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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

Assay

≥99%

form

(Powder or Crystals or Chunks)

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

Certificates of Analysis (COA)

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S Reichardt et al.
Science (New York, N.Y.), 367(6485), 1482-1485 (2020-03-29)
The premature abscission of flowers and fruits limits crop yield under environmental stress. Drought-induced flower drop in tomato plants was found to be regulated by phytosulfokine (PSK), a peptide hormone previously known for its growth-promoting and immune-modulating activities. PSK formation
Heike Helmbach et al.
The Journal of investigative dermatology, 118(6), 923-932 (2002-06-13)
Anticancer drugs kill susceptible cells through induction of apoptosis. Alterations of apoptotic pathways in drug-resistant tumor cells leading to apoptosis deficiency might represent a potent mechanism conferring drug resistance. We have assessed the effect of etoposide and cisplatin on the
S W Cox et al.
Journal of periodontal research, 24(6), 353-361 (1989-11-01)
Crevicular fluid samples were collected from 20 gingivitis and periodontitis patients using filter paper strips; these were then eluted into buffer. Portions of each sample were combined and the activities of this pooled eluate against different peptidyl derivatives of 7-amino-4-trifluoromethyl
Takayasu Kawasaki et al.
Bioscience, biotechnology, and biochemistry, 76(4), 762-766 (2012-04-10)
Aggregations of proteins are in many cases associated with neurodegenerative diseases such as Alzheimer's (AD). Small compounds capable of inhibiting protein aggregation are expected to be useful for not only in the treatment of disease but also in probing the
J R Tchoupe et al.
Biochimica et biophysica acta, 1076(1), 149-151 (1991-01-08)
N-trifluoromethylcoumarinylamide derivatives of benzyloxycarbonyl-Arg-Arg, benzyloxycarbonyl-Phe-Arg and Arg are convenient chromogenic and fluorogenic substrates of cathepsin B, L and H, respectively. Benzyloxycarbonyl-Phe-Arg-N-trifluoromethylcoumarinylamide is also a highly sensitive substrate for papain.
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