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T1014

Sigma-Aldrich

TNPAL-Sphingomyelin

1 mg/mL in chloroform/methanol (2:1)

Sinônimo(s):

Trinitrophenylaminolauroylsphingomyelin

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About This Item

Fórmula empírica (Notação de Hill):
C41H73N6O12P
Número CAS:
117985-56-5
Peso molecular:
873.03
Número MDL:
MFCD00133879
Código UNSPSC:
12352211
ID de substância PubChem:
24899923
Preço e disponibilidade não estão disponíveis no momento.

Ensaio

≥98% (TLC)

Formulário

liquid

concentração

1 mg/mL in chloroform/methanol (2:1)

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

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+

chave InChI

ZAKSUDRQGDIXGH-SOYKGTTHSA-N

Aplicação

TNPAL-Sphingomyelin was used as substrate to determine the activity of sphingomyelinase spectrophotometrically.[1][2][3]

Ações bioquímicas/fisiológicas

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.[4] Excess oxysterols result in increased amount of SM and calcium ions that is the main reason for artery blockage and atherosclerosis.[5]

Substratos

Substrate for microbial and animal sphingomyelinases.

Palavra indicadora

Danger

Classificações de perigo

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

Órgãos-alvo

Central nervous system, Eyes

Código de classe de armazenamento

3 - Flammable liquids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

51.8 °F - closed cup

Ponto de fulgor (°C)

11 °C - closed cup

Equipamento de proteção individual

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

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Certificados de análise (COA)

Lot/Batch Number
073M4030V
14120811
015M4049V
14141001
019K4054

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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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