描述
Sphingomyelin (Brain, Porcine), chloroform
检测方案
>99% (TLC)
形式
liquid
包装
pkg of 1 × 2.5 mL (860062C-25mg)
pkg of 2 × 4 mL (860062C-200mg)
制造商/商品名称
Avanti Research™ - A Croda Brand
浓度
10 mg/mL (860062C-25mg)
25 mg/mL (860062C-200mg)
脂质类型
sphingolipids
运输
dry ice
储存温度
−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 key
LKQLRGMMMAHREN-YJFXYUILSA-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
Sphingomyelin and related lipids
应用
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
包装
5 mL Clear Glass Sealed Ampule (860062C-200mg)
5 mL Clear Glass Sealed Ampule (860062C-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
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
WGK
WGK 3
法规信息
危险化学品
易制毒化学品（2类）
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)
Yo Yano et al.
Biophysical journal, 115(8), 1530-1540 (2018-10-03)
Sphingomyelin is an abundant lipid in some cellular membrane domains, such as lipid rafts. Hydrogen bonding and hydrophobic interactions of the lipid with surrounding components such as neighboring sphingomyelin and cholesterol (Cho) are widely considered to stabilize the raft-like liquid-ordered
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)
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