 21 1916 PMID: 39304767

Zheng et al (2019) Rational design of fluorogenic and spontaneously blinking labels for super-resolution imaging. ACS Cent.Sci. 5 1602 PMID: 31572787


If you know of a relevant reference for Janelia Fluor® 552, Haloalkane, please let us know.

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Citations for Janelia Fluor® 552, Haloalkane

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Fluorescent Dyes and Probes Research Product Guide

Fluorescent Dyes and Probes Research Product Guide

This product guide provides a background to the use of Fluorescent Dyes and Probes, as well as a comprehensive list of our:

  • Fluorescent Dyes, including Janelia Fluor® Dyes
  • Fluorescent Probes for Advanced Microscopy and Live Cell Imaging
  • Fluorescent Probes to Support In Vivo, Deep Tissue, and Bioluminescence Imaging
  • Fluorescent Probes and Reagents for Organoids and 3D Cell Culture Imaging
  • Aptamer-based RNA Imaging Reagents
  • Fluorescent Probes for Imaging Bacteria
  • TSA VividTM Fluorophore Kits
  • TSA Reagents for Enhancing IHC, ICC & FISH Signals
  • Tissue Clearing Kits and Reagents