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96669

Sigma-Aldrich

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

suitable for fluorescence, BioReagent, ≥90% (HPCE)

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
MDL number:
MFCD00077334
UNSPSC Code:
12171500
PubChem Substance ID:
57653774
NACRES:
NA.32

product line

BioReagent

Quality Level

100

assay

≥90% (HPCE)

form

solid

fluorescence

λex 391 nm; λem 472 nm in methanol: 2-mercaptoethanol

suitability

suitable for fluorescence

storage temp.

−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

InChI key

YGIABALXNBVHBX-UHFFFAOYSA-N

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Related Categories

Application

Fluorescence probe for glutathione for intact cells; specific advantages: only thio derivative fluoresces, high quantum yield and good Stokes shift

Biochem/physiol Actions

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

Storage Class

11 - 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)

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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
Evys Collazo et al.
Analytical biochemistry, 342(1), 86-92 (2005-06-17)
Histone methyltransferases (HMTs) catalyze the S-adenosylmethionine (AdoMet)-dependent methylation of lysines and arginines in the nucleosomal core histones H3 and H4 and the linker histone H1b. Methylation of these residues regulates either transcriptional activation or silencing, depending on the residue modified
G Liu et al.
Molecular pharmacology, 45(2), 189-200 (1994-02-01)
The fluorogenic sulfhydryl probe 7-diethylamino-3-(4'-maleimidylphenyl)-4-methylcoumarin (CPM) (1-50 nM) is used to characterize the functional role and location of highly reactive thiol groups on the ryanodine-sensitive Ca2+ release channel complex [i.e., ryanodine receptors (RyRs)] of skeletal and cardiac junctional sarcoplasmic reticulum
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 =
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