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36799

Sigma-Aldrich

7-(Diethylamino)coumarin-3-carboxylic acid

BioReagent, suitable for fluorescence, ≥98.0% (HPCE)

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About This Item

Empirical Formula (Hill Notation):
C14H15NO4
CAS Number:
50995-74-9
Molecular Weight:
261.27
Beilstein/REAXYS Number:
6145963
MDL number:
MFCD00068721
UNSPSC Code:
12352106
PubChem Substance ID:
57649663
NACRES:
NA.32

product line

BioReagent

Quality Level

200

assay

≥98.0% (HPCE)

mp

222-224 °C (dec.) (lit.)

solubility

DMF: soluble
DMSO: soluble

fluorescence

λex 409 nm; λem 473 nm in 0.1 M Tris pH 9.0

suitability

suitable for fluorescence

SMILES string

CCN(CC)c1ccc2C=C(C(O)=O)C(=O)Oc2c1

InChI

1S/C14H15NO4/c1-3-15(4-2)10-6-5-9-7-11(13(16)17)14(18)19-12(9)8-10/h5-8H,3-4H2,1-2H3,(H,16,17)

InChI key

WHCPTFFIERCDSB-UHFFFAOYSA-N

Application

7-(Diethylamino)coumarin-3-carboxylic acid (7-DCCA) may be used to study its photophysical properties in various solvents and solvent mixtures and as a fluorescent label for amine modification and protein conjugation

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Fluorescent label for amine modification and protein conjugation

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)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM7174
BCCH8789
BCBX5579
BCBS9724V
BCBP8716V

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Keisuke Ikeda et al.
FEBS letters, 580(28-29), 6587-6595 (2006-11-28)
The formation of fibrils by amyloid beta-protein (Abeta) is considered as a key step in the pathology of Alzheimer's disease (AD). Inhibiting the aggregation of Abeta is a promising approach for AD therapy. In this study, we used biocompatible nanogels
The photophysics of 7-(N,N'-diethylamino)coumarin-3-carboxylic acid in water/AOT/isooctane reverse micelles: an excitation wavelength dependent study.
Chatterjee A, Maity B, Seth D.
Physical Chemistry Chemical Physics, 1894-1906 (2012)
Keisuke Ikeda et al.
Biochemical and biophysical research communications, 370(3), 525-529 (2008-04-09)
Amyloid beta-protein (Abeta) has been reported to interact with a variety of lipid species, although the thermodynamic driving force remains unclear. We investigated the binding of Abetas labeled with the dye diethylaminocoumarin (DAC-Abetas) to lipid bilayers under various conditions. DAC-Abeta-(1-40)
Atsuko Kakio et al.
Biochemistry, 41(23), 7385-7390 (2002-06-05)
GM1 ganglioside-bound amyloid beta-protein (GM1-Abeta), found in brains exhibiting early pathological changes of Alzheimer's disease (AD) plaques, has been suggested to accelerate amyloid fibril formation by acting as a seed. We have previously found using dye-labeled Abeta that Abeta recognizes
Tiffany P Gustafson et al.
Chemical communications (Cambridge, England), 49(7), 680-682 (2012-12-12)
Nanothermometers composed from a gold nanorod core, temperature sensitive linker and fluorescent dye are reported. The nanothermometers have low fluorescence due to a self-quenching mechanism at temperatures below 50 °C and become highly fluorescence above 70 °C.
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