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Merck

860061P

Avanti

Egg SM

Avanti Research™ - A Croda Brand

동의어(들):

16:0 SM; Hexadecanoyl Sphingomyelin; N-hexadecanoyl-D-erythro-sphingosylphosphorylcholine; N-(hexadecanoyl)-sphing-4-enine-1-phosphocholine

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크기 선택

제품정보 (DICE 배송 시 비용 별도)

CAS 번호:
383907-87-7
MDL number:
MFCD02259286
UNSPSC 코드:
12352211
NACRES:
NA.25

주요 문서

모든 문서 보기
기술 서비스
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도움 문의

설명

Sphingomyelin (Egg, Chicken)

분석

>99% (TLC)

양식

powder

포장

pkg of 1 × 1 g (860061P-1g)
pkg of 1 × 200 mg (860061P-200mg)
pkg of 1 × 25 mg (860061P-25mg)

제조업체/상표

Avanti Research™ - A Croda Brand

지질 유형

sphingolipids

배송 상태

dry ice

저장 온도

−20°C

SMILES string

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

InChI

1S/C39H79N2O6P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-38(42)37(36-47-48(44,45)46-35-34-41(3,4)5)40-39(43)33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h30,32,37-38,42H,6-29,31,33-36H2,1-5H3,(H-,40,43,44,45)/b32-30+/t37-,38+/m0/s1

InChI key

RWKUXQNLWDTSLO-GWQJGLRPSA-N

일반 설명

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. 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. 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.
Sphingomyelin and related lipids

애플리케이션

Egg SM has been used for the preparation of sphingomyelin (SM) standard solutions. It has also been used in the preparation of liposomes.

포장

20 mL Clear Glass Screw Cap Vial (860061P-1g)
5 mL Amber Glass Screw Cap Vial (860061P-200mg)
5 mL Amber Glass Screw Cap Vial (860061P-25mg)

법적 정보

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class Code

11 - Combustible Solids

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시험 성적서(COA)

Lot/Batch Number

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문서 라이브러리 방문

Protocols for Enzymatic Fluorometric Assays to Quantify Phospholipid Classes
Morita S, et al.
International Journal of Molecular Sciences, 21(3), 1032-1032 (2020)
Visualization of the two-step fusion process of the retrovirus avian sarcoma/leukosis virus by cryo-electron tomography
Cardone G, et al.
Journal of Virology, 86(22), 12129-12137 (2012)
Maia Kinnebrew et al.
eLife, 8 (2019-10-29)
Previously we proposed that transmission of the hedgehog signal across the plasma membrane by Smoothened is triggered by its interaction with cholesterol (Luchetti et al., 2016). But how is cholesterol, an abundant lipid, regulated tightly enough to control a signaling
Takaaki Matsufuji et al.
Langmuir : the ACS journal of surfaces and colloids, 34(1), 465-471 (2017-12-13)
Ceramide is a bioactive lipid with important roles in several biological processes including cell proliferation and apoptosis. Although 3-ketoceramides that contain a keto group in place of the 3-OH group of ceramide occur naturally, ceramide derivatives oxidized at the primary
Yuanqing Ma et al.
Biophysical journal, 115(8), 1498-1508 (2018-10-03)
Membrane viscosity and hydration levels characterize the biophysical properties of biological membranes and are reflected in the rate and extent of solvent relaxation, respectively, of environmentally sensitive fluorophores such as Laurdan. Here, we first developed a method for a time-resolved
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