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MilliporeSigma

M9775

Sigma-Aldrich

4-(N-Maleimido)benzophenone

Sinónimos:

Benzophenone-4-maleimide

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About This Item

Fórmula empírica (notación de Hill):
C17H11NO3
Número de CAS:
Peso molecular:
277.27
Número MDL:
Código UNSPSC:
12352100
ID de la sustancia en PubChem:
NACRES:
NA.22

idoneidad de la reacción

reagent type: cross-linking reagent

solubilidad

chloroform: 50 mg/mL
DMF: soluble

temp. de almacenamiento

2-8°C

cadena SMILES

O=C1C=CC(=O)N1c2ccc(cc2)C(=O)c3ccccc3

InChI

1S/C17H11NO3/c19-15-10-11-16(20)18(15)14-8-6-13(7-9-14)17(21)12-4-2-1-3-5-12/h1-11H

Clave InChI

OZIZEXQRIOURIJ-UHFFFAOYSA-N

Aplicación

A heterobifunctional cross-linking reagent containing a sulfhydryl-specific group and a photo-active group. Typically, coupled initially by thioether to molecule containing free sulfhydryl buffered at pH 6.8 (6.5-7.0). Second bonding occurs during UV irradiation (250 nm) via diradical excited state. Benzophenones demonstrate greater specificity for C-H insertion and are more stable in water than analogous reagents. In general they are more efficient in attachment because they may be repeatedly irradiated; however, a more intense irradiation may be required. The benzophenone is not sensitive to reduction compared to analogous reagents.

Pictogramas

Exclamation mark

Palabra de señalización

Warning

Frases de peligro

Clasificaciones de peligro

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

Órganos de actuación

Respiratory system

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Gloves


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Mayumi Tamura et al.
Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan, 130(10), 1375-1379 (2010-10-12)
We have employed a combination of cysteine mutagenesis and chemical crosslinking using a photoactivatable sulfhydryl reagent, benzophenone-4-maleimide, to obtain a covalent complex between human galectin-1 and a model glycoprotein ligand, asialofetuin. We previously obtained a crosslinked product when Lys(28) of
Z Y Wang et al.
The Journal of biological chemistry, 265(9), 4953-4957 (1990-03-25)
We have used in vitro mutagenesis to synthesize in Escherichia coli a recombinant rabbit skeletal troponin-C (designated as TnC57) in which Cys-98 was replaced with leucine, and Ala-57 in the C-helix of the N-terminal domain was replaced with cysteine. TnC57
Y K Doi et al.
Biochemistry, 30(23), 5769-5777 (1991-06-11)
The interaction of pig plasma gelsolin (G) and actin (A) was examined by using photoreactive 4-maleimidobenzophenone-actin (BPM-actin) in which BPM was previously conjugated to Cys-374 of actin through the maleimide moiety. In the presence of micromolar [Ca2+], the major cross-linked
Anders Myrhammar et al.
Scientific reports, 10(1), 20777-20777 (2020-11-29)
Radionuclide molecular imaging of cancer-specific targets is a promising method to identify patients for targeted antibody therapy. Radiolabeled full-length antibodies however suffer from slow clearance, resulting in high background radiation. To overcome this problem, a pretargeting system based on complementary
Jenny L Maki et al.
Biochemistry, 51(7), 1369-1379 (2012-02-07)
The SecA molecular nanomachine in bacteria uses energy from ATP hydrolysis to drive post-translational secretion of preproteins through the SecYEG translocon. Cytosolic SecA exists in a dimeric, "closed" state with relatively low ATPase activity. After binding to the translocon, SecA

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