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Merck
CN

860592P

Avanti

24:0 SM

Avanti Research - A Croda Brand

别名:

N-二十四烷酰-D-赤型-鞘氨醇磷酸胆碱

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关于此项目

经验公式(希尔记法):
C47H95N2O6P
化学文摘社编号:
分子量:
815.24
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
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assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 10 mg (860592P-10mg), pkg of 1 × 5 mg (860592P-5mg)

manufacturer/tradename

Avanti Research - A Croda Brand

lipid type

sphingolipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

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

InChI

1S/C47H95N2O6P/c1-6-8-10-12-14-16-18-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-47(51)48-45(44-55-56(52,53)54-43-42-49(3,4)5)46(50)40-38-36-34-32-30-28-19-17-15-13-11-9-7-2/h38,40,45-46,50H,6-37,39,41-44H2,1-5H3,(H-,48,51,52,53)/b40-38+/t45-,46+/m0/s1

InChI key

QEDPUVGSSDPBMD-XTAIVQBESA-N

General description

d-赤型(2S,3R)鞘磷脂(C24:0-SM)是具有包含24个碳原子的酰基链的合成鞘磷脂。由D-赤型-鞘氨酰磷酰胆碱酰化产生。鞘磷脂是哺乳动物细胞质膜的关键成分。主要在神经细胞的髓鞘、脑、眼晶状体和红细胞中以高浓度发现。SM具有不对称的分子结构和高氢键结合能力。

Application

24:0 鞘磷脂(SM)适合通过差示扫描量热法研究其热致和机械性能。它也适合用作超快液相色谱−串联质谱法中的脂质标准品。

Biochem/physiol Actions

鞘磷脂(SM)参与膜双层中功能域的形成。它还充当鞘脂信号分子(包括神经酰胺和其他鞘脂代谢物)的前体。

Packaging

5 mL棕色玻璃螺旋盖小瓶(860592P-10mg)
5 mL棕色玻璃螺旋盖小瓶(860592P-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC


存储类别

11 - Combustible Solids



历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Very-long-chain fatty acid sphingomyelin in nuclear lipid microdomains of hepatocytes and hepatoma cells: can the exchange from C24: 0 to C16: 0 affect signal proteins and vitamin D receptor?
Lazzarini A, et al.
Molecular Biology of the Cell, 26(13), 2418-2425 (2015)
Phase transitions of highly asymmetric chain-length N-lignocerylsphingomyelin (C24: 0-SM) bilayer
Ohtaka H, et al.
Journal of Thermal Analysis and Calorimetry, 113(3), 1593-1602 (2013)
Mechanical properties of milk sphingomyelin bilayer membranes in the gel phase: Effects of naturally complex heterogeneity, saturation and acyl chain length investigated on liposomes using AFM
Et-Thakafy O, et al.
Chemistry and Physics of Lipids, 210, 47-59 (2018)



全球贸易项目编号

货号GTIN
860592P-5MG04061835318391