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T1014

TNPAL-Sphingomyelin

1 mg/mL in chloroform/methanol (2:1)

Sinonimo/i:

Trinitrophenylaminolauroylsphingomyelin

Autenticati per visualizzare i prezzi organizzativi e contrattuali.

Informazioni su questo articolo

Formula empirica (notazione di Hill):
C41H73N6O12P
Numero CAS:
Peso molecolare:
873.03
UNSPSC Code:
12352211
PubChem Substance ID:
MDL number:


assay

≥98% (TLC)

form

liquid

concentration

1 mg/mL in chloroform/methanol (2:1)

storage temp.

−20°C

SMILES string

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

General description

Substrate for microbial and animal sphingomyelinases.

Application

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

Biochem/physiol Actions

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]


signalword

Danger

Hazard Classifications

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

target_organs

Central nervous system, Eyes

Classe di stoccaggio

3 - Flammable liquids

wgk

WGK 3

flash_point_f

51.8 °F - closed cup

flash_point_c

11 °C - closed cup

ppe

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



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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.
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
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



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