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Sigma-Aldrich

N-[4-(2-Benzimidazolyl)phenyl]maleimide

BioReagent, suitable for fluorescence, ≥98.0% (HPLC)

Synonym(s):

BIPM

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About This Item

Empirical Formula (Hill Notation):
C17H11N3O2
CAS Number:
Molecular Weight:
289.29
Beilstein:
755407
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
Pricing and availability is not currently available.

product line

BioReagent

Assay

≥98.0% (HPLC)

form

solid

solubility

H2O: soluble
acetone: soluble

fluorescence

λex 315 nm; λem 365 nm (after derivatization with 2-mercaptoethanol)

suitability

suitable for fluorescence

SMILES string

O=C1C=CC(=O)N1c2ccc(cc2)-c3nc4ccccc4[nH]3

InChI

1S/C17H11N3O2/c21-15-9-10-16(22)20(15)12-7-5-11(6-8-12)17-18-13-3-1-2-4-14(13)19-17/h1-10H,(H,18,19)

InChI key

NZDOXVCRXDAVII-UHFFFAOYSA-N

Other Notes

Fluorescent probe in proteins, used for microfluorometry of thiol compounds (detection limit: 10-6 m thiol conc.)[1]; Review[2][3]

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Takao Hibi et al.
Acta crystallographica. Section D, Biological crystallography, 58(Pt 2), 316-318 (2002-01-25)
Escherichia coli B gamma-glutamylcysteine synthetase (gammaGCS) catalyzes the ATP-dependent coupling of L-Glu and L-Cys to form the glutathione precursor gamma-L-Glu-Cys and is a target for development of potential therapeutic agents. By introducing four point mutations of surface-exposed cysteine residues to
K Taniguchi et al.
The Journal of biological chemistry, 259(24), 15228-15233 (1984-12-25)
The addition of ATP with K+ to pig kidney Na+,K+-ATPase (EC 3.6.1.3) modified with a sulfhydryl fluorescent reagent N-[p-(2-benzimidazolyl)phenyl]maleimide induced a transient decrease (t 1/2 = 0.01 s) in the fluorescence in the presence of Mg2+ with 0.64 M Na+
Luciano Giromini et al.
Journal of mental health (Abingdon, England), 26(6), 523-529 (2017-06-27)
Emotional intelligence (EI) is a field of study that is receiving increasingly attention in the literature, due to its relevance to a series of aspects of human psychological and social functioning. This study used archival data from an Italian sample
Fluorescent thiol reagents. V. Microfluorometry of thiol compounds with a fluorescent-labeled maleimide.
T Sekine et al.
Analytical biochemistry, 48(2), 557-568 (1972-08-01)
S Inoue et al.
Japanese journal of pharmacology, 43(1), 107-111 (1987-01-01)
Trypsin treatment of N-[p-(2-benzimidazolyl)phenyl]maleimide modified enzyme caused a marked reduction in Na+,K+-ATPase activity and in the amount of the alpha-chain, which contains the phosphorylation and ouabain binding sites. However, these preparations retained nearly 90% of the ouabain binding capacity and

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