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SML2236

Sigma-Aldrich

L-012 sodium salt

≥98% (HPLC)

Synonym(s):

8-Amino-5-chloro-2,3-dihydro-7-phenyl-Pyrido[3,4-d]pyridazine-1,4-dione, sodium salt, 8-Amino-5-chloro-7-phenyl-2,3-dihydro-pyrido[3,4-d]pyridazine-1,4-dione, sodium salt, L012

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About This Item

Empirical Formula (Hill Notation):
C13H8ClN4O2 · Na
CAS Number:
143556-24-5
Molecular Weight:
310.67
MDL number:
MFCD30378369
UNSPSC Code:
12352200

assay

≥98% (HPLC)

form

powder

color

yellow to orange

solubility

H2O: 2 mg/mL, clear

storage temp.

−20°C

InChI

1S/C13H9ClN4O2.Na/c14-11-8-7(12(19)17-18-13(8)20)9(15)10(16-11)6-4-2-1-3-5-6;/h1-5H,15H2,(H,17,19)(H,18,20);/q;+1/p-1

InChI key

IGEUYSJHQQCEFP-UHFFFAOYSA-M

Application

L-012 has been used as a probe in a bioluminescent assay for the determination of the reactive oxygen species (ROS) levels in the isolated mouse lungs.

Biochem/physiol Actions

L-012 is a luminol analog and a widely used reactive oxygen and nitrogen species (RONS; ROS & RNS) chemiluminescence (CL) probe both in cultures and in animals in vivo. L-012 displays significantly higher CL yield and sensitivity than luminol, lucigenin and MCLA. Instead of reacting with superoxide anion (O2−) directly, L-012 (LumH2) is converted via a one-electron oxidation (catalyzed by peroxidase in the presence of H2O2) to the LumH· radical form, which then reacts with oxygen (O2) to yield O2− and L-012 quinone (q-Lum). The O2− in turn reacts with the LumH· radical, leading eventually to an endoperoxide that decomposes to emit luminescence. To a less extend, H2O2 can also react with q-Lum to yield luminescence. Although not specific to NADPH oxidase-derived RONS, L-012 is also commonly used for screening NADPH oxidase inhibitors.

Storage Class

11 - Combustible Solids

wgk_germany

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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