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安全信息

860061C

Avanti

Egg SM

Avanti Research™ - A Croda Brand

别名:

16:0 SM; Hexadecanoyl Sphingomyelin; N-hexadecanoyl-D-erythro-sphingosylphosphorylcholine; N-(hexadecanoyl)-sphing-4-enine-1-phosphocholine

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About This Item

CAS号:
383907-87-7
MDL编号:
MFCD02259286
UNSPSC代码:
12352211
NACRES:
NA.25

描述

Sphingomyelin (Egg, Chicken), chloroform

方案

>99% (TLC)

表单

liquid

包装

pkg of 1 × 2.5 mL (860061C-25mg)
pkg of 2 × 20 mL (860061C-1g)
pkg of 2 × 4 mL (860061C-200mg)

制造商/商品名称

Avanti Research™ - A Croda Brand

浓度

10 mg/mL (860061C-25mg)
25 mg/mL (860061C-1g)
25 mg/mL (860061C-200mg)

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)CCCCCCCCCCCCCCC)[C@H](O)\C=C\CCCCCCCCCCCCC)OCC[N+](C)(C)C

InChI

1S/C39H79N2O6P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-38(42)37(36-47-48(44,45)46-35-34-41(3,4)5)40-39(43)33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h30,32,37-38,42H,6-29,31,33-36H2,1-5H3,(H-,40,43,44,45)/b32-30+/t37-,38+/m0/s1

InChI key

RWKUXQNLWDTSLO-GWQJGLRPSA-N

相关类别

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

Egg SM is suitable for use:
  • for preparation of liposomes
  • for synthesizing dihydrosphingomyelin (dhSM)
  • for sphingomyelin assay

包装

30 mL Amber Narrow Mouth Glass Bottle with Screw Cap (860061C-1g)
5 mL Clear Glass Sealed Ampule (860061C-200mg)
5 mL Clear Glass Sealed Ampule (860061C-25mg)

法律信息

Avanti Research is a trademark of Avanti Polar Lipids, LLC

象形图

Skull and crossbonesHealth hazard
GHS06,GHS08

警示用语：

Danger

危险分类

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

靶器官

Central nervous system, Liver,Kidney

储存分类代码

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

WGK

WGK 3

闪点(°F)

does not flash

闪点(°C)

does not flash

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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Light Scattering By Optically-Trapped Vesicles Affords Unprecedented Temporal Resolution Of Lipid-Raft Dynamics
Collard L, et al.
Scientific reports, 7(1), 8589-8589 (2017)
A novel flow cytometric assay to quantify interactions between proteins and membrane lipids
Temmerman K and Nickel W
Journal of Lipid Research, 50(6), 1245-1254 (2009)
Changes in serum sphingomyelin after Roux-en-Y gastric bypass surgery are related to diabetes status
Carlsson ER, et al.
Frontiers in Endocrinology, 9, 172-172 (2018)
Maia Kinnebrew et al.
eLife, 8 (2019-10-29)
Previously we proposed that transmission of the hedgehog signal across the plasma membrane by Smoothened is triggered by its interaction with cholesterol (Luchetti et al., 2016). But how is cholesterol, an abundant lipid, regulated tightly enough to control a signaling
Dihydroceramide accumulation mediates cytotoxic autophagy of cancer cells via autolysosome destabilization
Hernandez-Tiedra S, et al.
Autophagy, 12(11), 2213-2229 (2016)
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