Chemical Properties
Red Solid
Uses
Resorufin ethyl ether is suitable for the study of dealkylating activity of cytochrome P450 isozymes 1A1 and 1A2, where arylalkyl and alkyl isothiocyanates, and their glutathione, cysteine, and A′-acetylcysteine conjugates are used as inhibitors. It is suitable to study the ethoxyresorufin-O-deethylase (EROD) activity of cytochrome P450 activity (CYP1A1).
Uses
A fluorimetric substrate for cytochrome P450 IAI. Inhibits vasorelaxant responses to acetylcholine
Uses
Dealkylase substrate for the microfluorimetric analysis of microsomal cytochrome P-450.
Definition
ChEBI: 7-ethoxyresorufin is a phenoxazine.
General Description
Resorufin ethers are used as markers or substrates for different cytochrome P (CYP) isoforms. Resorufin ethyl ether is the preferred resorufin ether to be metabolized by microsomes of 3-methylcholanthrene treated animals.
Biological Activity
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].
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.
