It was suggested that to deprotonate L-012 by one-electron oxidation to its radical form, the presence of strong oxidants, in addition to H2O2, is highly recommended. Therefore, the inclusion of HRP is also highly recommended. Moreover, it was mentioned that the presence of superoxide ion alone may not be sufficient to drive the reaction forward. In the event that no reaction was detected, it is highly recommended to titrate up the concentration of H2O2 and HRP, as well as include xanthine oxidase and hypoxanthine to help drive this reaction.
SML2236
L-012 sodium salt
≥98% (HPLC), powder, neurotoxin
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:
Molecular Weight:
310.67
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77
Pricing and availability is not currently available.
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Product Name
L-012 sodium salt, ≥98% (HPLC)
Assay
≥98% (HPLC)
form
powder
color
yellow to orange
solubility
H2O: 2 mg/mL, clear
storage temp.
−20°C
SMILES string
[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
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.[1]
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.
Widely used reactive oxygen and nitrogen species (RONS; ROS and RNS) chemiluminescence (CL) probe both in cultures and in animals in vivo.
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
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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
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
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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
Andreas Daiber et al.
Redox biology, 12, 35-49 (2017-02-18)
Reactive oxygen and nitrogen species (RONS such as H2O2, nitric oxide) confer redox regulation of essential cellular functions (e.g. differentiation, proliferation, migration, apoptosis), initiate and catalyze adaptive stress responses. In contrast, excessive formation of RONS caused by impaired break-down by
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
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Are there any known issues with using SML2236 (L-012 luminol analog) for the detection of reactive oxygen species according to published protocols?
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