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Merck

C1484

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

≥95% purity (HPLC), solid

Synonym(s):

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

Empirical Formula (Hill Notation):
C24H22N2O4
CAS Number:
76877-33-3
Molecular Weight:
402.44
UNSPSC Code:
12171500
PubChem Substance ID:
24892413
NACRES:
NA.47
MDL number:
MFCD00077334

Key Documents

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Product Name

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

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

InChI key

YGIABALXNBVHBX-UHFFFAOYSA-N

assay

≥95% (HPLC)

form

solid

technique(s)

titration: suitable

color

yellow

solubility

DMSO: soluble
methanol: soluble

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

−20°C

Quality Level

100

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Related Categories

Application

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 Actions

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

General description

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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (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)
Simple Futarmal Kothari et al.
Pain, 156(12), 2545-2555 (2015-08-27)
The pathophysiology and underlying pain mechanisms of temporomandibular disorders (TMD) are poorly understood. The aims were to assess somatosensory function at the temporomandibular joints (TMJs) and to examine whether conditioned pain modulation (CPM) differs between TMD pain patients (n =
S Lutsenko et al.
Biochemistry, 32(26), 6737-6743 (1993-07-06)
The role of the Na,K-ATPase beta-subunit in stabilization of ion-binding sites has been investigated. Treatment of the purified renal Na,K-ATPase with 0.25 M DTT at 40 degrees C for 1 h resulted in 50% loss of Rb occlusion, which correlates
Tamara N Tsalkova et al.
Biochemistry, 46(1), 106-119 (2007-01-03)
Design of a partially cysteine-depleted C98S/C239S/C377S/C468A cytochrome P450 3A4 mutant designated CYP3A4(C58,C64) allowed site-directed incorporation of thiol-reactive fluorescent probes into alpha-helix A. The site of modification was identified as Cys-64 with the help of CYP3A4(C58) and CYP3A4(C64), each bearing only
Andrew A Voss et al.
The Journal of biological chemistry, 279(33), 34514-34520 (2004-06-16)
The skeletal-type ryanodine receptor (RyR1) undergoes covalent adduction by nitric oxide (NO), redox-induced shifts in cation regulation, and non-covalent interactions driven by the transmembrane redox potential that enable redox sensing. Tight redox regulation of RyR1 is thought to be primarily
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