N-(1-Pyrenyl)maleimide - ≥99% , CAS No.42189-56-0

CAS: 42189-56-0 Cat. No.: P120827 Molecular Weight: 297.32 Beilstein Registry Number: 1542661 EC Number: 255-702-1

GRADE & PURITY ≥99%

Synonyms

SCHEMBL21928 | MFCD00049301 | 1-(1-Pyrenyl)-1H-pyrrole-2,5-dione # | DTXSID40962350 | HY-W011433 | n-(1-pyrenyl) maleimide | N-(1-Pyrenyl)maleimide | N-(1-Pyrenyl)-maleimide | BDBM50450779 | P1214 | N-(1-Pyrenyl)maleimide, for fluorescence, >=99.0% (HPLC)

Storage

Store at 2-8°C,Protected from light

Shipped In

Wet ice

Overview

N-(1-Pyrenyl) Maleimide is a fluorescent sulfhydryl reagent which can form excited-state dimers which emit at longer wavelengths than the lone excited fluorophore.
A florescent sulfhydryl reagent

Specifications

Synonyms

SCHEMBL21928 | MFCD00049301 | 1-(1-Pyrenyl)-1H-pyrrole-2, 5-dione # | DTXSID40962350 | HY-W011433 | n-(1-pyrenyl) maleimide | N-(1-Pyrenyl)maleimide | N-(1-Pyrenyl)-maleimide | BDBM50450779 | P1214 | N-(1-Pyrenyl)maleimide, for fluorescence, >=99.0% (HPLC)

Specifications & Purity

≥99%

Storage

Store at 2-8°C, Protected from light

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥99%

Names and Identifiers

• Canonical Smiles: C1=CC2=C3C(=C1)C=CC4=C(C=CC(=C43)C=C2)N5C(=O)C=CC5=O
• IUPAC Name: 1-pyren-1-ylpyrrole-2,5-dione
• InChIKey: YXKWRQLPBHVBRP-UHFFFAOYSA-N
• 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
• Isomeric SMILES: C1=CC2=C3C(=C1)C=CC4=C(C=CC(=C43)C=C2)N5C(=O)C=CC5=O
• WGK Germany: 3
• Molecular Weight: 297.32
• Beilstein: 1542661
• Reaxy-Rn: 1542661
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1542661&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Pyrenes

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Pyrenes
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Pyrenes
• Alternative Parents: Phenanthrenes and derivatives Naphthalenes Maleimides N-substituted carboxylic acid imides Pyrrolines Dicarboximides Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Pyrene - Phenanthrene - Naphthalene - Maleimide - Carboxylic acid imide, n-substituted - Pyrroline - Dicarboximide - Carboxylic acid imide - Azacycle - Organoheterocyclic compound - Carboxylic acid derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organooxygen compound - Organonitrogen compound - Organic nitrogen compound - Carbonyl group - Hydrocarbon derivative - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as pyrenes. These are compounds containing a pyrene moiety, which consists four fused benzene rings, resulting in a flat aromatic system.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in Chloroform and DMSO,
• Sensitivity: Light Sensitive
• Melt Point(°C): 235-237°C
• Molecular Weight: 297.300 g/mol
• XLogP3: 4.100
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 297.079 Da
• Monoisotopic Mass: 297.079 Da
• Topological Polar Surface Area: 37.400 Ų
• Heavy Atom Count: 23
• Formal Charge: 0
• Complexity: 550.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Dashan Guo, Yuwei Hou, Hongshan Liang, Lingyu Han, Bin Li, Bin Zhou.  (2023)  Mechanism of Reduced Glutathione Induced Lysozyme Defolding and Molecular Self-Assembly.  Foods,  12  (10): (1931).  [PMID:37238749] [10.3390/foods12101931]

2. Hong Chen, Jia Yang, Zhuangzhuang Liu, Yiying Li, Ziqing Tang, Xinlei Shi, Qiang Chen.  (2024)  Fault-Tolerant and On-Demand Supra Tough Adhesive Natural Albumin-Based Organohydrogels.  ADVANCED FUNCTIONAL MATERIALS,      [PMID:] [10.1002/adfm.202413171]

3. Haimei Yang, Zixuan Ding, Jiayin Du, Xianlin He, Jianan Huang.  (2024)  Optical activity invertible chiral WSe2 quantum dots as intracellular redox state indicator and regulator.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2024.149839]

4. Can Wu, Qiuyue Hou, Hongyu Liang, Xuefeng Zhang, Bing Cui, Yuying Hu, Xin Shi, Bin Zhou.  (2026)  Fabrication and antibacterial properties of self-assembled lysozyme nanofilms induced by reduced glutathione.  Current Research in Food Science,      [PMID:] [10.1016/j.crfs.2026.101393]