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257370

Sigma-Aldrich

7-Amino-4-methylcoumarin

99%

Sinónimos:

Coumarin 120

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About This Item

Fórmula empírica (notación de Hill):
C10H9NO2
Número de CAS:
26093-31-2
Peso molecular:
175.18
Beilstein/REAXYS Number:
142231
EC Number:
247-454-8
MDL number:
MFCD00006868
UNSPSC Code:
12352103
PubChem Substance ID:
57648146
NACRES:
NA.23

description

chromophore for enzyme substrates

Quality Level

200

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
0000295811
0000295812
0000295812
0000295811
SLCK8063

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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)
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)
Aldrichimica Acta, 15, 42-42 (1982)
Sander S van Berkel et al.
ChemMedChem, 7(4), 606-617 (2012-02-02)
The synthesis of a series of peptides containing C-terminal 7-amino-4-methylcoumarin (AMC) for use in the thrombin generation test (TGT) is described. The lead structure in this project was H-Gly-Gly-Arg-AMC, of which the water solubility and kinetic parameters (K(M) and k(cat))
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