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860062P

Avanti

Brain SM

Avanti Research - A Croda Brand

Sinônimo(s):

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

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25 MG
R$ 719,00
200 MG
R$ 1.437,00
500 MG
R$ 2.228,00
1 G
R$ 3.500,00

R$ 719,00


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25 MG
R$ 719,00
200 MG
R$ 1.437,00
500 MG
R$ 2.228,00
1 G
R$ 3.500,00

About This Item

Número CAS:
Número MDL:
Código UNSPSC:
12352211
NACRES:
NA.25

R$ 719,00


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descrição

Sphingomyelin (Brain, Porcine)

Ensaio

>99% (TLC)

Formulário

powder

embalagem

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)

fabricante/nome comercial

Avanti Research - A Croda Brand

tipo de lipídio

sphingolipids

Condições de expedição

dry ice

temperatura de armazenamento

−20°C

cadeia de caracteres 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

chave InChI

LKQLRGMMMAHREN-YJFXYUILSA-N

Descrição geral

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

Aplicação

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]

Embalagem

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)

Informações legais

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Código de classe de armazenamento

11 - Combustible Solids


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Certificados de análise (COA)

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Sphingomyelin from chicken egg yolk, ≥95%

Sigma-Aldrich

S0756

Sphingomyelin

4ME 16:0 PC Avanti Research™ - A Croda Brand

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850356P

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Sphingomyelin from chicken egg yolk, ≥98.0% (TLC)

Sigma-Aldrich

85615

Sphingomyelin

Egg PC Avanti Research™ - A Croda Brand

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840051P

Egg PC

Supelco

Supelco

08741

Atto 594 NHS ester

18:1 DGS-NTA(Ni) Avanti Research™ - A Croda Brand

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790404P

18:1 DGS-NTA(Ni)

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)
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)
Yusuke Sato et al.
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
Valerija Vezočnik et al.
Langmuir : the ACS journal of surfaces and colloids, 34(30), 8983-8993 (2018-07-10)
Understanding of the interactions between proteins and natural and artificially prepared lipid membrane surfaces and embedded nonpolar cores is important in studies of physiological processes and their pathologies and is applicable to nanotechnologies. In particular, rapidly growing interest in cellular

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