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Merck

860062P

Avanti

Brain SM

Avanti Research - A Croda Brand

Synonim(y):

18:0 SM; Octadecanoyl Sphingomyelin; N-octadecanoyl-D-erythro-sphingosylphosphorylcholine; N-(octadecanoyl)-sphing-4-enine-1-phosphocholine

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25 MG
723,00 zł
200 MG
1440,00 zł
500 MG
2240,00 zł
1 G
3530,00 zł

723,00 zł


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25 MG
723,00 zł
200 MG
1440,00 zł
500 MG
2240,00 zł
1 G
3530,00 zł

About This Item

Numer CAS:
Numer MDL:
Kod UNSPSC:
12352211
NACRES:
NA.25

723,00 zł


Skontaktuj się z Obsługą Klienta, aby uzyskać informacje na temat dostępności

Poproś o zamówienie zbiorcze

opis

Sphingomyelin (Brain, Porcine)

Próba

>99% (TLC)

Formularz

powder

opakowanie

pkg of 1 × 1 g (860062P-1g)
pkg of 1 × 200 mg (860062P-200mg)
pkg of 1 × 25 mg (860062P-25mg)
pkg of 1 × 500 mg (860062P-500mg)

producent / nazwa handlowa

Avanti Research - A Croda Brand

typ lipidu

sphingolipids

Warunki transportu

dry ice

temp. przechowywania

−20°C

ciąg SMILES

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

InChI

1S/C41H83N2O6P/c1-6-8-10-12-14-16-18-20-21-23-25-27-29-31-33-35-41(45)42-39(38-49-50(46,47)48-37-36-43(3,4)5)40(44)34-32-30-28-26-24-22-19-17-15-13-11-9-7-2/h32,34,39-40,44H,6-31,33,35-38H2,1-5H3,(H-,42,45,46,47)/b34-32+/t39-,40+/m0/s1

Klucz InChI

LKQLRGMMMAHREN-YJFXYUILSA-N

Opis ogólny

As a major constituent of cell membranes, sphingomyelin is found at particularly high concentrations in the membranes of nerve cells (in the myelin sheaths) and red blood cells. It was previously thought to have a purely structural role, similar to the function of phosphatidylcholine, through intermolecular interactions mediated by the 2-amide group, the 3-hydroxy group and the 4,5-trans double bond of the sphingoid base.[1] However, it is now appreciated that sphingomyelin has a high affinity for cholesterol and that these two lipids pack tightly into liquid-ordered domains among a liquid-disordered phase to form lipid rafts.[1] These membrane microdomains are thought to function as signaling platforms that regulate the localization and interactions of proteins. But sphingomyelin does not just influence signaling as a component of lipid rafts — it is also a precursor to ceramides and other sphingolipid metabolites that comprise the sphingomyelin cycle or sphingolipid network.[1]
Sphingomyelin and related lipids

Zastosowanie

Brain SM is suitable:
  • as a standard for high-performance liquid chromatography electrospray ionization tandem mass spectrometry (HPLC-ESI-MS/MS)[2]
  • as a supplement for cell vacuolation of Hela cells[3]
  • for preparation of liposomes[4]

Opakowanie

20 mL Clear Glass Screw Cap Vial (860062P-500mg)
5 mL Amber Glass Screw Cap Vial (860062P-200mg)
5 mL Amber Glass Screw Cap Vial (860062P-25mg)
60 mL Amber Wide Mouth Screw Cap Glass Bottle (860062P-1g)

Informacje prawne

Avanti Research is a trademark of Avanti Polar Lipids, LLC
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Kod klasy składowania

11 - Combustible Solids


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Certyfikaty analizy (CoA)

Lot/Batch Number

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Sphingomyelin functions as a novel receptor for Helicobacter pylori VacA
Gupta VR, et al.
PLoS Pathogens, 4(5), e1000073-e1000073 (2008)
Lipid raft components cholesterol and sphingomyelin increase H+/OH- permeability of phosphatidylcholine membranes
Gensure R H, et al.
The Biochemical Journal, 398(3), 485-495 (2006)
Distinct disruptions in Land's cycle remodeling of glycerophosphocholines in murine cortex mark symptomatic onset and progression in two Alzheimer's disease mouse models
Granger M W, et al.
Journal of Neurochemistry (2018)
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Acta biomaterialia, 102, 341-350 (2019-11-17)
Despite the fact that small-sized lipid nanoparticles (LNPs) are important for improved tissue penetration and efficient drug delivery, their poor stability and intracellular trafficking significantly hinders their use as potent small-sized LNPs. It has been reported that both the diffusion
Yo Yano et al.
Biophysical journal, 115(8), 1530-1540 (2018-10-03)
Sphingomyelin is an abundant lipid in some cellular membrane domains, such as lipid rafts. Hydrogen bonding and hydrophobic interactions of the lipid with surrounding components such as neighboring sphingomyelin and cholesterol (Cho) are widely considered to stabilize the raft-like liquid-ordered

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