7-Diethylamino-3-(4-maleimidophenyl)-4-methylcoumarin A thiol-reactive fluorescent probe

7-Diethylamino-3-(4-maleimidophenyl)-4-methylcoumarin (CAS 76877-33-3)

7-Diethylamino-3-(4-maleimidophenyl)-4-methylcoumarin | CAS 76877-33-3 is rated 5.0 out of 5 by 1.
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Synonym: CPM
Application: A thiol-reactive fluorescent probe
CAS Number: 76877-33-3
Molecular Weight: 402.44
Molecular Formula: C24H22N2O4
* Refer to Certificate of Analysis for lot specific data (including water content).
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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.


References

1. Sippel, T.O. 1981. J. Histochem. Cytochem. 29: 1377-1381. PMID: 7320496
2. Liu, G., et al. 1994. J. Biol. Chem. 269: 33028-33034. PMID: 7806531
3. Liu, G., et al. 1994. Mol. Pharmacol. 45: 189-200. PMID: 8114670
4. Feng, W., et al. 1999. Mol. Pharmacol. 55: 821-831. PMID: 10220560
5. Han, M.S., et al. 2004. J. Org. Chem. 69: 2853-2855. PMID: 15074938
6. Ptak, C.P., et al. 2005. Biochemistry. 44: 62-71. PMID: 15628846
7. Khersonsky, O., et al. 2006. Chembiochem. 7: 49-53. PMID: 16329153

Physical State :
Solid
Solubility :
Soluble in water (partly), methanol, DMSO, DMF, and chloroform.
Storage :
Desiccate at -20° C
Melting Point :
282.76° C (Predicted)
Boiling Point :
~618.7° C at 760 mmHg (Predicted)
Density :
~1.3 g/cm3 (Predicted)
Refractive Index :
n20D 1.65 (Predicted)
Fluoresence :
λex 391 nm, λem 472 nm in methanol
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
PubChem CID :
122042
MDL Number :
MFCD00077334
SMILES :
CCN(CC)C1=CC2=C(C=C1)C(=C(C(=O)O2)C3=CC=C(C=C3)N4C(=O)C=CC4=O)C

Download SDS (MSDS)

Certificate of Analysis

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Rated 5 out of 5 by from Various publications cite the use of 7 Various publications cite the use of 7-Diethylamino-3-(4-maleimidophenyl)-4-methylcoumarin (CPM) as a thiol-reactive fluorescent probe. 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. -SCBT Publication Review
Date published: 2015-07-09
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