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M9775

Sigma-Aldrich

4-(N-Maleimido)benzophenone

Synonyme(s) :

Benzophenone-4-maleimide

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About This Item

Formule empirique (notation de Hill):
C17H11NO3
Numéro CAS:
92944-71-3
Poids moléculaire :
277.27
Numéro MDL:
MFCD00079465
Code UNSPSC :
12352100
ID de substance PubChem :
57654429
Nomenclature NACRES :
NA.22

Pertinence de la réaction

reagent type: cross-linking reagent

Solubilité

chloroform: 50 mg/mL
DMF: soluble

Température de stockage

2-8°C

Chaîne 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

Clé InChI

OZIZEXQRIOURIJ-UHFFFAOYSA-N

Application

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.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

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L Sahlman et al.
The Journal of biological chemistry, 272(47), 29518-29526 (1997-12-31)
Bacterial detoxification of mercuric ion depends on the presence of one or more integral membrane proteins (MerT and/or MerC) whose postulated function is in transport of Hg2+ from a periplasmic Hg2+-binding protein (MerP) to cytoplasmic mercuric reductase. In this study
Mayumi Tamura et al.
Biological & pharmaceutical bulletin, 34(6), 929-932 (2011-06-02)
LEC-1 is the first tandem repeat-type galectin isolated from an animal system; this galectin has two carbohydrate recognition domains in a single polypeptide chain. Because its two lectin domains have different sugar-binding profiles, these domains are thought to interact with
Yoichiro Arata et al.
Biochemistry, 41(37), 11301-11307 (2002-09-11)
Using a combination of cysteine mutagenesis and covalent cross-linking, we have identified subunits in close proximity to specific sites within subunit B of the vacuolar (H(+))-ATPase (V-ATPase) of yeast. Unique cysteine residues were introduced into subunit B by site-directed mutagenesis
T Tao et al.
Archives of biochemistry and biophysics, 240(2), 627-634 (1985-08-01)
The site-specific photocrosslinker, benzophenone-4-maleimide, was used to label G-actin specifically at Cys-374, the penultimate residue from the C terminus. The resultant BP-G-actin was polymerized to form BP-F-actin, and both forms of actin were irradiated to activate the benzophenone moiety. We
Y Luo et al.
Journal of molecular biology, 296(3), 899-910 (2000-03-15)
The interaction sites of rabbit skeletal troponin I (TnI) with troponin C (TnC), troponin T (TnT), tropomyosin (Tm) and actin were mapped systematically using nine single cysteine residue TnI mutants with mutation sites at positions 6, 48, 64, 89, 104
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