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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/REAXYS Number:
1542661
EC Number:
255-702-1
MDL number:
MFCD00049301
UNSPSC Code:
12352100
PubChem Substance ID:
24898892
NACRES:
NA.22

form

powder

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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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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Fei-yu Liu et al.
Yao xue xue bao = Acta pharmaceutica Sinica, 43(7), 733-736 (2008-09-30)
A sensitive, rapid method for determining reduced tiopronin concentration in rat plasma has been developed by using a high-performance liquid chromatography (HPLC) technique in conjunction with the derivatizing agent N-(1-pyrenyl) maleimide (NPM). The analytes were separated on a Kromasil C18
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
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
M Yusof et al.
Biomedical chromatography : BMC, 14(8), 535-540 (2000-12-13)
D-Penicillamine (2-amino-3-mercapto-3-methylbutanoic acid), a well-known heavy metal chelator, is the drug of choice in the treatment of Wilson's disease and is also effective for the treatment of several disorders including rheumatoid arthritis, primary biliary cirrhosis, scleroderma, fibrotic lung diseases and
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
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