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Key Documents

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:
Molecular Weight:
297.31
Beilstein:
1542661
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
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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Related Categories

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

Signal Word

Warning

Hazard Statements

Precautionary Statements

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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Jinhui Li et al.
Biochemistry, 43(2), 455-463 (2004-01-14)
Mutagenesis and cross-linking measurements have identified specific contact interactions between the cytosolic and the transmembrane sequences of phospholamban (PLB) and the Ca-ATPase, and in conjunction with the high-resolution structures of PLB and the Ca-ATPase, have been used to construct models
Joshua Ogony et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 843(1), 57-62 (2006-06-24)
2-Mercaptoethylamine (cysteamine) is an aminothiol compound used as a drug for the treatment of cystinosis, an autosomal recessive lysosomal storage disorder. Because of cysteamine's important role in clinical settings, its analysis by sensitive techniques has become pivotal. Unfortunately, the available
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
D Sahoo et al.
Biochemistry, 39(22), 6594-6601 (2000-06-01)
Manduca sexta apolipophorin III (apoLp-III), an 18-kDa, monomeric, insect hemolymph apolipoprotein, is comprised of five amphipathic alpha-helices arranged as a globular bundle in the lipid-free state. Upon lipid binding, it is postulated that the bundle opens, exposing a continuous hydrophobic
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

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Self-assembled monolayers (SAMs) have diverse applications; article compares benefits of alkylthiolates on gold SAM systems.

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Self-assembled monolayers (SAMs) have diverse applications; article compares benefits of alkylthiolates on gold SAM systems.

Self-assembled monolayers (SAMs) have diverse applications; article compares benefits of alkylthiolates on gold SAM systems.

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