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69125

Resorufin methyl ether

Name: Resorufin methyl ether
Brand: SIGMA

suitable for fluorescence, ≥98.0% (HPLC)

Synonyme(s) :

7-Methoxy-3H-phenoxazin-3-one, Methoxyresorufin, O⁷-Methylresorufin

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About This Item

Formule empirique (notation de Hill):

C₁₃H₉NO₃

Numéro CAS:

5725-89-3

Poids moléculaire :

227.22

Numéro Beilstein :

209529

Numéro MDL:

MFCD00037663

Code UNSPSC :

12352200

ID de substance PubChem :

57652175

Pureté

≥98.0% (HPLC)

Forme

crystals

Pf

≥220 °C (lit.)

Solubilité

DMF: soluble
DMSO: soluble
alcohols: soluble

Fluorescence

λ_ex 571 nm; λ_em 585 nm in dealkylase(lit.)

Adéquation

suitable for fluorescence

Température de stockage

2-8°C

Chaîne SMILES

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

Clé InChI

KNYYMGDYROYBRE-UHFFFAOYSA-N

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Application

Used to differentiate isozymes of cytochrome P-450

Conditionnement

Bottomless glass bottle. Contents are inside inserted fused cone.

Code de la classe de stockage

13 - Non Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

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Sigma-Aldrich

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Sigma-Aldrich

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Resazurin sodium salt

Methoxy-resorufin ether as an electrochemically active biological probe for cytochrome P450 O-demethylation.

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

Inhibition of human and rat CYP1A2 by TCDD and dioxin-like chemicals.

D F Staskal et al.

Toxicological sciences : an official journal of the Society of Toxicology, 84(2), 225-231 (2005-01-22)

Dioxins have been shown to bind and induce rodent CYP1A2, producing a dose-dependent hepatic sequestration in vivo. The induction of CYP1A2 activity has been used as a noninvasive biomarker for human exposure to dioxins; while there is a consistent relationship

Effect of mutations at Lys250, Arg251, and Lys253 of cytochrome P450 1A2 on the catalytic activities and the bindings of bifunctional axial ligands.

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

Sequencing and characterization of mixed function monooxygenase genes CYP1A1 and CYP1A2 of Mink (Mustela vison) to facilitate study of dioxin-like compounds.

Xiaowei Zhang et al.

Toxicology and applied pharmacology, 234(3), 306-313 (2008-12-02)

As part of an ongoing effort to understand aryl hydrocarbon receptor (AhR) mediated toxicity in mink, cDNAs encoding for CYP1A1 and the CYP1A2 mixed function monooxygenases were cloned and characterized. In addition, the effects of selected dibenzofurans on the expression

Arginine to lysine 108 substitution in recombinant CYP1A2 abolishes methoxyresorufin metabolism in lymphoblastoid cells.

Nicholas E Hadjokas et al.

British journal of pharmacology, 136(3), 347-352 (2002-05-25)

1. Cytochrome P4501A2 (CYP1A2) activates a large number of procarcinogens to carcinogens. Phytochemicals such as flavones can inhibit CYP1A2 activity competitively, and hydroxylated derivatives of flavone (galangin) may be potent, selective inhibitors of CYP1A2 activity relative to CYP1A1 activity. Molecular

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