Skip to Content
Merck
All Photos(1)

Documents

46121

Sigma-Aldrich

Resorufin ethyl ether

suitable for fluorescence, ≥95% (UV)

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C14H11NO3
CAS Number:
5725-91-7
Molecular Weight:
241.24
Beilstein:
225973
MDL number:
MFCD00037661
UNSPSC Code:
12161501
PubChem Substance ID:
329757074
NACRES:
NA.32

Assay

≥95% (UV)

form

solid

mp

223-225 °C (lit.)

solubility

DMF: soluble
DMSO: soluble
alcohols: soluble

fluorescence

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

suitability

suitable for fluorescence

storage temp.

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

InChI key

ZOSYTBPPLWBBKM-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Application

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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

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

Storage Class Code

11 - 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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
Jong Hwan Sung et al.
Biotechnology and bioengineering, 104(3), 516-525 (2009-07-04)
We describe an in situ fluorescence optical detection system to demonstrate real-time and non-invasive detection of reaction products in a microfluidic device while under perfusion within a standard incubator. The detection system is designed to be compact and robust for
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
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service