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257370

Sigma-Aldrich

7-Amino-4-methylcoumarin

99%

Synonym(s):
Coumarin 120
Empirical Formula (Hill Notation):
C10H9NO2
CAS Number:
Molecular Weight:
175.18
Beilstein:
142231
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.23

Quality Level

description

chromophore for enzyme substrates

assay

99%

form

solid

mp

223-226 °C (lit.)

λmax

354 nm in ethanol

storage temp.

2-8°C

SMILES string

CC1=CC(=O)Oc2cc(N)ccc12

InChI

1S/C10H9NO2/c1-6-4-10(12)13-9-5-7(11)2-3-8(6)9/h2-5H,11H2,1H3

InChI key

GLNDAGDHSLMOKX-UHFFFAOYSA-N

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General description

7-Amino-4-methylcoumarin (coumarin120) is an aminocoumarin laser dye that can emit laser in the range of 370-760 nm. It has three intermolecular hydrogen bonded structures with C-H···O and N-H····O.

Application

Coumarin 120 is used as a fluorescent labeling reagent for trace determination of enzymes. It may be used as an antibacterial agent against MDR isolates of M. tuberculosis as it impacts the cell morphology. Coumarin 120 may also be used as an electron donor (amino groups) to transfer charge in a fluorescent sensor for the detection of mercury ions in aqueous media.

Packaging

100, 500 mg in poly bottle

Storage Class Code

13 - Non 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

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

Aldrichimica Acta, 15, 42-42 (1982)
7-Amino-4-methylcoumarin.
Jasinski J and Woudenberg R
Acta Crystallographica Section C, Crystal Structure Communications, 50(12), 1954-1956 (1994)
A ?turn-on? coumarin-based fluorescent sensor with high selectivity for mercury ions in aqueous media.
Voutsadaki S, et al.
Chemical Communications (Cambridge, England), 46(19), 3292-3294 (2010)
Fluorescence quenching of 7-amino-4-methylcoumarin by different TEMPO derivatives.
Zamojc K, et al.
Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy, 136(12), 1875-1880 (2015)
Letícia Christina Pires Gonçalves et al.
PloS one, 8(1), e53874-e53874 (2013-01-24)
A model betalainic dye was semisynthesized from betanin, the magenta pigment of the red beet, and was effective for live-cell imaging of Plasmodium-infected red blood cells. This water-soluble fluorescent probe is photostable, excitable in the visible region and cell membrane-permeable

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