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46121

Sigma-Aldrich

Resorufin ethyl ether

suitable for fluorescence, ≥95% (UV)

Sinonimo/i:

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

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About This Item

Formula empirica (notazione di Hill):
C14H11NO3
Numero CAS:
5725-91-7
Peso molecolare:
241.24
Beilstein:
225973
Numero MDL:
MFCD00037661
Codice UNSPSC:
12161501
ID PubChem:
329757074
NACRES:
NA.32

Saggio

≥95% (UV)

Forma fisica

solid

Punto di fusione

223-225 °C (lit.)

Solubilità

DMF: soluble
DMSO: soluble
alcohols: soluble

Fluorescenza

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

Compatibilità

suitable for fluorescence

Temperatura di conservazione

2-8°C

Stringa SMILE

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
ZOSYTBPPLWBBKM-UHFFFAOYSA-N

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Applicazioni

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.

Confezionamento

Bottomless glass bottle. Contents are inside inserted fused cone.

Altre note

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

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

Certificati d'analisi (COA)

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Sigma-Aldrich

287897

Dicoumarol

3-Methylcholanthrene 98%

Sigma-Aldrich

213942

3-Methylcholanthrene

3-Methylcholanthrene solution 100 μg/mL in acetonitrile, PESTANAL®, analytical standard

Supelco

46434

3-Methylcholanthrene solution

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
J J Reiners et al.
Analytical biochemistry, 188(2), 317-324 (1990-08-01)
An assay was characterized that facilitated per-cell estimation of cytochrome P-450-dependent monooxygenase activities in whole-cell suspensions and cultures of murine epidermal keratinocytes (MEKs). 7-Ethoxycoumarin O-deethylase (7-ECD), 7-ethoxyresorufin O-deethylase (7-ERD), and 7-pentoxyresorufin O-deethylase (7-PRD) activities were monitored by fluorescent detection of
J J Whyte et al.
Critical reviews in toxicology, 30(4), 347-570 (2000-08-24)
This review compiles and evaluates existing scientific information on the use, limitations, and procedural considerations for EROD activity (a catalytic measurement of cytochrome P4501A induction) as a biomarker in fish. A multitude of chemicals induce EROD activity in a variety
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
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