7-Diethylamino-3-(4'-maleimidylphenyl)-4- methylcoumarin

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7-Diethylamino-3-(4'-maleimidylphenyl)-4- methylcoumarin Basic information
Product Name:7-Diethylamino-3-(4'-maleimidylphenyl)-4- methylcoumarin
Synonyms:AURORA KA-6719;7-DIETHYLAMINO-3-(4-MALEIMIDOPHENYL)-4-METHYLCOUMARIN;7-DIETHYLAMINO-3-(4'-MALEIMIDYLPHENYL)-4-METHYLCOUMARIN;7-DIETHYLAMINO-3-(4-MALEIMIODOPHENYL)-4-METHYLCOUMARIN;1H-PYRROLE-2,5-DIONE, 1-(4-(7-(DIETHYLAMINO)-4-METHYL-2-OXO-2H-1-BENZOPYRAN-3-YL)PHENYL)-;1-[4-(7-Diethylamino-4-methyl-2-oxo-2H-chromen-3-yl)-phenyl]-pyrrole-2,5-dione;7-Diethylamino-3-(4-maleimidophenyl)-4-methylcumarin;n-(4-(7-diethylamino-4-methylcoumarin-3-yl)phenyl)maleimide
CAS:76877-33-3
MF:C24H22N2O4
MW:402.44
EINECS:
Product Categories:Coumarines
Mol File:76877-33-3.mol
7-Diethylamino-3-(4'-maleimidylphenyl)-4- methylcoumarin Structure
7-Diethylamino-3-(4'-maleimidylphenyl)-4- methylcoumarin Chemical Properties
Melting point 220-223°C
Boiling point 618.7±55.0 °C(Predicted)
density 1.302±0.06 g/cm3(Predicted)
storage temp. -20°C
solubility DMSO: soluble
pka3.28±0.20(Predicted)
form solid
color yellow
AppearanceYellow to Dark Orange Solid
biological sourcerabbit
Major Applicationdiagnostic assay manufacturing
hematology
histology
InChI1S/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
InChIKeyYGIABALXNBVHBX-UHFFFAOYSA-N
SMILESCCN(CC)c1ccc2C(C)=C(C(=O)Oc2c1)c3ccc(cc3)N4C(=O)C=CC4=O
Safety Information
WGK Germany 3
10
Storage Class11 - Combustible Solids
MSDS Information
ProviderLanguage
SigmaAldrich English
7-Diethylamino-3-(4'-maleimidylphenyl)-4- methylcoumarin Usage And Synthesis
Description7-Diethylamino-3-(4-maleimidophenyl)-4-methylcoumarin is a thiol-reactive fluorescent probe. It displays excitation/emission maxima of 387/468 nm, respectively, and fluorescence intensity increases when bound to cysteine residues.
Uses(7-Diethylamino-3-(4'-maleimidylphenyl)-4- methylcoumarin)CPM is probably the most widely used blue fluorescent thiol-reactive dye. This maleimide derivative of coumarin is essentially nonfluorescent until it reacts with thiols, making it possible to quantify thiols without a separation step. CPM is a good energ
Uses7-Diethylamino-3-(4-maleimidophenyl)-4-methylcoumarin is a thiol-reactive fluorescent probe. 7-Diethylamino-3-(4-maleimidophenyl)-4-methylcoumarin (CPM) is a thiol-reactive fluorescent probe. CPM selectively forms Michael adducts in the presence of hyperreactive sulfhydryls. CPM has been used to monitor the release of thiols, quantitate thiol in microplate reactions, and to distinguish proliferating cancer cells by nucleolar protein staining. Dyes and metabolites.
References[1] SIPPEL T O. New fluorochromes for thiols: maleimide and iodoacetamide derivatives of a 3-phenylcoumarin fluorophore.[J]. Journal of Histochemistry & Cytochemistry, 1981, 29 2: 314-316. DOI: 10.1177/29.2.7019305
[2] RAYMOND F. CHEN C S. Atlas of Fluorescence Spectra and Lifetimes of Dyes Attached to Protein[J]. Analytical Letters, 1985, 18 1: 393-421. DOI: 10.1080/00032718508066142
[3] GEETIKA AGGARWAL. Symmetrically substituted dichlorophenes inhibit N-acyl-phosphatidylethanolamine phospholipase D[J]. The Journal of Biological Chemistry, 2020, 33 1: 7289-7300. DOI: 10.1101/2020.03.05.979567
Excitation / Emission Maximum387 nm/468 nm
7-Diethylamino-3-(4'-maleimidylphenyl)-4- methylcoumarin Preparation Products And Raw materials
Tag:7-Diethylamino-3-(4'-maleimidylphenyl)-4- methylcoumarin(76877-33-3) Related Product Information
4-Aminophenylacetic acid Actarit 7-Diethylamino-4-methylcoumarin ALPHA-PHENYL-CIS-CINNAMIC ACID 1-(4-METHYLPHENYL)-1H-PYRROLE-2,5-DIONE 7-Dimethylamino-4-methylcoumarin 4-Methyl-3-phenylcoumarin 4-(DIMETHYLAMINO)PHENYLACETIC ACID 4-(DIMETHYLAMINO)PHENETHYL ALCOHOL 4-AMINO-4'-(N,N-DIMETHYLAMINO)STILBENE 7-Diethylamino-3-(4'-maleimidylphenyl)-4- methylcoumarin 1-(CHLOROMETHYL)-3,5-BIS(METHYLSULFONYL)BENZENE N-(4-VINYLPHENYL)MALEIMIDE N-(4-Ethylphenyl)maleimide 4-(2-methoxyethyl)aniline CHEMBRDG-BB 5529572 2-(4-(DIMETHYLAMINO)PHENYL)ACETALDEHYDE 3-Phenylcoumarin