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Sigma-Aldrich

7-(Diethylamino)coumarin-3-carboxylic acid

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

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Empirical Formula (Hill Notation):
C14H15NO4
CAS Number:
Molecular Weight:
261.27
Beilstein/REAXYS Number:
6145963
MDL number:
PubChem Substance ID:
NACRES:
NA.32

product line

BioReagent

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

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This Item
469352188272301
fluorescence

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

fluorescence

λex 491 nm; λem 515 nm in 0.1 M Tris pH 9.0

fluorescence

λex 504 nm; λem 529 nm in 0.1 M Tris pH 8.0

fluorescence

λex 433 nm; λem 500 nm in 50 mM Tris pH 8.0; 40% glycerol

mp

222-224 °C (dec.) (lit.)

mp

-

mp

≥250 °C (lit.)

mp

-

solubility

DMF: soluble, DMSO: soluble

solubility

DMF: soluble, DMSO: soluble

solubility

DMF: soluble, DMSO: soluble, H2O: soluble (pH ≥ 5)

solubility

DMSO: soluble, chloroform: soluble

product line

BioReagent

product line

-

product line

BioReagent

product line

BioReagent

Quality Level

200

Quality Level

200

Quality Level

100

Quality Level

100

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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Aninda Chatterjee et al.
Photochemistry and photobiology, 89(2), 280-293 (2012-09-26)
The photophysical properties of 7-(diethylamino) coumarin-3-carboxylic acid (7-DCCA) were studied in cyclodextrins (α, β, γ,-CDs), different neat solvents and solvent mixtures by using steady state absorption, emission and time-resolved fluorescence spectroscopy. We have observed that with gradual increase in concentration
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.
Ilaria Catusi et al.
International journal of molecular sciences, 21(22) (2020-11-15)
Maternal uniparental disomy of chromosome 7 is present in 5-10% of patients with Silver-Russell syndrome (SRS), and duplication of 7p including GRB10 (Growth Factor Receptor-Bound Protein 10), an imprinted gene that affects pre-and postnatal growth retardation, has been associated with

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