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P9649

Sigma-Aldrich

2-Oleoyl-1-stearoyl-sn-glycero-3-phosphocholine

~97% (positional purity of fatty acids), ~99% (TLC)

Synonym(s):

1-Octadecanoyl-2-(cis-9-Octadecenoyl)-sn-glycero-3-phosphocholine, L-α-Phosphatidylcholine, β-oleoyl-γ-stearoyl

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About This Item

Empirical Formula (Hill Notation):
C44H86NO8P
CAS Number:
56421-10-4
Molecular Weight:
788.13
MDL number:
MFCD00063526
UNSPSC Code:
12352211
PubChem Substance ID:
24899050

Assay

~97% (positional purity of fatty acids)
~99% (TLC)

functional group

phospholipid

shipped in

ambient

storage temp.

−20°C

SMILES string

CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](COP(O)(=O)OCC[N](C)(C)C)OC(=O)CCCCCCC\C=C/CCCCCCCC

InChI

1S/C44H87NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h21,23,42H,6-20,22,24-41H2,1-5H3,(H,48,49)/b23-21-

InChI key

MEHJQKIXLXVPCO-LNVKXUELSA-N

Storage Class Code

13 - Non 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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

P9649-10MG:
P9649-25MG:
P9649-BULK:
P9649-100MG:
P9649-5MG:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Jianjun Pan et al.
Physical review letters, 100(19), 198103-198103 (2008-06-04)
Cholesterol is well known to modulate the physical properties of biomembranes. Using modern x-ray scattering methods, we have studied the effects of cholesterol on the bending modulus K(C), the thickness D(HH), and the orientational order parameter S(xray) of lipid bilayers.
Sumit Garg et al.
Biophysical journal, 92(4), 1263-1270 (2006-11-23)
The degree of domain registration in a liquid-ordered/liquid-disordered phase-separating lipid mixture consisting of 1-stearoyl-2-oleoyl-sn-3-phosphocholine, egg sphingomyelin, and cholesterol (molar mixing ratio of 1:1:1) was studied using three different planar lipid bilayer architectures distinguished by their bilayer-substrate distance d using epifluorescence
Alexander I Greenwood et al.
Biochimica et biophysica acta, 1778(4), 1120-1130 (2008-02-12)
This study uses low-angle (LAXS) and wide-angle (WAXS) X-ray synchrotron scattering, volume measurements and thin layer chromatography to determine the structure and interactions of SOPC, SOPC/cholesterol mixtures, SOPC/peptide and SOPC/cholesterol/peptide mixtures. N-acetyl-LWYIK-amide (LWYIK) represents the naturally-occurring CRAC motif segment in
Feng Gao et al.
Journal of the American Chemical Society, 128(14), 4814-4822 (2006-04-06)
Vesicles prepared by DMPC (1,2-dimyristoyl-sn-glycero-3-phosphocholine) and SOPC (1-stearoyl-2-oleoyl-sn-glycero-3-phosphocholine) lipid molecules having sizes smaller than the diffraction-limited focused laser beam have been used to confine single molecules in the laser focus. The confinement of single molecules in a volume smaller than
Valeriya M Ioffe et al.
Journal of fluorescence, 17(1), 65-72 (2006-12-29)
The applicability of the two newly commercial available squaraine labels Square-670-NHS and Seta-635-NHS to exploring protein-lipid interactions has been evaluated. The labels were conjugated to lysozyme (Lz) (squaraine-lysozyme conjugates below referred to as Square-670-Lz and Seta-635-Lz), a structurally well-characterized small
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