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Merck
CN

860063C

Avanti

Milk SM

Sphingomyelin (Milk, Bovine), chloroform

别名:

N-(tricosanoyl)-sphing-4-enine-1-phosphocholine

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About This Item

MDL编号:
UNSPSC代码:
12352211
NACRES:
NA.25

方案

>99% (TLC)

表单

liquid

包装

pkg of 1 × 2.5 mL (860063C-25mg)

制造商/商品名称

Avanti Research - A Croda Brand 860063C

浓度

10 mg/mL (860063C-25mg)

脂质类型

sphingolipids

运输

dry ice

储存温度

−20°C

SMILES字符串

[P](=O)([O-])(OC[C@H](NC(=O)CCCCCCCCCCCCCCCCCCCCCC)[C@H](O)\C=C\CCCCCCCCCCCCC)OCC[N+](C)(C)C

InChI

1S/C46H93N2O6P/c1-6-8-10-12-14-16-18-20-21-22-23-24-25-26-28-30-32-34-36-38-40-46(50)47-44(43-54-55(51,52)53-42-41-48(3,4)5)45(49)39-37-35-33-31-29-27-19-17-15-13-11-9-7-2/h37,39,44-45,49H,6-36,38,40-43H2,1-5H3,(H-,47,50,51,52)/b39-37+/t44-,45+/m0/s1

InChI key

SXZWBNWTCVLZJN-NMIJJABPSA-N

一般描述

As a major constituent of cell membranes, sphingomyelin is found at particularly high concentrations in the membranes of nerve cells (in the myelin sheaths) and red blood cells. It was previously thought to have a purely structural role, similar to the function of phosphatidylcholine, through intermolecular interactions mediated by the 2-amide group, the 3-hydroxy group and the 4,5-trans double bond of the sphingoid base. However, it is now appreciated that sphingomyelin has a high affinity for cholesterol and that these two lipids pack tightly into liquid-ordered domains among a liquid-disordered phase to form lipid rafts. These membrane microdomains are thought to function as signaling platforms that regulate the localization and interactions of proteins. But sphingomyelin does not just influence signaling as a component of lipid rafts — it is also a precursor to ceramides and other sphingolipid metabolites that comprise the sphingomyelin cycle or sphingolipid network.
Sphingomyelin and related lipids

应用

Milk SM is suitable:
  • for detecting ceramide in feces
  • for differential scanning calorimetry
  • as a lipid standard

包装

5 mL Clear Glass Sealed Ampule (860063C-25mg)

法律信息

Avanti Research is a trademark of Avanti Polar Lipids, LLC

通常也和此产品一起购买

产品编号
说明
价格

象形图

Skull and crossbonesHealth hazard

警示用语:

Danger

危险分类

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

靶器官

Central nervous system

WGK

WGK 3

法规信息

易制毒化学品(2类)
危险化学品

从最新的版本中选择一种:

分析证书(COA)

Lot/Batch Number

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访问文档库

Polymer resonators sensors for detection of sphingolipid gel/fluid phase transition and melting temperature measurement
Li Q, et al.
Sensors and actuators A, Physical, 263, 707-717 (2017)
S Jyonouchi et al.
Clinical and experimental allergy : journal of the British Society for Allergy and Clinical Immunology, 44(1), 58-68 (2013-10-15)
Eosinophilic esophagitis (EoE) is an atopic disease characterized by eosinophilic inflammation in which dietary antigens (in particular, milk) play a major role. EoE is most likely a mixed IgE and non-IgE food-mediated reaction in which overexpression of Th2 cytokines, particularly
Neutral ceramidase encoded by the Asah2 gene is essential for the intestinal degradation of sphingolipids
Kono M, et al.
The Journal of biological chemistry, 281(11), 7324-7331 (2006)
Mari Kono et al.
The Journal of biological chemistry, 281(11), 7324-7331 (2005-12-29)
Complex sphingolipids are abundant as eukaryotic cell membrane components, whereas their metabolites, in particular ceramide, sphingosine, and sphingosine 1-phosphate, are involved in diverse cell signaling processes. In mammals, degradation of ceramide by ceramidase yields sphingosine, which is phosphorylated by the
A relative quantitative positive/negative ion switching method for untargeted lipidomics via high resolution LC-MS/MS from any biological source
Breitkopf S B, et al.
Metabolomics, 13(3), 30-30 (2017)

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