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Merck

A9891

Sigma-Aldrich

7-Amino-4-methylcumarin

chromophore for enzyme substrates, fluorogenic, ≥98% (HPLC), powder

Synonym(e):

Coumarin 120

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About This Item

Empirische Formel (Hill-System):
C10H9NO2
CAS-Nummer:
Molekulargewicht:
175.18
Beilstein:
142231
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352204
PubChem Substanz-ID:
NACRES:
NA.32

product name

7-Amino-4-methylcumarin, Chromophore for substrates

Qualitätsniveau

Beschreibung

chromophore for enzyme substrates

Assay

≥98% (HPLC)

Form

powder

mp (Schmelzpunkt)

223-226 °C (lit.)

Löslichkeit

acetone: 10 mg/mL, clear, colorless to yellow

Fluoreszenz

λex 365 nm; λem 440 nm in ethanol(lit.)

Lagertemp.

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

InChIKey

GLNDAGDHSLMOKX-UHFFFAOYSA-N

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Anwendung

Used as matrix for analysis of monosulfated disaccharides and as a co-matrix with 6-aza-2-thiothymidine for sulfated neutral and sialylated tri-and tetrasaccharides.
7-Amino-4-methylcoumarin has been used:
  • to determine cathepsin B like- activity
  • as a substrate for leucine aminopeptidase (LAP)
  • in chymotryptic assay
  • as a standard to detect the activation of caspase-3 during
  • sanguinarine-induced damage
  • protection by human DEAD-box DDX3

Biochem./physiol. Wirkung

7-Amino-4-methylcoumarin is a coumarin derivative, which serves as a fluorescence reference standard to screen protease inhibitors.

Angaben zur Herstellung

Soluble in DMSO (10 mg/mL), DMF, and acetone (10 mg/mL).

Sonstige Hinweise

Reagent for preparing new fluorogenic AMC-based substrates for cystine aminopeptidase (and other hydrolases); used as reference compound in the enzyme assay.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves


Analysenzertifikate (COA)

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Issues in Chemistry and General Chemical Research (2012)
Significant activities of extracellular enzymes from a brown tide in the coastal waters of Qinhuangdao, China
Ou L, et al.
Harmful Algae, 74, 1-9 (2018)
Regulation of p21 expression for anti-apoptotic activity of DDX3 against sanguinarine-induced cell death on intrinsic pathway
Nguyen CN, et al.
Phytomedicine, 153096-153096 (2019)
Berberine-induced cardioprotection and Sirt3 modulation in doxorubicin-treated H9c2 cardiomyoblasts
Coelho AR, et al.
Biochimica et Biophysica Acta (BBA)-Molecular Basis of Disease, 1863(11), 2904-2923 (2017)
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))

Artikel

Glycosylation is known to have profound influence on various physiochemical, cellular and biological functions of proteins. Alterations in this modification are known to affect the immune system and have been associated with various pathological states such as cancer, rheumatoid arthritis, and inflammatory diseases.

Enzymatic Assay of Cathepsin B

Mass Spectrometry of Glycans, method comparison and products

Nitric oxide (NO) as a signal transporter in neurons, endothelial cells and in the immune system.

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