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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:
6145963
MDL number:
MFCD00068721
UNSPSC Code:
12352106
PubChem Substance ID:
57649663
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

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM7174
BCCH8789
BCBX5579
BCBS9724V
BCBP8716V

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Simone Kunzelmann et al.
Biochemistry, 49(5), 843-852 (2009-12-24)
A single-stranded DNA binding protein (SSB), labeled with a fluorophore, interacts with single-stranded DNA (ssDNA), giving a 6-fold increase in fluorescence. The labeled protein is the adduct of the G26C mutant of the homotetrameric SSB from Escherichia coli and a
Rosaria Notariale et al.
Acta biochimica Polonica, 65(4), 585-594 (2018-11-18)
The major acid-soluble protein components of the mussel Mytilus galloprovincialis sperm chromatin consist of the protamine-like proteins PL-II, PL-III and PL-IV, an intermediate group of sperm nuclear basic proteins between histones and protamines. The aim of this study was to
E. Koller et al.
Appl. Fluoresc. Technol., 4, 18-18 (1992)
Hui Zhang et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 69(4), 1136-1139 (2007-07-28)
The structure of 7-(N,N'-diethylamino)-coumarin-3-carboxylic acid (DCCA) was verified by single crystal X-ray crystallography. The UV-vis absorption and fluorescence of DCCA were discussed. The compound exhibits strong blue emission under ultraviolet light excitation. The molecular structure of DCCA was optimized using
A Kakio et al.
The Journal of biological chemistry, 276(27), 24985-24990 (2001-05-09)
GM1 ganglioside-bound amyloid beta-protein (GM1/Abeta), found in brains exhibiting early pathological changes of Alzheimer's disease (AD) including diffuse plaques, has been suggested to be involved in the initiation of amyloid fibril formation in vivo by acting as a seed. To
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