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Merck

860592P

Avanti

24:0 SM

Avanti Research - A Croda Brand

동의어(들):

N-lignoceroyl-D-erythro-sphingosylphosphorylcholine

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제품정보 (DICE 배송 시 비용 별도)

실험식(Hill 표기법):
C47H95N2O6P
CAS 번호:
Molecular Weight:
815.24
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
기술 서비스
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도움 문의


assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 10 mg (860592P-10mg), pkg of 1 × 5 mg (860592P-5mg)

manufacturer/tradename

Avanti Research - A Croda Brand

lipid type

sphingolipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

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

InChI

1S/C47H95N2O6P/c1-6-8-10-12-14-16-18-20-21-22-23-24-25-26-27-29-31-33-35-37-39-41-47(51)48-45(44-55-56(52,53)54-43-42-49(3,4)5)46(50)40-38-36-34-32-30-28-19-17-15-13-11-9-7-2/h38,40,45-46,50H,6-37,39,41-44H2,1-5H3,(H-,48,51,52,53)/b40-38+/t45-,46+/m0/s1

InChI key

QEDPUVGSSDPBMD-XTAIVQBESA-N

General description

d-erythro (2S, 3R) sphingomyelin (C24:0-SM) is a synthetic sphingomyelin with acyl chain comprising 24 carbon atom. It is produced by the acylation of D-erythro-sphingosylphosphorylcholine. Sphingomyelin is a key constituent of mammalian cell plasma membranes. It is mainly found at high concentrations in the myelin sheaths of nerve cells, in brain, eye lens and red blood cells. SM have asymmetric molecular structure and high hydrogen-bonding capacity.

Application

24:0 sphingomyelin (SM) is suitable to study its thermotropic and mechanical properties by using differential scanning calorimetry. It is also suitable for use as a lipid standard in ultrafast liquid chromatography−tandem mass spectrometry.

Biochem/physiol Actions

Sphingomyelin (SM) are involved in the formation of functional domains in the membrane bilayer. It also acts as a precursor for sphingolipid signaling molecules including, ceramides and other sphingolipid metabolites.

Packaging

5 mL Amber Glass Screw Cap Vial (860592P-10mg)
5 mL Amber Glass Screw Cap Vial (860592P-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC


저장 등급

11 - Combustible Solids



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시험 성적서(COA)

Lot/Batch Number

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문서 라이브러리 방문



Very-long-chain fatty acid sphingomyelin in nuclear lipid microdomains of hepatocytes and hepatoma cells: can the exchange from C24: 0 to C16: 0 affect signal proteins and vitamin D receptor?
Lazzarini A, et al.
Molecular Biology of the Cell, 26(13), 2418-2425 (2015)
Phase transitions of highly asymmetric chain-length N-lignocerylsphingomyelin (C24: 0-SM) bilayer
Ohtaka H, et al.
Journal of Thermal Analysis and Calorimetry, 113(3), 1593-1602 (2013)
Mechanical properties of milk sphingomyelin bilayer membranes in the gel phase: Effects of naturally complex heterogeneity, saturation and acyl chain length investigated on liposomes using AFM
Et-Thakafy O, et al.
Chemistry and Physics of Lipids, 210, 47-59 (2018)



국제 무역 품목 번호

SKUGTIN
860592P-5MG04061835318391