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P7908

Sigma-Aldrich

N-(1-Pyrenyl)maleimide

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C20H11NO2
Número de CAS:
42189-56-0
Peso molecular:
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

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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Categorías relacionadas

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

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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N-tert-Butylmaleimide 97%

Sigma-Aldrich

386421

N-tert-Butylmaleimide

N-Phenylmaleimide 97%

Sigma-Aldrich

P27100

N-Phenylmaleimide

V Guixé
Archives of biochemistry and biophysics, 376(2), 313-319 (2000-04-25)
Modification of Escherichia coli phosphofructokinase-2 (Pfk-2) with N-(1-pyrenil)maleimide results in an enzyme form that is inactive. However, the rate of modification is drastically reduced in the presence of the allosteric effector MgATP. The stoichiometry of the label incorporation was found
Mauricio Baez et al.
The Biochemical journal, 376(Pt 1), 277-283 (2003-08-21)
Modification of Escherichia coli phosphofructokinase-2 (Pfk-2) with pyrene maleimide (PM) results in a rapid inactivation of the enzyme. The loss of enzyme activity correlates with the incorporation of 2 mol of PM/mol of subunit and the concomitant dissociation of the
Mateja Mancek-Keber et al.
The Journal of biological chemistry, 284(29), 19493-19500 (2009-05-29)
MD-2 is a part of the Toll-like 4 signaling complex with an indispensable role in activation of the lipopolysaccharide (LPS) signaling pathway and thus a suitable target for the therapeutic inhibition of TLR4 signaling. Elucidation of MD-2 structure provides a
Pei-Rong Huang et al.
Molecular biology reports, 39(9), 8899-8905 (2012-06-19)
Telomerase activity is repressed in normal human somatic cells, but is activated in most cancers, suggesting that telomerase may be an important target for cancer therapy. Agents that interact selectively with telomerase are anticipated to exert specific action on cancer
E A Johnson et al.
Biochemistry, 40(6), 1804-1811 (2001-05-01)
The intrinsic fluorescence of the catalytic portion of the chloroplast ATP synthase (CF1) is quenched when cysteine 322, the penultimate amino acid of the gamma subunit, is specifically labeled with pyrene maleimide (PM). The epsilon subunit of CF1 contains the
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