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SML2236

Sigma-Aldrich

L-012 sodium salt

≥98% (HPLC), powder, neurotoxin

Sinónimos:

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

Fórmula empírica (notación de Hill):
C13H8ClN4O2 · Na
Número de CAS:
143556-24-5
Peso molecular:
310.67
Número MDL:
MFCD30378369
Código UNSPSC:
12352200
NACRES:
NA.77

Nombre del producto

L-012 sodium salt, ≥98% (HPLC)

Ensayo

≥98% (HPLC)

Formulario

powder

color

yellow to orange

solubilidad

H2O: 2 mg/mL, clear

temp. de almacenamiento

−20°C

cadena SMILES

[Na+].Clc1nc(c(c3c1c(n[nH][c]3=O)[O-])N)c2ccccc2

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

Clave InChI

IGEUYSJHQQCEFP-UHFFFAOYSA-M

Aplicación

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.

Acciones bioquímicas o fisiológicas

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.
Widely used reactive oxygen and nitrogen species (RONS; ROS and RNS) chemiluminescence (CL) probe both in cultures and in animals in vivo.

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

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Certificados de análisis (COA)

Lot/Batch Number
0000422165
0000422165
0000329187
0000304469
0000304463

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Muthusaravanan Sivaramakrishnan et al.
Current protocols, 3(8), e869-e869 (2023-08-25)
The reactive oxygen species (ROS) burst assay is a valuable tool for studying pattern-triggered immunity (PTI) in plants. During PTI, the interaction between pathogen recognition receptors (PRRs) and pathogen-associated molecular patterns (PAMPs) leads to the rapid production of ROS in
Y Nishinaka et al.
Biochemical and biophysical research communications, 193(2), 554-559 (1993-06-15)
A sensitive chemiluminescence method for measuring the production of superoxide anion (O2-) by activated EoL-1 cells (human eosinophilic leukemia cell line) is described. Recently, we succeeded in synthesizing a new chemiluminescence probe, 8-amino-5-chloro-7-phenylpyrido[3,4-d]pyridazine-1,4(2H,3H)dione (L-012). In the presence of L-012, activated
Peishan Li et al.
Nature communications, 11(1), 4387-4387 (2020-09-03)
The role of neutrophils in solid tumor metastasis remains largely controversial. In preclinical models of solid tumors, both pro-metastatic and anti-metastatic effects of neutrophils have been reported. In this study, using mouse models of breast cancer, we demonstrate that the
Jacek Zielonka et al.
Free radical biology & medicine, 65, 1310-1314 (2013-10-02)
L-012, a luminol-based chemiluminescent (CL) probe, is widely used in vitro and in vivo to detect NADPH oxidase (Nox)-derived superoxide (O2(*-)) and identify Nox inhibitors. Yet understanding of the free radical chemistry of the L-012 probe is still lacking. We
M Ii et al.
Biochemical and biophysical research communications, 193(2), 540-545 (1993-06-15)
An enhanced chemiluminescence reaction has been incorporated into an enzyme immunoassay (EIA) for human basic fibroblast growth factor (hbFGF). We developed a new luminol derivative, designated L-012 and a new enhancer, 4-(4-hydroxyphenyl)thiazole. Using these compounds, the detection limit of hbFGF
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