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46121

Sigma-Aldrich

Resorufinethylether

suitable for fluorescence, ≥95% (UV)

Synonym(e):

7-Ethoxy-3H-phenoxazin-3-on, Ethoxyresorufin, O7-Ethylresorufin

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About This Item

Empirische Formel (Hill-System):
C14H11NO3
CAS-Nummer:
5725-91-7
Molekulargewicht:
241.24
Beilstein:
225973
MDL-Nummer:
MFCD00037661
UNSPSC-Code:
12161501
PubChem Substanz-ID:
329757074
NACRES:
NA.32

Qualitätsniveau

100

Assay

≥95% (UV)

Form

solid

mp (Schmelzpunkt)

223-225 °C (lit.)

Löslichkeit

DMF: soluble
DMSO: soluble
alcohols: soluble

Fluoreszenz

λex 464 nm; λem 540 nm in methanol(lit.)
λex 571 nm; λem 585 nm in dealkylase(lit.)

Eignung

suitable for fluorescence

Lagertemp.

2-8°C

SMILES String

CCOc1ccc2N=C3C=CC(=O)C=C3Oc2c1.Fc4c(F)c(F)c(OC(=O)CNC(=O)OCC5c6ccccc6-c7ccccc57)c(F)c4F

InChI

1S/C23H14F5NO4.C14H11NO3/c24-17-18(25)20(27)22(21(28)19(17)26)33-16(30)9-29-23(31)32-10-15-13-7-3-1-5-11(13)12-6-2-4-8-14(12)15;1-2-17-10-4-6-12-14(8-10)18-13-7-9(16)3-5-11(13)15-12/h1-8,15H,9-10H2,(H,29,31);3-8H,2H2,1H3

InChIKey

ZOSYTBPPLWBBKM-UHFFFAOYSA-N

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Anwendung

7-Ethoxyresorufin (7-ER) is a substrate used in environmental toxicology studies to monitor ethoxyresorufin-O-deethylase catalytic activity in the EROD assay. The EROD assay monitors the induction of the xenobiotic-metabolizing enzyme cytochrome P-450 (CYP) 1A1 and is a widely used biomarker for exposure of wildlife to substances that bind the aryl hydrocarbon (Ah) receptor. It provides evidence of receptor-mediated induction of cytochrome P450-dependant monooxygenases (the CYP1A subfamily specifically) by xenobiotic chemicals.

Verpackung

Bottomless glass bottle. Contents are inside inserted fused cone.

Sonstige Hinweise

Dealkylase substrate for the microfluorimetric analysis of microsomal cytochrome P-450

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

Analysenzertifikate (COA)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

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Sigma-Aldrich

287897

Dicumarol

3-Methylcholanthren 98%

Sigma-Aldrich

213942

3-Methylcholanthren

3-Methyl-cholanthren -Lösung 100 μg/mL in acetonitrile, PESTANAL®, analytical standard

Supelco

46434

3-Methyl-cholanthren -Lösung

Gillian E Manning et al.
Toxicology and applied pharmacology, 266(1), 38-47 (2012-11-13)
Avian-specific toxic equivalency factors (TEFs) were developed by the World Health Organization to simplify environmental risk assessments of dioxin-like compounds (DLCs), but TEFs do not account for differences in the toxic and biochemical potencies of DLCs among species of birds.
M D Burke et al.
The Biochemical journal, 212(1), 15-24 (1983-04-15)
A fluorescence-microscopic method has been developed for measurement of the intracellular kinetics of the cytochrome P-450 reaction, ethoxyresorufin O-de-ethylation, in individual hepatocytes in unfixed non-frozen liver sections obtained from control or 3-methylcholanthrene-pretreated mice. De-ethylation was enhanced in the presence of
Markus Brinkmann et al.
Aquatic toxicology (Amsterdam, Netherlands), 128-129, 13-24 (2012-12-25)
Increasing frequency and intensity of flood events are major concerns in the context of climate change. In addition to the direct hydrological implications of such events, potential ecotoxicological impacts are of increasing interest. It is vital to understand mechanisms of
T E M Parente et al.
Comparative biochemistry and physiology. Toxicology & pharmacology : CBP, 150(2), 252-260 (2009-05-23)
We investigated the presence and inducibility of CYP1A in suckermouth catfish (Hypostomus affinis and Hypostomus auroguttatus, Loricariidae), tilapia (Oreochromis niloticus, Cichlidae) and mice (Mus musculus, Muridae). Alkoxyresorufin-O-dealkylases (EROD, MROD, PROD and BROD) were detected and proved to be inducible (beta-naphthoflavone
Shotaro Uehara et al.
The Journal of pharmacology and experimental therapeutics, 339(2), 654-661 (2011-08-19)
The cynomolgus monkey is widely used as a primate model in preclinical studies because of its evolutionary closeness to humans. Despite their importance in drug metabolism, the content of each cytochrome P450 (P450) enzyme has not been systematically determined in
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