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E3763

Sigma-Aldrich

Resorufin ethyl ether

≥98% (TLC), powder

Synonyme(s) :

7-Ethoxy-3H-phenoxazin-3-one, Ethoxyresorufin, O7-Ethylresorufin

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About This Item

Formule empirique (notation de Hill):
C14H11NO3
Numéro CAS:
5725-91-7
Poids moléculaire :
241.24
Numéro Beilstein :
225973
Numéro MDL:
MFCD00037661
Code UNSPSC :
12161501
ID de substance PubChem :
24894527
Nomenclature NACRES :
NA.47

Niveau de qualité

200

Pureté

≥98% (TLC)

Forme

powder

Conditions de stockage

(Tightly closed. Dry)

Technique(s)

activity assay: suitable

Couleur

orange to red

Pf

223-225 °C (lit.)

Solubilité

chloroform: 9.80-10.20 mg/mL, clear, orange

Adéquation

suitable for fluorescence

Température de stockage

−20°C

Chaîne SMILES 

CCOc1ccc2N=C3C=CC(=O)C=C3Oc2c1.Fc4c(F)c(F)c(OC(=O)CNC(=O)OCC5c6ccccc6-c7ccccc57)c(F)c4F

InChI

1S/C23H14F5NO4.C14H11NO3/c24-17-18(25)20(27)22(21(28)19(17)26)33-16(30)9-29-23(31)32-10-15-13-7-3-1-5-11(13)12-6-2-4-8-14(12)15;1-2-17-10-4-6-12-14(8-10)18-13-7-9(16)3-5-11(13)15-12/h1-8,15H,9-10H2,(H,29,31);3-8H,2H2,1H3

Clé InChI

ZOSYTBPPLWBBKM-UHFFFAOYSA-N

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Description générale

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.
Resorufin is the reduced product of resazurin, also termed as Alamar Blu. It exhibits fluorescence at longer wavelengths and is flexible for modification in its hydroxyl group.

Research area: Cell Signaling

Application

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).

Substrats

Fluorimetric substrate for cytochrome P450 linked enzyme, CXPIA1/2

Substrat

Réf. du produit
Description
Tarif

M1544

Resorufin methyl ether

Code de la classe de stockage

11 - 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)

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Reduction of resazurin to resorufin catalyzed by gold nanoparticles: dramatic reaction acceleration by laser or LED plasmon excitation
Alejo CJ, et al.
Catalysis Science & Technology, 1(8), 1506-1511 (2011)
C C Conaway et al.
Carcinogenesis, 17(11), 2423-2427 (1996-11-01)
A series of arylalkyl and alkyl isothiocyanates, and their glutathione, cysteine, and N-acetylcysteine conjugates were used to study their inhibitory activity toward the dealkylation of ethoxyresorufin (EROD), pentoxyresorufin (PROD), and methoxyresorufin (MROD) in liver microsomes obtained from the 3-methylcholanthrene or
V Villa-Cruz et al.
Chemosphere, 74(9), 1145-1151 (2009-01-16)
Tilapia fish (Oreochromis niloticus) were fed with enriched diets containing broccoli and its phytochemical sulforaphane over 30 d. The levels of cytochrome P450, superoxide dismutase, catalase, lipid peroxidation and glutathione-S-transferase activities were measured. Basal value of cytochrome P450 activity was
A resorufin derivative as a fluorogenic indicator for cell viability
Ishiyama M, et al.
Analytical Sciences, 15(10), 1025-1028 (1999)
T E M Parente et al.
Comparative biochemistry and physiology. Toxicology & pharmacology : CBP, 150(2), 252-260 (2009-05-23)
We investigated the presence and inducibility of CYP1A in suckermouth catfish (Hypostomus affinis and Hypostomus auroguttatus, Loricariidae), tilapia (Oreochromis niloticus, Cichlidae) and mice (Mus musculus, Muridae). Alkoxyresorufin-O-dealkylases (EROD, MROD, PROD and BROD) were detected and proved to be inducible (beta-naphthoflavone
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Phase I biotransformation reactions increase drug compound polarity, mainly occurring in hepatic circulation.

Phase I Drug Metabolism

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

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