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Merck
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文件

860062C

Avanti

Brain SM

Avanti Research™ - A Croda Brand

同義詞:

18:0 SM; Octadecanoyl Sphingomyelin; N-octadecanoyl-D-erythro-sphingosylphosphorylcholine; N-(octadecanoyl)-sphing-4-enine-1-phosphocholine

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About This Item

CAS號碼:
383907-91-3
分類程式碼代碼:
12352211
NACRES:
NA.25

描述

Sphingomyelin (Brain, Porcine), chloroform

化驗

>99% (TLC)

形狀

liquid

包裝

pkg of 1 × 2.5 mL (860062C-25mg)
pkg of 2 × 4 mL (860062C-200mg)

製造商／商標名

Avanti Research™ - A Croda Brand

濃度

10 mg/mL (860062C-25mg)
25 mg/mL (860062C-200mg)

脂質類型

sphingolipids

運輸包裝

dry ice

儲存溫度

−20°C

InChI

1S/C41H83N2O6P/c1-6-8-10-12-14-16-18-20-21-23-25-27-29-31-33-35-41(45)42-39(38-49-50(46,47)48-37-36-43(3,4)5)40(44)34-32-30-28-26-24-22-19-17-15-13-11-9-7-2/h32,34,39-40,44H,6-31,33,35-38H2,1-5H3,(H-,42,45,46,47)/b34-32+/t39-,40+/m0/s1

InChI 密鑰

LKQLRGMMMAHREN-YJFXYUILSA-N

相關類別

一般說明

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

應用

Brain SM may be used:
  • for ion-mobility spectrometry–mass spectrometry (IMS-MS)
  • for lipid mixture in giant unilamellar vesicles
  • as a growth medium for madin-darby canine kidney (MDCK) cells

包裝

5 mL Clear Glass Sealed Ampule (860062C-200mg)
5 mL Clear Glass Sealed Ampule (860062C-25mg)

法律資訊

Avanti Research is a trademark of Avanti Polar Lipids, LLC

象形圖

Skull and crossbonesHealth hazard
GHS06,GHS08

訊號詞

Danger

危險分類

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

標靶器官

Central nervous system, Liver,Kidney

水污染物質分類（WGK）

WGK 3

分析證明 (COA)

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Opposing kinesin and myosin-I motors drive membrane deformation and tubulation along engineered cytoskeletal networks
McIntosh B B,et al.
Current Biology, 28(2), 236-248 (2018)
Inhibition of acid sphingomyelinase depletes cellular phosphatidylserine and mislocalizes K-Ras from the plasma membrane
Cho K J,et al.
Molecular and cellular biology, 36(2), 363-374 (2016)
Yusuke Sato et al.
Acta biomaterialia, 102, 341-350 (2019-11-17)
Despite the fact that small-sized lipid nanoparticles (LNPs) are important for improved tissue penetration and efficient drug delivery, their poor stability and intracellular trafficking significantly hinders their use as potent small-sized LNPs. It has been reported that both the diffusion
Sphingomyelin metabolism at the plasma membrane: implications for bioactive sphingolipids.
Milhas D, et al.
Febs Letters, 584, 1887-1894 (2010)
Valerija Vezočnik et al.
Langmuir : the ACS journal of surfaces and colloids, 34(30), 8983-8993 (2018-07-10)
Understanding of the interactions between proteins and natural and artificially prepared lipid membrane surfaces and embedded nonpolar cores is important in studies of physiological processes and their pathologies and is applicable to nanotechnologies. In particular, rapidly growing interest in cellular
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