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Merck

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
SLCL8649
SLCF9767
SLBZ7953
SLBZ5244
SLBW6109

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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
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)
Camila Fabiano de Freitas et al.
Colloids and surfaces. B, Biointerfaces, 181, 837-844 (2019-06-30)
Liposomes are membrane models and excellent Drug Delivery Systems. However, their preparation is expensive, labor intensive, time consuming, and sometimes toxic. Recently, we published an innovative methodology for the production of homogeneous Small Unilamellar Vesicles (SUV) through a simple, fast
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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