N-(1-Pyrenyl)maleimide | 42189-56-0
Catalog Number | F08-0015 |
Category | Pyrene |
Molecular Formula | C20H11NO2 |
Molecular Weight | 297.31 |
Catalog Number | Size | Price | Quantity |
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F08-0015 | -- | $-- |
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Product Introduction
N-(1-Pyrenyl)maleimide is a thiol-reactive fluorescent probe.
Chemical Information |
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Synonyms | 1-pyren-1-ylpyrrole-2,5-dione |
Purity | > 97.0 % (HPLC) |
IUPAC Name | 1-pyren-1-ylpyrrole-2,5-dione |
Canonical SMILES | C1=CC2=C3C(=C1)C=CC4=C(C=CC(=C43)C=C2)N5C(=O)C=CC5=O |
InChI | InChI=1S/C20H11NO2/c22-17-10-11-18(23)21(17)16-9-7-14-5-4-12-2-1-3-13-6-8-15(16)20(14)19(12)13/h1-11H |
InChI Key | YXKWRQLPBHVBRP-UHFFFAOYSA-N |
Density | 1.2310 (rou gh estimate) |
Appearance | Yellow solid |
Refractive Index | 1.5180 (estimate) |
Boiling Point | 438.82 °C (rough estimate) |
Melting Point | >228 °C (dec.) |
MDL Number | MFCD00049301 |
LogP | 4.07840 |
- Product Specification
- Application
Condition To Avoid | Light Sensitive |
Storage | Refrigerator |
Signal | Warning |
GHS Hazard Statements | H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation] H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation] H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation] |
Precautionary Statement Codes | P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (The corresponding statement to each P-code can be found at the GHS Classification page.) |
N-(1-Pyrenyl)maleimide is a versatile fluorescent reagent widely used in biochemical and biophysical research. Here are some key applications of N-(1-Pyrenyl)maleimide:
Protein Labeling: N-(1-Pyrenyl)maleimide is commonly used to label proteins via their sulfhydryl (thiol) groups. This labeling allows researchers to track and visualize protein dynamics within cells using fluorescence microscopy. It is particularly useful in studying protein-protein interactions and conformational changes.
Membrane Studies: This compound is employed to label and study biomembranes by attaching to membrane proteins or lipids. Its fluorescent properties enable the visualization of membrane organization, fluidity, and the behavior of membrane-associated proteins. These studies provide insights into cellular membrane structure and function.
Nucleic Acid Research: N-(1-Pyrenyl)maleimide can be used to label nucleic acids, facilitating studies on DNA and RNA structures and interactions. By incorporating this fluorescent probe into nucleic acids, scientists can monitor hybridization events and conformational changes. This application is valuable for research in genomics and molecular biology.
Enzyme Activity Assays: The reagent can be utilized in assays to study enzyme activities by attaching to thiol groups in enzyme active sites. Fluorescent changes upon binding can indicate enzyme activity and kinetics, allowing for detailed mechanistic studies. This application is crucial for drug development and biochemical characterization of enzymes.
Computed Properties | |
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XLogP3 | 4.1 |
Hydrogen Bond Donor Count | 0 |
Hydrogen Bond Acceptor Count | 2 |
Rotatable Bond Count | 1 |
Exact Mass | 297.078978594 g/mol |
Monoisotopic Mass | 297.078978594 g/mol |
Topological Polar Surface Area | 37.4Ų |
Heavy Atom Count | 23 |
Formal Charge | 0 |
Complexity | 550 |
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 | 1 |
Compound Is Canonicalized | Yes |
Literatures
PMID | Publication Date | Title | Journal |
---|---|---|---|
22707200 | 2012-09-01 | N-(1-Pyrenyl) maleimide inhibits telomerase activity in a cell free system and induces apoptosis in Jurkat cells | Molecular biology reports |
22779734 | 2012-08-07 | The extent of pyrene excimer fluorescence emission is a reflector of distance and flexibility: analysis of the segment linking the LDL receptor-binding and tetramerization domains of apolipoprotein E3 | Biochemistry |
22730894 | 2012-07-17 | Fluorescence analysis of the lipid binding-induced conformational change of apolipoprotein E4 | Biochemistry |
23016296 | 2012-06-01 | [Determination of homocysteine in plasma by precolumn derivatization-high performance liquid chromatography with fluorescence detection] | Se pu = Chinese journal of chromatography |
21321387 | 2011-03-07 | High-energy radiation monitoring based on radio-fluorogenic co-polymerization II: fixed fluorescent images of collimated x-ray beams using an RFCP gel | Physics in medicine and biology |
Patents
Publication Number | Title | Priority Date |
---|---|---|
JP-2022136141-A | Coloring composition for color filter and color filter | 2022-07-20 |
JP-2022040133-A | A photosensitive coloring composition for a color filter for a solid-state image sensor, a color filter, and a solid-state image sensor using the same. | 2021-12-15 |
JP-2022008395-A | Red coloring composition for organic EL display device, color filter for organic EL display device and organic EL display device | 2021-09-14 |
JP-7050207-B1 | Organic EL display device | 2021-04-22 |
WO-2022224779-A1 | Organic el display device | 2021-04-22 |
Applications of Fluorescent Probes & Dyes
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