96669
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:
Molecular Weight:
402.44
NACRES:
NA.32
PubChem Substance ID:
UNSPSC Code:
12171500
MDL number:
product line
BioReagent
Quality Level
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
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.
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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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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
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