Chemical Properties
Red Solid
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, po?a 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.