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Merck
CN

P6354

1,2-Dioleoyl-sn-glycero-3-phosphocholine

lyophilized powder

Synonym(s):

PC, 1,2-Di(cis-9-octadecenoyl)-sn-glycero-3-phosphocholine, 3-sn-Phosphatidylcholine, 1,2-dioleoyl, L-α-Phosphatidylcholine, dioleoyl, L-β,γ-Dioleoyl-α-lecithin, DOPC

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About This Item

Empirical Formula (Hill Notation):
C44H84NO8P
CAS Number:
4235-95-4
Molecular Weight:
786.11
UNSPSC Code:
51191904
NACRES:
NA.25
PubChem Substance ID:
24898758
EC Number:
224-193-8
Beilstein/REAXYS Number:
3898070
MDL number:
MFCD00135191

Key Documents

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Product Name

1,2-Dioleoyl-sn-glycero-3-phosphocholine, lyophilized powder

InChI key

SNKAWJBJQDLSFF-NVKMUCNASA-N

InChI

1S/C44H84NO8P/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/h20-23,42H,6-19,24-41H2,1-5H3/b22-20-,23-21-/t42-/m1/s1

SMILES string

[O-]P(OCC[N+](C)(C)C)(OC[C@]([H])(OC(CCCCCCC/C=C\CCCCCCCC)=O)COC(CCCCCCC/C=C\CCCCCCCC)=O)=O

biological source

synthetic (organic)

assay

≥99% (TLC)

form

lyophilized powder

functional group

phospholipid

lipid type

phosphoglycerides

shipped in

ambient

storage temp.

−20°C

Quality Level

200

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Application

1,2-Dioleoyl-sn-glycero-3-phosphocholine has been used for the reconstitution of proteoliposome (PL). It has also been used in the preparation of lipid vesicles.

Packaging

Packaged under Argon

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000484789
0000484789
0000447635
0000447635
0000444350

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Hydrodynamic lift of vesicles under shear flow in microgravity
Callens N, et al.
EPL, 83(2), 24002-24002 (2008)
Recombinant form of mammalian gp91phox is active in the absence of p22phox
Ezzine A, et al.
The Biochemical Journal, 462(2), 337-345 (2014)
Arman Fathizadeh et al.
The journal of physical chemistry. B, 123(31), 6792-6798 (2019-07-16)
We investigate membrane permeation by the peptide WKW that is amidated at its C-terminus and therefore carries a positive charge of +2. To facilitate an efficient calculation, we introduce a novel set of simple coarse variables that measure permeation depth
Jessica J Hung et al.
Soft matter, 15(33), 6660-6676 (2019-08-08)
The dynamic behavior of monoclonal antibodies (mAbs) at high concentration provides insight into protein microstructure and protein-protein interactions (PPI) that influence solution viscosity and protein stability. At high concentration, interpretation of the collective-diffusion coefficient Dc, as determined by dynamic light
Lu Huang et al.
PLoS biology, 15(8), e2001750-e2001750 (2017-08-19)
As the central hub of the metabolism machinery, the mammalian target of rapamycin complex 2 (mTORC2) has been well studied in lymphocytes. As an obligatory component of mTORC2, the role of Rictor in T cells is well established. However, the
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