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248924

Sigma-Aldrich

7-Amino-4-(trifluoromethyl)coumarin

≥99%

Synonym(s):

Coumarin 151

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About This Item

Empirical Formula (Hill Notation):
C10H6F3NO2
CAS Number:
53518-15-3
Molecular Weight:
229.16
Beilstein:
4456797
EC Number:
258-599-1
MDL number:
MFCD00006858
UNSPSC Code:
12171500
PubChem Substance ID:
24854960
NACRES:
NA.47

Quality Level

100

Assay

≥99%

form

(Powder or Crystals or Chunks)

technique(s)

titration: suitable

mp

221-222 °C (lit.)

λmax

≤207 nm

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

Nc1ccc2c(OC(=O)C=C2C(F)(F)F)c1

InChI

1S/C10H6F3NO2/c11-10(12,13)7-4-9(15)16-8-3-5(14)1-2-6(7)8/h1-4H,14H2

InChI key

JBNOVHJXQSHGRL-UHFFFAOYSA-N

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General description

7-Amino-4-(trifluoromethyl)coumarin (AFC) is a novel fluorescent marker used for the detection of proteinases.

Application

Suitable as laser dye

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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
MKCP6310
MKCL5880
MKCH9609
MKCF1142
MKCC0606

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S W Cox et al.
Journal of periodontal research, 25(3), 164-171 (1990-05-01)
Substrate impregnated paper discs were prepared using peptidyl derivatives of 7-amino-4-trifluoromethylcoumarin (AFC). After incubation with test solutions, the green, UV-induced fluorescence of AFC liberated by enzyme activity was distinguishable from the blue-violet fluorescence of the substrates. The AFC could then
Mohammad Javad Chaichi et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 59(6), 1145-1150 (2003-03-28)
The chemiluminescence characteristics of seven different cumarin derivatives were studied in detail. The fluorescence and chemiluminescence spectra were compared; all cumarins used were found to act as blue fluorescers. The intensity and kinetic parameters for the chemiluminescent systems were evaluated
E D Pederson et al.
Journal of clinical periodontology, 21(8), 519-525 (1994-09-01)
Treponema denticola (Td) and Porphyromonas gingivalis (Pg) are associated with human moderate and severe adult periodontal diseases. This study quantifies these two anaerobes and their trypsin-like (TL) activities in subgingival plaque collected from both clinically healthy and periodontally diseased sites
Synthesis and chemistry of 7-amino-4-(trifluoromethyl)coumarin and its amino acid and peptide derivatives
Bissell E R
The Journal of Organic Chemistry, 45, 2283?2287-2283?2287 (1980)
S W Cox et al.
Archives of oral biology, 32(9), 599-605 (1987-01-01)
The cysteine proteinases cathepsins B and L have collagenolytic potential and so have been implicated in connective-tissue breakdown in chronic periodontitis. Synthetic peptide substrates are often used to detect proteolytic enzymes. The action of homogenates of inflamed gingiva tissue against
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