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73144

Sigma-Aldrich

Resorufin

95%

Synonym(s):

7-Hydroxy-3H-phenoxazin-3-one, NSC 12097

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About This Item

Empirical Formula (Hill Notation):
C12H7NO3
CAS Number:
635-78-9
Molecular Weight:
213.19
Beilstein:
174850
EC Number:
211-241-8
MDL number:
MFCD00128991
UNSPSC Code:
12171500
PubChem Substance ID:
329764655
NACRES:
NA.32

Quality Level

100

Assay

≥95.0% (HPLC)
95%

form

solid

mp

>300 °C (lit.)

storage temp.

−20°C

SMILES string

O=C(C=C1)C=C2C1=NC3=CC=C(O)C=C3O2

InChI

1S/C12H7NO3/c14-7-1-3-9-11(5-7)16-12-6-8(15)2-4-10(12)13-9/h1-6,14H

InChI key

HSSLDCABUXLXKM-UHFFFAOYSA-N

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General description

Red fluorophore standard. Widely used in enzyme assay systems. Absorption and fluorescence of resorufin are pH dependent. Below the pKa (~6.0), Abs. shifts to ~ 480 nm and both E and fluorescence quantum yield are markedly lower. Resorufin is unstable in the presence of thiols such as dithiothreitol (DTT) and 2-mercaptoethanol.
Resorufin has high extinction coefficient and good chemical and photostability. These properties of resorufin make it perfect for its usage in inverse fluorescence assay to detect H2O2 by measuring the disappearance of its fluorescence upon horseradish peroxidase-mediated oxidation to a nonfluorescent derivative.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Matteo Miceli et al.
Molecules (Basel, Switzerland), 24(12) (2019-06-19)
Monoacylglycerol lipase (MAGL) is a serine hydrolase that has a key regulatory role in controlling the levels of 2-arachidonoylglycerol (2-AG), the main signaling molecule in the endocannabinoid system. Identification of selective modulators of MAGL enables both to provide new tools
Ahmed A El-Sherbeni et al.
Drug metabolism and disposition: the biological fate of chemicals, 42(9), 1498-1507 (2014-06-28)
Cytochrome P450 (P450) enzymes mediate arachidonic acid (AA) oxidation to several biologically active metabolites. Our aims in this study were to characterize AA metabolism by different recombinant rat P450 enzymes and to identify new targets for modulating P450-AA metabolism in
Julian G Jude et al.
Oncogene, 34(10), 1253-1262 (2014-04-01)
Given the importance of deregulated phosphoinositide (PI) signaling in leukemic hematopoiesis, genes coding for proteins that regulate PI metabolism may have significant and as yet unappreciated roles in leukemia. We performed a targeted knockdown (KD) screen of PI modulator genes
A stable nonfluorescent derivative of resorufin for the fluorometric determination of trace hydrogen peroxide: applications in detecting the activity of phagocyte NADPH oxidase and other oxidases.
Zhou M, et al.
Analytical Biochemistry, 253(2), 162-168 (1997)
David Hess et al.
Analytical chemistry, 87(9), 4965-4972 (2015-04-08)
Droplet-based microfluidic systems offer a range of advantageous features for the investigation of enzyme kinetics, including high time resolution and the ability to probe extremely large numbers of discrete reactions while consuming low sample volumes. Kinetic measurements within droplet-based microfluidic
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