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Merck
CN

860582C

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 860582C

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

liquid

packaging

pkg of 1 × 1 mL (860582C-5mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 860582C

concentration

5 mg/mL (860582C-5mg)

lipid type

sphingolipids

shipped in

dry ice

storage temp.

−20°C

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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 Clear Glass Sealed Ampule (860582C-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

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

target_organs

Central nervous system, Liver,Kidney

wgk

WGK 3

存储类别

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

flash_point_f

does not flash

flash_point_c

does not flash

法规信息

危险化学品
易制毒化学品（2类）
此项目有

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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
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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