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P7908

Sigma-Aldrich

N-(1-Pyrenyl)maleimide

Synonym(s):

1-(1-Pyrenyl)-1H-pyrrole-2,5-dione

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About This Item

Empirical Formula (Hill Notation):
C20H11NO2
CAS Number:
42189-56-0
Molecular Weight:
297.31
Beilstein:
1542661
EC Number:
255-702-1
MDL number:
MFCD00049301
UNSPSC Code:
12352100
PubChem Substance ID:
24898892
NACRES:
NA.22

form

powder

Quality Level

200

mp

235-237 °C (lit.)

SMILES string

O=C1C=CC(=O)N1c2ccc3ccc4cccc5ccc2c3c45

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

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Application

Reactant used in synthesis of:
  • Oligodeoxynucleotide derivatives
  • Polymer conjugates of immunogenic peptides
  • Modified oligonucleotides for biosensing applications,

Reactant:
  • Involved in synthesis of thermally stable fluorescent maleimide/isobutene alternating copolymers
  • Used as derivitizing agent for determination of glutathione disulfide levels in biological samples

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Precautionary Statements

P302 + P352 - P305 + P351 + P338

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Curt B Boschek et al.
Biochemistry, 46(15), 4580-4588 (2007-03-24)
Binding of calcium to CaM exposes clefts in both N- and C-domains to promote their cooperative association with a diverse array of target proteins, functioning to relay the calcium signal regulating cellular metabolism. To clarify relationships between the calcium-dependent activation
Jinhui Li et al.
Biochemistry, 42(36), 10674-10682 (2003-09-10)
We have used frequency-domain fluorescence spectroscopy to investigate the structural linkage between the transmembrane and cytosolic domains of the regulatory protein phospholamban (PLB). Using an engineered PLB having a single cysteine (Cys(24)) derivatized with the fluorophore N-(1-pyrenyl)maleimide (PMal), we have
E I Slobozhanina et al.
Journal of applied toxicology : JAT, 25(2), 109-114 (2005-03-04)
In the present work we studied, by chemiluminescence measurements, the influence of lead on the production of reactive oxygen species (ROS) in haemolysates obtained from human erythrocytes incubated in the presence of different concentrations of lead acetate. Moreover, we evaluated
V G Panse et al.
The Journal of biological chemistry, 276(36), 33681-33688 (2001-07-04)
SecB is a homotetrameric, cytosolic chaperone that forms part of the protein translocation machinery in Escherichia coli. We have investigated the bound-state conformation of a model protein substrate of SecB, bovine pancreatic trypsin inhibitor (BPTI) as well as the conformation
T Inobe et al.
Biochimica et biophysica acta, 1545(1-2), 160-173 (2001-05-09)
Chaperonin-assisted protein folding proceeds through cycles of ATP binding and hydrolysis by GroEL, which undergoes a large structural change by the ATP binding or hydrolysis. One of the main concerns of GroEL is the mechanism of the productive and cooperative
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