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Merck

SML2236

Sigma-Aldrich

L-012 钠盐

≥98% (HPLC), powder, neurotoxin

别名:

8-氨基-5-氯-2,3-二氢-7-苯基吡啶并[3,4-d]哒嗪-1,4-二酮,钠盐, 8-氨基-5-氯-7-苯基-2,3-二氢吡啶并[3,4-d]哒嗪-1,4-二酮,钠盐, L012

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About This Item

经验公式(希尔记法):
C13H8ClN4O2 · Na
分子量:
310.67
MDL编号:
UNSPSC代码:
12352200
NACRES:
NA.77
价格与库存信息目前不能提供

产品名称

L-012 钠盐, ≥98% (HPLC)

方案

≥98% (HPLC)

表单

powder

颜色

yellow to orange

溶解性

H2O: 2 mg/mL, clear

储存温度

−20°C

SMILES字符串

[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

应用

L-012已被用作生物发光检测的探针,用于测定分离的小鼠肺中的活性氧(ROS)水平。[1]

生化/生理作用

L-012是鲁米诺类似物,是培养物和动物体内广泛使用的活性氧和氮物质(RONS;ROS & RNS)化学发光(CL)探针。L-012显示出比鲁米诺、光泽精和MCLA显着更高的CL产量和灵敏度。L-012(LumH2)不是直接与超氧阴离子(O2)反应,而是通过单电子氧化(在H2O2存在下由过氧化物酶催化)转化为LumH·自由基形式,然后与氧气(O2)反应生成O2和L-012醌(q-Lum)。O2依次与LumH·自由基反应,最终导致内过氧化物分解以发出发光。在较小的范围内,H2O2也可以与q-Lum反应产生发光。尽管对NADPH氧化酶衍生的RONS不是特异性的,但L-012也通常用于筛选NADPH氧化酶抑制剂。
在培养物和动物体内中广泛使用的活性氧和氮物种(RONS;ROS和RNS)化学发光(CL)探针。

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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
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
Ning Fan et al.
Experimental eye research, 161, 71-81 (2017-06-13)
Oxidative injuries, such as those related to reactive oxygen species (ROS), have been implicated in various retinal and optic nerve disorders. Many ROS detection methods have been developed. Although widely utilized, many of these methods are useful only in post
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

Questions

  1. Are there any known issues with using SML2236 (L-012 luminol analog) for the detection of reactive oxygen species according to published protocols?

    1 answer
    1. 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.

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