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S0756

Sigma-Aldrich

Sphingomyelin

from chicken egg yolk, ≥95%

Synonym(s):

N-Acyl-4-sphingenyl-1-O-phosphorylcholine, N-Acyl-D-sphingosine-1-phosphocholine

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0.2 MG
¥2,217.29
0.5 MG
¥3,324.19
5 X .2 MG
¥6,970.62

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Available to ship on2025年4月14日Details

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0.2 MG
¥2,217.29
0.5 MG
¥3,324.19
5 X .2 MG
¥6,970.62

About This Item

CAS Number:
85187-10-6
EC Number:
286-097-2
MDL number:
MFCD00132361
UNSPSC Code:
12352211
NACRES:
NA.25

¥2,217.29

Available to ship on2025年4月14日Details

Request a Bulk Order

biological source

chicken egg yolk

Quality Level

200

Assay

≥95%

form

powder

solubility

chloroform/methanol: soluble 50 mg/mL, clear, colorless to faintly yellow (1:1)

functional group

phospholipid

lipid type

sphingolipids

shipped in

ambient

storage temp.

−20°C

SMILES string

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

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hEGF EGF, recombinant, expressed in E. coli, lyophilized powder, suitable for cell culture

E9644

hEGF

Hepatocyte Growth Factor human HGF, recombinant, expressed in Baculovirus infected High-5 cells, suitable for cell culture

H1404

Hepatocyte Growth Factor human

EGF human Animal-component free, recombinant, expressed in E. coli, ≥98% (SDS-PAGE), ≥98% (HPLC), suitable for cell culture

SRP3027

EGF human

Epidermal Growth Factor from murine submaxillary gland EGF, suitable for cell culture

E4127

Epidermal Growth Factor from murine submaxillary gland

recombinant

expressed in E. coli

recombinant

expressed in Baculovirus infected High-5 cells

recombinant

expressed in E. coli

recombinant

-

assay

≥97% (SDS-PAGE)

assay

>95% (SDS-PAGE)

assay

≥98% (HPLC), ≥98% (SDS-PAGE)

assay

-

technique(s)

cell culture | mammalian: suitable

technique(s)

cell culture | mammalian: suitable

technique(s)

cell culture | mammalian: suitable

technique(s)

cell culture | mammalian: suitable

Quality Level

300

Quality Level

200

Quality Level

-

Quality Level

200

form

lyophilized powder

form

lyophilized powder

form

lyophilized

form

lyophilized powder

General description

Sphingomyelin (SM) is a principal sphingolipid in mammalian cell membranes. Its biological functions have been studied.[1]

Application

Sphingomyelin is suitable for use:
  • in the preparation of standard during the enzymatic measurement of plasma sphingomyelin levels[2]
  • to study the binding of Vascular Anticoagulant α (VAC α) to planar phospholipid bilayers[3]
  • to perform fluorescence polarization of PC16 (N-[α-N-palmitoyl-ε-N-(4-nitrobenz-2-oxa-1,3-diazole)-L-lysine]-2-aminoethanol-N- (trimethylaminoethanol) phosphate) in dispersions of co-sonicated lecithin and sphingomyelin[4]
  • for reconstitution of viral ion channel protein M2 into liposomes[5]
  • as a standard sample to define spectral fingerproint using Time-of-flight secondary ion mass spectrometry (ToF-SIMS)[6]
  • to evaluate the contribution of various phospholipids to the formation of foam in the amniotic fluid[7]

Biochem/physiol Actions

Sphingomyelin is the second most abundant lipid and major sphingolipid component of HDL and the plasma membrane. It forms cholesterol-enriched lipid rafts. It has a key role in the availability of plasma membrane-free cholesterol.[8]

Quality

Contains primarily palmitic acid.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves
  • Specification Sheet

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    Certificates of Analysis (COA)

    Lot/Batch Number
    0000417443
    0000417443
    0000394834
    0000374062
    0000374060

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    Biological functions of sphingomyelins.
    Slotte JP.
    Progress in Lipid Research, 52(4), 424-437 (2013)
    H A Andree et al.
    The Journal of biological chemistry, 265(9), 4923-4928 (1990-03-25)
    Vascular anticoagulant alpha (VAC alpha, annexin V) is a member of the family of calcium and phospholipid binding proteins, the annexins. The binding properties of VAC alpha to phospholipid bilayers were studied by ellipsometry. Adsorption was calcium-dependent and completely reversible
    Mohammad Reza Hojjati et al.
    Journal of lipid research, 47(3), 673-676 (2005-12-24)
    Sphingomyelin (SM) and phosphatidylcholine (PC) are two major phospholipids on plasma lipoproteins. Their concentration is classically measured by lipid extraction, thin-layer chromatography, and phosphate determination on separated SM or PC spots. Here, we describe two rapid, specific, and sensitive enzymatic
    D E Freer et al.
    Clinical chemistry, 24(11), 1980-1984 (1978-11-01)
    We evaluated the relative contributions of various phospholipids to the formation of foam in the amniotic fluid "foam stability test", by use of an artificial system of saline, ethanol, and dipalmitoyl 3-sn-phosphatidylcholine to determine the relationship between dipalmitoyl 3-sn-phosphatidylcholine concentration
    J C Russell
    Clinical chemistry, 33(7), 1177-1184 (1987-07-01)
    The mechanism of a new fluorescence polarization method for measuring phospholipid in amniotic fluid is described. The fluorescence polarization of a surfactant fluorescent dye solubilized in amniotic fluid correlates significantly with the L/S ratio. Model studies indicate that this results
    View All Related Papers

    Protocols

    LC/MS Analysis of Phospholipids in Milk on Asc

    (soybean), ≥97%; L-α-Phosphatidylethanolamine from egg yolk, Type III, ≥97% (TLC), lyophilized powder; L-α-Phosphatidylcholine, from egg yolk, Type XVI-E, ≥99% (TLC), lyophilized powder; Sphingomyelin, from chicken egg yolk, ≥95%

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