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Merck

E3763

Sigma-Aldrich

Resorufin ethyl ether

≥98% (TLC), powder

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C14H11NO3
Número de CAS:
Peso molecular:
241.24
Beilstein/REAXYS Number:
225973
MDL number:
UNSPSC Code:
12161501
PubChem Substance ID:
NACRES:
NA.47

Quality Level

assay

≥98% (TLC)

form

powder

storage condition

(Tightly closed. Dry)

technique(s)

activity assay: suitable

color

orange to red

mp

223-225 °C (lit.)

solubility

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

suitability

suitable for fluorescence

storage temp.

−20°C

SMILES string

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

InChI key

ZOSYTBPPLWBBKM-UHFFFAOYSA-N

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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.
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).

Substrates

Fluorimetric substrate for cytochrome P450 linked enzyme, CXPIA1/2

substrate

Referencia del producto
Descripción
Precios

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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A resorufin derivative as a fluorogenic indicator for cell viability
Ishiyama M, et al.
Analytical Sciences, 15(10), 1025-1028 (1999)
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
Ahmad F Abdull Razis et al.
Archives of toxicology, 86(10), 1505-1514 (2012-05-31)
As the Ah receptor target gene products play a critical role in chemical carcinogenesis, antagonists are considered as potential chemopreventive agents. It is demonstrated in this paper that the isothiocyanates R,S-sulforaphane and erucin are non-competitive antagonists of the aryl hydrocarbon

Artículos

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

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

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

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

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