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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:
Molecular Weight:
788.13
MDL number:
UNSPSC Code:
12352211
PubChem Substance ID:

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

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificates of Analysis (COA)

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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
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
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.
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
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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