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Merck
CN

12266

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

Key Documents

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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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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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
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
K Taniguchi et al.
Journal of biochemistry, 109(2), 299-306 (1991-02-01)
Oligomycin reduced the fluorescence intensity of an N-(p-(2-benzimidazoly)phenyl) maleimide (BIPM) probe at Cys-964 of the alpha-chain of pig kidney Na+,K(+)-ATPase with increase in the concentration of Na+ with a Hill coefficient of nh = 0.77 with Kh = 231 mM.
Wonhwa Lee et al.
International journal of molecular sciences, 21(4) (2020-02-27)
The screening of biologically active chemical compound libraries can be an efficient way to reposition Food and Drug Adminstration (FDA)-approved drugs or to discover new therapies for human diseases. Particulate matter with an aerodynamic diameter equal to or less than
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)
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