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Merck
CN

860062P

Avanti

脑SM

Avanti Research - A Croda Brand

别名:

18:0 SM;十八烷酰鞘磷脂;N-十八烷酰基-D-赤型鞘氨酰基磷酰胆碱;N-(十八烷酰基)-鞘氨醇-4-烯-1-磷酸胆碱

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About This Item

UNSPSC代码:
12352211
NACRES:
NA.25

描述

Sphingomyelin (Brain, Porcine)

检测方案

>99% (TLC)

形式

powder

包装

pkg of 1 × 1 g (860062P-1g)
pkg of 1 × 200 mg (860062P-200mg)
pkg of 1 × 25 mg (860062P-25mg)
pkg of 1 × 500 mg (860062P-500mg)

制造商/商品名称

Avanti Research - A Croda Brand

脂质类型

sphingolipids

运输

dry ice

储存温度

−20°C

SMILES字符串

[H][C@](/C=C/CCCCCCCCCCCCC)(O)[C@@]([H])(NC(CCCCCCCCCCCCCCCCC)=O)COP([O-])(OCC[N+](C)(C)C)=O

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

作为细胞膜的主要成分,鞘磷脂在神经细胞(髓鞘)膜和红细胞膜中的浓度特别高。以前认为,它是因鞘氨醇碱基的2-酰胺基、3-羟基和4,5-反式双键介导的分子间相互作用而具有与磷脂酰胆碱功能相似的纯结构作用。但是,现在人们认识到,鞘磷脂对胆固醇具有高亲和力,这两种脂质在液体无序相中紧密堆积成液体有序结构域,形成脂质筏。这些膜微结构域被认为是调节蛋白质定位和相互作用的信号转导平台。但是,鞘磷脂不仅是会影响信号传导的脂质筏成分,它还是神经酰胺和其他鞘脂代谢(包括鞘磷脂循环或鞘脂网络)产物的前体。
鞘磷脂和相关脂质

应用

脑SM适用于:
  • 可作为高效液相色谱-电喷雾串联质谱(HPLC-ESI-MS/MS)的标准品
  • 作为Hela细胞空泡化的补充
  • 脂质体的制备

包装

20 mL透明玻璃螺旋盖小瓶(860062P-500mg)
5 mL棕色玻璃螺旋盖小瓶(860062P-200mg)
5 mL棕色玻璃螺旋盖小瓶(860062P-25mg)
60 mL棕色广口螺旋盖玻璃瓶(860062P-1g)

法律信息

Avanti Research is a trademark of Avanti Polar Lipids, LLC

储存分类代码

11 - Combustible Solids


分析证书(COA)

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Sphingomyelin functions as a novel receptor for Helicobacter pylori VacA
Gupta VR, et al.
PLoS Pathogens, 4(5), e1000073-e1000073 (2008)
Lipid raft components cholesterol and sphingomyelin increase H+/OH- permeability of phosphatidylcholine membranes
Gensure R H, et al.
The Biochemical Journal, 398(3), 485-495 (2006)
Distinct disruptions in Land's cycle remodeling of glycerophosphocholines in murine cortex mark symptomatic onset and progression in two Alzheimer's disease mouse models
Granger M W, et al.
Journal of Neurochemistry (2018)
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

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