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Merck
CN

860582P

Avanti

06:0 SM (d18:1/6:0)

Avanti Research™ - A Croda Brand

别名:

N-hexanoyl-D-erythro-sphingosylphosphorylcholine

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关于此项目

经验公式（希尔记法）:
C29H59N2O6P
化学文摘社编号:
182493-45-4
分子量:
562.76
MDL number:
MFCD01073551
UNSPSC Code:
12352211
NACRES:
NA.25

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产品名称

06:0 SM (d18:1/6:0), Avanti Research™ - A Croda Brand 860582P, powder

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

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

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

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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
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
Shreya Endapally et al.
Cell, 176(5), 1040-1053 (2019-02-05)
Sphingomyelin and cholesterol are essential lipids that are enriched in plasma membranes of animal cells, where they interact to regulate membrane properties and many intracellular signaling processes. Despite intense study, the interaction between these lipids in membranes is not well
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

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