7-(Diethylamino)coumarin-3-carboxylic acid

Name: 7-(Diethylamino)coumarin-3-carboxylic acid
Brand: SIGMA

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

UNSPSC Code:

12352106

NACRES:

NA.32

PubChem Substance ID:

57649663

MDL number:

MFCD00068721

Beilstein/REAXYS Number:

6145963

Key Documents

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product line

BioReagent

Quality Level

200

assay

≥98.0% (HPCE)

mp

222-224 °C (dec.) (lit.)

solubility

DMF: soluble, DMSO: soluble

fluorescence

λ_ex 409 nm; λ_em 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	21882	46935	72301
Sigma-Aldrich 36799 7-(Diethylamino)coumarin-3-carboxylic acid	Sigma-Aldrich 21882 5(6)-Carboxy-2′,7′-dichlorofluorescein	Sigma-Aldrich 46935 6-[Fluorescein-5(6)-carboxamido]hexanoic acid	Sigma-Aldrich 72301 9-(2-Carboxy-2-cyanovinyl)julolidine
suitability suitable for fluorescence	suitability suitable for fluorescence	suitability suitable for fluorescence	suitability suitable for fluorescence
fluorescence λ_ex 409 nm; λ_em 473 nm in 0.1 M Tris pH 9.0	fluorescence λ_ex 504 nm; λ_em 529 nm in 0.1 M Tris pH 8.0	fluorescence λ_ex 491 nm; λ_em 515 nm in 0.1 M Tris pH 9.0	fluorescence λ_ex 433 nm; λ_em 500 nm in 50 mM Tris pH 8.0; 40% glycerol
solubility DMF: soluble, DMSO: soluble	solubility DMF: soluble, DMSO: soluble, H₂O: soluble (pH ≥ 5)	solubility DMF: soluble, DMSO: soluble	solubility DMSO: soluble, chloroform: soluble
assay ≥98.0% (HPCE)	assay ≥95% (TLC)	assay ≥90% (HPCE)	assay ≥97.0% (HPLC)
Quality Level 200	Quality Level 100	Quality Level 200	Quality Level 100
mp 222-224 °C (dec.) (lit.)	mp ≥250 °C (lit.)	mp -	mp -

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Photophysical properties of 7-(diethylamino)coumarin-3-carboxylic acid in the nanocage of cyclodextrins and in different solvents and solvent mixtures.

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

Driving force of binding of amyloid beta-protein to lipid bilayers.

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)

Design of irreversible optical nanothermometers for thermal ablations.

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.

Interactions of amyloid beta-protein with various gangliosides in raft-like membranes: importance of GM1 ganglioside-bound form as an endogenous seed for Alzheimer amyloid.

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

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)

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Global Trade Item Number

SKU	GTIN
36799-100MG-F	04061833277126

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