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C1484

Sigma-Aldrich

7-Diethylamino-3-(4-maleimidophenyl)-4-methylcoumarin

≥95% purity (HPLC), solid

Sinonimo/i:

1H-Pyrrole-2,5-dione, 1-(4-(7-(diethylamino)-4-methyl-2-oxo-2H-1-benzopyran-3-yl)phenyl)-, CPM

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About This Item

Formula empirica (notazione di Hill):
C24H22N2O4
Numero CAS:
76877-33-3
Peso molecolare:
402.44
Numero MDL:
MFCD00077334
Codice UNSPSC:
12171500
ID PubChem:
24892413
NACRES:
NA.47

product name

7-Diethylamino-3-(4-maleimidophenyl)-4-methylcoumarin, ≥95% (HPLC), solid

Livello qualitativo

100

Saggio

≥95% (HPLC)

Forma fisica

solid

Colore

yellow

Solubilità

DMSO: soluble
methanol: soluble

applicazioni

diagnostic assay manufacturing
hematology
histology

Temperatura di conservazione

−20°C

Stringa SMILE

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
YGIABALXNBVHBX-UHFFFAOYSA-N

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Categorie correlate

Descrizione generale

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.

Applicazioni

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)

Azioni biochim/fisiol

Used to monitor release of thiols, quantitate thiol in microplate reactions, and to distinguish proliferating cancer cells by nucleolar protein staining.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

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Certificati d'analisi (COA)

Lot/Batch Number
MKCW8175
MKCV5953
MKCV1087
MKCR2045
MKCR7205

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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)
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
W Feng et al.
Molecular pharmacology, 55(5), 821-831 (1999-04-30)
Quinones undergo redox cycling and/or arylation reactions with key biomolecules involved with cellular Ca2+ regulation. The present study utilizes nanomolar quantities of the fluorogenic maleimide 7-diethylamino-3-(4'-maleimidylphenyl)-4-methylcoumarin (CPM) to measure the reactivity of hyperreactive sulfhydryl moieties on sarcoplasmic reticulum (SR) membranes
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
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