Rhodamine 6G

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Rhodamine 6G

Rhodamine 6G | 989-38-8

Catalog Number A16-0093
Category Mitochondrial Fluorescent Probes
Molecular Formula C28H31ClN2O3
Molecular Weight 479.01
Catalog Number Size Price Quantity
A16-0093 -- $--

Product Introduction

Rhodamine 6G chloride is a cell-permeant, yellow-fluorescent dye for staining the functioning mitochondria in live cells. It also has been used as a laser dye.

Chemical Information

Synonyms Rhodamine 6G chloride;[9-(2-ethoxycarbonylphenyl)-6-(ethylamino)-2,7-dimethyl-3-xanthenylidene]-ethylammonium;chloride; [9-(2-ethoxycarbonylphenyl)-6-(ethylamino)-2,7-dimethylxanthen-3-ylidene]-ethylazanium;chloride
IUPAC Name [9-(2-ethoxycarbonylphenyl)-6-(ethylamino)-2,7-dimethylxanthen-3-ylidene]-ethylazanium;chloride
Canonical SMILES CCNC1=C(C=C2C(=C1)OC3=CC(=[NH+]CC)C(=CC3=C2C4=CC=CC=C4C(=O)OCC)C)C.[Cl-]
InChI InChI=1S/C28H30N2O3.ClH/c1-6-29-23-15-25-21(13-17(23)4)27(19-11-9-10-12-20(19)28(31)32-8-3)22-14-18(5)24(30-7-2)16-26(22)33-25;/h9-16,29H,6-8H2,1-5H3;1H
InChI Key VYXSBFYARXAAKO-UHFFFAOYSA-N
Solubility less than 1 mg/mL at 67.1 °F
Density 1.15 g/cm3
Appearance Dark red to dark brown solid
Boiling Point <200 °C
LogP 7.22550
  • Product Specification
  • Application
Excitation 528 nm
Emission 551 nm
Signal Danger
GHS Hazard Statements H301 (48.51%): Toxic if swallowed [Danger Acute toxicity, oral] H302 (45.21%): Harmful if swallowed [Warning Acute toxicity, oral] H318 (77.39%): Causes serious eye damage [Danger Serious eye damage/eye irritation] H400 (52.06%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard] H410 (56.85%): Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard] H411 (17.16%): Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]
Precautionary Statement Codes P264, P264+P265, P270, P273, P280, P301+P316, P301+P317, P305+P354+P338, P317, P321, P330, P391, P405, and P501 (The corresponding statement to each P-code can be found at the GHS Classification page.)

Rhodamine 6G is a chemical compound belonging to the xanthene class of dyes, known for its vibrant reddish-orange fluorescence. It is widely used in various scientific and industrial applications due to its excellent photostability, high quantum yield, and capability to penetrate cellular membranes. Chemically, Rhodamine 6G is often utilized as a laser dye, with a chemical formula of C28H31N2O3Cl. Its ease of syntheses and stability under different environmental conditions make it a popular choice in fluorescence-based applications. Beyond scientific usage, it is often incorporated into coloring agents due to its bright coloration properties.

One key application of Rhodamine 6G is in laser technology, where it is used as a dye laser media. Laser dyes are critical for producing tunable laser outputs, and Rhodamine 6G covers a spectra range from red to orange-red, providing versatility in laser design. It is particularly valued because it can generate high-power laser pulses and is easily dissolved in various solvents, facilitating its use in liquid laser mediums. The dye contributes to advances in scientific research where precise and varied laser outputs are required, including applications in spectroscopy and photonic devices.

Another important application of Rhodamine 6G is in fluorescence microscopy. As a fluorescent dye, Rhodamine 6G enables the visualization of biological specimens by marking specific proteins or cellular components. It is instrumental in studying cell biology and bio-imaging, due to its ability to attach to proteins and provide a bright, distinct signal under a fluorescence microscope. This application is essential for researchers looking to understand cellular mechanisms and disease pathology, as it allows for the observation of live cells and tissue samples with minimal interference.

In environmental analysis, Rhodamine 6G is used as a tracer dye to study the water flow and pollution spread in river systems. Its high visibility and fluorescence under UV light make it an ideal tracer, helping scientists and engineers map the movement of water and identify sources of pollution. This method aids in environmental monitoring and assessment, ensuring water safety and guiding pollution control measures. By understanding water dynamics, Rhodamine 6G helps protect ecosystems and public health.

Finally, the compound serves a critical role in flow cytometry, a technique used to analyze the physical and chemical characteristics of particles in a fluid. Rhodamine 6G, due to its distinct fluorescent properties, labels and distinguishes cells or particles during sorting and analysis. Its role in flow cytometry extends to clinical diagnostics and research applications, providing insights into cellular populations and characteristics in fields such as immunology and cancer research. As an analytical tool, the dye’s ability to deliver precise and reliable data supports advancements in medical research and diagnosis.

Computed Properties

Hydrogen Bond Donor Count 2
Hydrogen Bond Acceptor Count 5
Rotatable Bond Count 7
Exact Mass 478.2023205 g/mol
Monoisotopic Mass 478.2023205 g/mol
Topological Polar Surface Area 61.5Ų
Heavy Atom Count 34
Formal Charge 0
Complexity 823
Isotope Atom Count 0
Defined Atom Stereocenter Count 0
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
Covalently-Bonded Unit Count 2
Compound Is Canonicalized Yes

Literatures

PMIDPublication DateTitleJournal
33844597 2021-04-01 Profiling the Tox21 Chemical Collection for Acetylcholinesterase Inhibition Environmental health perspectives
22918865 2012-12-01 The fungicide fludioxonil antagonizes fluconazole activity in the human fungal pathogen Candida albicans Journal of medical microbiology
23027042 2012-11-01 Electric field gradient focusing using a variable width polyaniline electrode Electrophoresis
22740336 2012-09-07 On-chip ultra-thin layer chromatography and surface enhanced Raman spectroscopy Lab on a chip
22484830 2012-09-01 Quantitative analysis of molecular absorption into PDMS microfluidic channels Annals of biomedical engineering

Patents

Publication NumberTitlePriority Date
UA-151559-U METHOD OF POTENTIOMETRIC DETERMINATION OF FLURBIPROFEN 2022-05-16
CN-114813700-A A probe for detecting zearalenone and its preparation method and application 2022-05-06
CN-114858681-A A surface laser scanning fluorescence three-dimensional imaging system and method 2022-04-29
WO-2022253366-A1 Method of enrichment of a gas produced by torrefaction and pyrolysis of biomass with methane and apparatus for implementing the method 2022-03-28
CN-114405531-A A Z-type heterojunction photocatalytic nanomaterial with synergistic effect of crystal planes and its preparation method and application 2022-03-07
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