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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
产品名称
24:0 SM, Avanti Research™ - A Croda Brand
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
SMILES string
[H][C@](/C=C/CCCCCCCCCCCCC)(O)[C@@]([H])(NC(CCCCCCCCCCCCCCCCCCCCCCC)=O)COP([O-])(OCC[N+](C)(C)C)=O
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
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。
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。
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
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)
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)
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)
Elisabetta Albi et al.
International journal of molecular sciences, 15(7), 11555-11565 (2014-07-01)
Proliferating thyroid cells are more sensitive to UV-C radiations than quiescent cells. The effect is mediated by nuclear phosphatidylcholine and sphingomyelin metabolism. It was demonstrated that proton beams arrest cell growth and stimulate apoptosis but until now there have been
Ebru Afşar et al.
Redox biology, 30, 101430-101430 (2020-01-25)
We aimed to determine sphingolipid levels and examine apoptotic pathways in human retinal pigment epithelial cells (ARPE-19) undergoing endoplasmic reticulum (ER) stress. Cells were treated with tunicamycin (TM) to induce ER stress and tauroursodeoxycholic acid (TUDCA), an ER stress inhibitor
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