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7-Ethoxyresorufin (Synonyms: 7ER, 7Ethoxyphenoxazone, Resorufin ethyl ether)

Katalog-Nr.GC13784

7-Ethoxyresorufin (Resorufinethylether) ist ein fluorometrisches Substrat und ein kompetitiver Inhibitor von Cytochrom P450, insbesondere CYP1A1.

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7-Ethoxyresorufin Chemische Struktur

Cas No.: 5725-91-7

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Sample solution is provided at 25 µL, 10mM.

Description of 7-Ethoxyresorufin

Cytochrome P450, family 1, subfamily A, polypeptide 1 is a protein that is encoded by human CYP1A1 gene. The protein is a member of the cytochrome P450 superfamily of enzymes. CYP1A1 is involved in phase I xenobiotic and drug metabolism. CYP1A1 is inhibited by fluoroquinolones and macrolides and induced by aromatic hydrocarbons. 7-Ethoxyresorufin is a specific subtrate of CYP1A.

In vitro: 7-Ethoxyresorufin (2-10 microM), a substrate for cytochrome P450, which binds to the heme moiety of the enzyme, reduced responses to acetylcholine concentration-dependently but not the other agonists indicating an effect on nitric oxide synthesis although neither affected the conversion of L-arginine to L-citrulline [1].

In vivo: Activities of CYP1A (7-ethoxyresorufin) in the liver was determined for comparative purposes. In mice, LPS depressed CYP2A5 at low doses but not at doses that increased pro-inflammatory cytokines and NO serum levels, and depressed CYP1A activity. Blockade of proinflammatory cytokines extended down-regulation of CYP2A5 while not affecting LPS-induced depression of CYP1A [2].

Clinical trial: Cytochrome P-450 enzyme activities of 7-ethoxyresorufin O-deethylase (ERDE) was measured in human liver needle biopsy samples from smokers and non-smokers. ERDE activity was significantly elevated in the livers of cigarette smokers. No correlation was observed between plasma cotinine concentration and ERDE activity [3].

References:
[1] Oyekan AO, McGiff JC, Rosencrantz-Weiss P, Quilley J.  Relaxant responses of rabbit aorta: influence of cytochrome P450 inhibitors. J Pharmacol Exp Ther. 1994 Jan;268(1):262-9.
[2] De-Oliveira AC, Poça KS, Totino PR, Paumgartten FJ.  Modulation of cytochrome P450 2A5 activity by lipopolysaccharide: low-dose effects and non-monotonic dose-response relationship. PLoS One. 2015 Jan 30;10(1):e0117842.
[3] Pelkonen O, Pasanen M, Kuha H, Gachalyi B, Kairaluoma M, Sotaniemi EA, Park SS, Friedman FK, Gelboin HV.  The effect of cigarette smoking on 7-ethoxyresorufin O-deethylase and other monooxygenase activities in human liver: analyses with monoclonal antibodies. Br J Clin Pharmacol. 1986 Aug;22(2):125-34.

Chemical Properties of 7-Ethoxyresorufin

Cas No. 5725-91-7 SDF
Überlieferungen 7ER, 7Ethoxyphenoxazone, Resorufin ethyl ether
Chemical Name 7-ethoxy-3H-phenoxazin-3-one
Canonical SMILES CCOC1=CC2=C(N=C3C=CC(C=C3O2)=O)C=C1
Formula C14H11NO3 M.Wt 241.24
Löslichkeit DMF : 2 mg/mL (8.29 mM; ultrasonic and warming and heat to 60°C) Storage Store at -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of 7-Ethoxyresorufin

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1 mg 5 mg 10 mg
1 mM 4.1452 mL 20.7262 mL 41.4525 mL
5 mM 0.829 mL 4.1452 mL 8.2905 mL
10 mM 0.4145 mL 2.0726 mL 4.1452 mL
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