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About This Item
Empirical Formula (Hill Notation):
C29H59N2O6P
CAS Number:
Molecular Weight:
562.76
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
Product Name
06:0 SM (d18:1/6:0), Avanti Research™ - A Croda Brand 860582P, powder
assay
>99% (TLC)
form
powder
packaging
pkg of 1 × 5 mg (860582P-5mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand 860582P
lipid type
sphingolipids
shipped in
dry ice
storage temp.
−20°C
SMILES string
[H][C@](/C=C/CCCCCCCCCCCCC)(O)[C@@]([H])(NC(CCCCC)=O)COP([O-])(OCC[N+](C)(C)C)=O
InChI
1S/C29H59N2O6P/c1-6-8-10-11-12-13-14-15-16-17-18-19-21-22-28(32)27(30-29(33)23-20-9-7-2)26-37-38(34,35)36-25-24-31(3,4)5/h21-22,27-28,32H,6-20,23-26H2,1-5H3,(H-,30,33,34,35)/b22-21+/t27-,28+/m0/s1
InChI key
AHZZHULAOVWYNO-RRKDMDGFSA-N
Application
06:0 SM (d18:1/6:0) may be used:
- to study its effect on C-X-C motif chemokine ligand 12 (CXCL12)-induced cell migration using a transwell migration assay
- in liposomes to measure ostreolysin A (OlyA) binding in order to infer the effects of phosphatidylcholines (PCs) on sphingomyelin (SM)/cholesterol interactions
- as a component of lipid substrate mixture for substrate specificity studies of neutral sphingomyelinase fromTrypanosoma brucei
Packaging
5 mL Amber Glass Screw Cap Vial (860582P-5mg)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
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Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Satoshi Asano et al.
Molecular and cellular biology, 32(16), 3242-3252 (2012-06-13)
Sphingomyelin synthase (SMS) catalyzes the formation of sphingomyelin, a major component of the plasma membrane and lipid rafts. To investigate the role of SMS in cell signaling and migration induced by binding of the chemokine CXCL12 to CXCR4, we used
Emily A Dickie et al.
Parasitology, 146(5), 604-616 (2018-11-06)
The kinetoplastid parasite Trypanosoma brucei causes African trypanosomiasis in both humans and animals. Infections place a significant health and economic burden on developing nations in sub-Saharan Africa, but few effective anti-parasitic treatments are currently available. Hence, there is an urgent
Delphine Milhas et al.
FEBS letters, 584(9), 1887-1894 (2009-10-28)
The plasma membrane (PM) is a major resource for production of bioactive lipids and contains a large proportion of the cellular sphingomyelin (SM) content. Consequently, the regulation of SM levels at the PM by enzymes such as sphingomyelinase (SMase) and
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 860582P-5MG | 04061835318254 |