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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:
27030-97-3
Molecular Weight:
289.29
Beilstein/REAXYS Number:
755407
EC Number:
248-173-3
MDL number:
MFCD00042767
UNSPSC Code:
12352200
PubChem Substance ID:
57646978

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.); Review

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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K Taniguchi et al.
The Journal of biological chemistry, 258(11), 6927-6931 (1983-06-10)
The addition of ATP to (Na+,K+)-ATPase (EC 3.6.1.3) of pig kidney modified with N-[p-(2-benzimidazolyl)phenyl]maleimide induced three different modes of fluorescence change: positive, biphasic, and negative, which were observed, respectively, in the presence of Mg2+ with 16 or 160, 320 or
Robert J W Brewin et al.
Sensors (Basel, Switzerland), 19(4) (2019-03-01)
Two expanding areas of science and technology are citizen science and three-dimensional (3D) printing. Citizen science has a proven capability to generate reliable data and contribute to unexpected scientific discovery. It can put science into the hands of the citizens
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
P K Jha et al.
Biochemistry, 35(34), 11026-11035 (1996-08-27)
Contraction of vertebrate striated muscle is regulated by the strong Ca(2+)-dependent interaction between troponin I (TnI) and troponin C (TnC). To critically evaluate this interaction, we generated four recombinant deletion fragments of rabbit fast skeletal TnI: the NH2-terminal fragment (TnI1-94)
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