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P6354

Sigma-Aldrich

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
Beilstein:
3898070
EC Number:
224-193-8
MDL number:
MFCD00135191
UNSPSC Code:
51191904
PubChem Substance ID:
24898758
NACRES:
NA.25

biological source

synthetic (organic)

Quality Level

200

Assay

≥99% (TLC)

form

lyophilized powder

functional group

phospholipid

lipid type

phosphoglycerides

shipped in

ambient

storage temp.

−20°C

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

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

InChI key

SNKAWJBJQDLSFF-NVKMUCNASA-N

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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 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

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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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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