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M1544

Sigma-Aldrich

Resorufin methyl ether

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Synonym(s):
7-Methoxy-3H-phenoxazin-3-one, Methoxyresorufin, O7-Methylresorufin
Empirical Formula (Hill Notation):
C13H9NO3
CAS Number:
Molecular Weight:
227.22
Beilstein:
209529
MDL number:
UNSPSC Code:
12161501
PubChem Substance ID:
NACRES:
NA.47

Assay

≥98.0% (HPLC)

Quality Level

form

powder

mp

≥220 °C (lit.)

solubility

dichloromethane: 0.95-1.05 mg/mL, clear, orange to very deep orange

storage temp.

2-8°C

SMILES string

COc1ccc2N=C3C=CC(=O)C=C3Oc2c1

InChI

1S/C13H9NO3/c1-16-9-3-5-11-13(7-9)17-12-6-8(15)2-4-10(12)14-11/h2-7H,1H3

InChI key

KNYYMGDYROYBRE-UHFFFAOYSA-N

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Application

Resorufin methyl ether have been used as substrate in the incubation mixture, during the determination of cytochrome P4501A activities such as ethoxyresorufin O-deethylase (EROD) and methoxyresorufin O-demethylase(MROD) in liver microsomes, using high performance liquid chromatography(HPLC).

Biochem/physiol Actions

Fluorimetric substrate for cytochrome P450 linked enzymes.

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’.

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Determination of cytochrome P450 1A activities in mammalian liver microsomes by high-performance liquid chromatography with fluorescence detection
Hanioka N, et al.
Journal of Chromatography. B, Biomedical Sciences and Applications, 744(2), 399-406 (2000)
Caroline McCart et al.
Pest management science, 64(6), 639-645 (2008-03-14)
The cytochrome P450 gene Cyp6g1 is overtranscribed in all field isolates of DDT-resistant Drosophila melanogaster (Meigen) and confers a fitness advantage when inherited via the female. Overtranscription is associated with the insertion of an Accord transposable element into the 5'
Dissecting the insecticide-resistance- associated cytochrome P450 gene Cyp6g1.
McCart C and ffrench-Constant R H
Pest Management Science, 64(6), 639-645 (2008)
A G Krainev et al.
Archives of biochemistry and biophysics, 298(1), 198-203 (1992-10-01)
Some eukaryotic cytochromes P450 (P450s) have a series of ionic amino acids, corresponding to Lys250, Arg251, and Lys253 residues in the P450 1A2 sequence. To understand the roles of those ionic amino acids in the catalytic function of P450, three
A Toby A Jenkins et al.
Bioelectrochemistry (Amsterdam, Netherlands), 68(1), 67-71 (2005-06-07)
This paper describes the utilisation of methoxy-resorufin ether as an electrochemical probe for studying cytochrome P450 CYP6G1. Methoxy-resorufin ether is well established as a versatile substrate for cytochrome P450, as its demethylated product, resorufin, is a fluorophore. We show that

Articles

Phase I biotransformation reactions increase drug compound polarity, mainly occurring in hepatic circulation.

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