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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/REAXYS Number:
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

11 - 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)

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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Micro-macro link in rheology of erythrocyte and vesicle suspensions
Vitkova V, et al.
Biophysical Journal, 95(6), L33-L35 (2008)
Arnau Biosca et al.
Pharmaceutics, 11(7) (2019-07-19)
Combination therapies, where two drugs acting through different mechanisms are administered simultaneously, are one of the most efficient approaches currently used to treat malaria infections. However, the different pharmacokinetic profiles often exhibited by the combined drugs tend to decrease treatment
Naoya Matsuo et al.
Journal of lipid research, 60(7), 1199-1211 (2019-05-16)
In mammals, lipids are selectively transported to specific sites using multiple classes of lipoproteins. However, in Drosophila, a single class of lipoproteins, lipophorin, carries more than 95% of the lipids in the hemolymph. Although a unique ability of the insect
Remo Friedrich et al.
Lab on a chip, 17(5), 830-841 (2017-01-28)
We present a nanofluidic device for fluorescence-based detection and characterization of small lipid vesicles on a single particle basis. The device works like a nano flow cytometer where individual vesicles are visualized by fluorescence microscopy while passing through parallel nanochannels
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
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