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Merck
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T1014

Sigma-Aldrich

TNPAL-鞘磷脂

1 mg/mL in chloroform/methanol (2:1)

别名:

Trinitrophenylaminolauroylsphingomyelin

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About This Item

经验公式（希尔记法）:
C41H73N6O12P
CAS号:
117985-56-5
分子量:
873.03
MDL编号:
MFCD00133879
UNSPSC代码:
12352211
PubChem化学物质编号:
24899923

方案

≥98% (TLC)

表单

liquid

浓度

1 mg/mL in chloroform/methanol (2:1)

储存温度

−20°C

SMILES字符串

CCCCCCCCCCCCC\C=C\[C@H](O)[C@@H](COP(O)(=O)OCC[N](C)(C)C)NC(=O)CCCCCCCCCCCNc1c(cc(cc1N(=O)=O)N(=O)=O)N(=O)=O

InChI

1S/C41H74N6O12P/c1-5-6-7-8-9-10-11-12-13-15-18-21-24-27-39(48)36(34-59-60(56,57)58-31-30-47(2,3)4)43-40(49)28-25-22-19-16-14-17-20-23-26-29-42-41-37(45(52)53)32-35(44(50)51)33-38(41)46(54)55/h24,27,32-33,36,39,42,48H,5-23,25-26,28-31,34H2,1-4H3,(H,43,49)(H,56,57)/b27-24+

InChI key

ZAKSUDRQGDIXGH-SOYKGTTHSA-N

应用

TNPAL-Sphingomyelin was used as substrate to determine the activity of sphingomyelinase spectrophotometrically.

生化/生理作用

Sphingomyelin (SM) is a sphingolipid found in the myelin sheath and cell membranes of animals. The regulation of SM content by sphingomyelinase and SM synthase 2 affect the membrane properties and signaling. Excess oxysterols result in increased amount of SM and calcium ions that is the main reason for artery blockage and atherosclerosis.

底物

Substrate for microbial and animal sphingomyelinases.

警示用语：

Danger

危险分类

Acute Tox. 3 Inhalation - Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Flam. Liq. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 - STOT SE 1 - STOT SE 3

靶器官

Central nervous system, Eyes

储存分类代码

3 - Flammable liquids

WGK

WGK 3

闪点(°F)

51.8 °F - closed cup

闪点(°C)

11 °C - closed cup

个人防护装备

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
073M4030V
14120811
015M4049V
14141001
049K4077

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S Gatt et al.
Biochimica et biophysica acta, 530(3), 503-507 (1978-09-28)
A colored derivative of sphingomyelin was synthesized and used as substrate for several sphingomyelinases. The compound is N-omega-trinitrophenyl-aminolaurylsphingosylphosphorylcholine. The rate of hydrolysis of this substrate was compared to that of bovine brain sphingomyelin, labelled with tritium in the choline moiety.
W Vollmer et al.
Molecular microbiology, 39(6), 1610-1622 (2001-03-22)
Streptococcus pneumoniae is a major human pathogen and many interactions of this bacterium with its host appear to be mediated, directly or indirectly, by components of the bacterial cell wall, specifically by the phosphorylcholine residues which serve as anchors for
Fred A Kummerow
American journal of cardiovascular disease, 3(1), 17-26 (2013-03-06)
Despite major public health efforts, coronary heart disease continues to be the leading cause of death in the United States. Oxidized lipids contribute to heart disease both by increasing deposition of calcium on the arterial wall, a major hallmark of
A Dobrzyń et al.
Journal of physiology and pharmacology : an official journal of the Polish Physiological Society, 55(2), 305-313 (2004-06-24)
The sphingomyelin signalling pathway has been shown to function in different skeletal muscle types. The aim of the present study was to examine the effect of endurance training on the functioning of the pathway in the muscles. The experiments were
Yukinori Taniguchi et al.
Biochimica et biophysica acta, 1758(2), 145-153 (2006-04-04)
To understand the role of sphingomyelinase (SMase) in the function of biological membranes, we have investigated the effect of conversion of sphingomyelin (SM) to ceramide (Cer) on the assembly of domains in giant unilamellar vesicles (GUVs). The GUVs were prepared
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