N-(1-Pyrenyl)maleimide

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N-(1-Pyrenyl)maleimide

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
F08-0015 -- $--

Product Introduction

N-(1-Pyrenyl)maleimide is a thiol-reactive fluorescent probe.

Chemical Information

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

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

PMIDPublication DateTitleJournal
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 NumberTitlePriority 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
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