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Merck

C1484

Sigma-Aldrich

7-Diethylamino-3-(4-Maleimidophenyl)-4-Methylcumarin

≥95% purity (HPLC), solid

Synonym(e):

1-{4-[7-(Diethylamino)-4-methyl-2-oxo-2H-1-benzopyran-3-yl]-phenyl}-1H-pyrrol-2,5-dion, CPM

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About This Item

Empirische Formel (Hill-System):
C24H22N2O4
CAS-Nummer:
Molekulargewicht:
402.44
MDL-Nummer:
UNSPSC-Code:
12171500
PubChem Substanz-ID:
NACRES:
NA.47

product name

7-Diethylamino-3-(4-Maleimidophenyl)-4-Methylcumarin, ≥95% (HPLC), solid

Qualitätsniveau

Assay

≥95% (HPLC)

Form

solid

Farbe

yellow

Löslichkeit

DMSO: soluble
methanol: soluble

Anwendung(en)

diagnostic assay manufacturing
hematology
histology

Lagertemp.

−20°C

SMILES String

CCN(CC)c1ccc2C(C)=C(C(=O)Oc2c1)c3ccc(cc3)N4C(=O)C=CC4=O

InChI

1S/C24H22N2O4/c1-4-25(5-2)18-10-11-19-15(3)23(24(29)30-20(19)14-18)16-6-8-17(9-7-16)26-21(27)12-13-22(26)28/h6-14H,4-5H2,1-3H3

InChIKey

YGIABALXNBVHBX-UHFFFAOYSA-N

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Allgemeine Beschreibung

7-Diethylamino-3-(4-maleimidophenyl)-4-methylcoumarin (CPM), is a highly fluorescent, sulfhydryl (-SH) group containing coumarin derivative. It has excitation an emission wavelengths of 355 and 460 nm, respectively.

Anwendung

7-Diethylamino-3-(4-maleimidophenyl)-4-methylcoumarin has been used:
  • as a nontoxic substitute for conjugation with antibody(93)
  • to aid fluorescent detection of Coenzyme A (CoA-SH) in human N-myristoyltransferases assay (94)
  • in thermostability shift assay of recombinant protein(95)

Biochem./physiol. Wirkung

Für die Überwachung der Thiolfreisetzung, die Quantifizierung von Thiol in Mikroplatten- Reaktionen und zur Unterscheidung wuchernder Krebszellen durch Kernproteinfärbung.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


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Targeting Acyl-CoA: diacylglycerol acyltransferase 1 (DGAT1) with small molecule inhibitors for the treatment of metabolic diseases
Cao JS, et al.
The Journal of biological chemistry, 286(48), 41838-41851 (2011)
D J Steenkamp
The Biochemical journal, 292 ( Pt 1), 295-301 (1993-05-15)
Methods for the qualitative and quantitative analysis of thiols by means of the fluorogenic reagent 7-diethylamino-3-(4'-maleimidylphenyl)-4-methylcoumarin are described, with particular reference to the trypanosomatid metabolites glutathionylspermidine (GSH-spermidine) and trypanothione. Second-order rate constants for the derivatization of seven different thiols under
W Feng et al.
The Journal of biological chemistry, 275(46), 35902-35907 (2000-09-22)
Inositol 1,4,5-trisphosphate receptors (IP(3)R) and ryanodine receptors (RyR) mediate the release of endoplasmic and sarcoplasmic reticulum (ER/SR) Ca(2+) stores and regulate Ca(2+) entry through voltage-dependent or ligand-gated channels of the plasma membrane. A prominent property of ER/SR Ca(2+) channels is
F C Ayers et al.
Analytical biochemistry, 154(1), 186-193 (1986-04-01)
A microfluorometric assay for thiols has been developed using the thiol-specific fluorochrome N-[4-(7-diethylamino-4-methyl-3-coumarinyl)phenyl]maleimide (CPM). The technique may be used to quantitate either cellular or plasma thiols over a range of 0.01 to 3.0 nmol and may be used with as
Victor Goncalves et al.
Analytical biochemistry, 421(1), 342-344 (2011-11-05)
N-myristoylation is the irreversible attachment of a C(14) fatty acid, myristic acid, to the N-terminal glycine of a protein via formation of an amide bond. This modification is catalyzed by myristoyl-coenzyme A (CoA):protein N-myristoyltransferase (NMT), an enzyme ubiquitous in eukaryotes

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