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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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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
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

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Certificates of Analysis (COA)

Lot/Batch Number
0000346227
0000346228
0000346228
0000346227
0000262200

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Sigma-Aldrich

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Sigma-Aldrich

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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
J M Warman et al.
Physics in medicine and biology, 56(5), 1487-1508 (2011-02-16)
We have produced an optically clear, close to water-equivalent gel that is radio-fluorogenic, i.e. fluoresces in UV light after exposure to high-energy radiation. Its potential as a 2D and 3D dosimetric medium is demonstrated by fixed fluorescent images of the
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
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
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