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Merck

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

分類程式碼代碼:
12352211
NACRES:
NA.25

描述

Sphingomyelin (Egg, Chicken), chloroform

化驗

>99% (TLC)

形狀

liquid

包裝

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

製造商/商標名

Avanti Research - A Croda Brand

濃度

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

脂質類型

sphingolipids

運輸包裝

dry ice

儲存溫度

−20°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 密鑰

RWKUXQNLWDTSLO-GWQJGLRPSA-N

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

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

包裝

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)

法律資訊

Avanti Research is a trademark of Avanti Polar Lipids, LLC

象形圖

Skull and crossbonesHealth hazard

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

儲存類別代碼

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

水污染物質分類(WGK)

WGK 3

閃點(°F)

does not flash

閃點(°C)

does not flash


分析证书(COA)

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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)
Dihydroceramide accumulation mediates cytotoxic autophagy of cancer cells via autolysosome destabilization
Hernandez-Tiedra S, et al.
Autophagy, 12(11), 2213-2229 (2016)
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)
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)
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

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