All Photos(2)

P1223

Sigma-Aldrich

L-α-Phosphatidylethanolamine, dioleoyl

≥99% (GC), ≥98% (TLC), lyophilized powder

Synonym(s):
1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine, Dioleoyl phosphatidylethanolamine, 3-sn-Phosphatidylethanolamine, 1,2-dideoyl, L-β,γ-Dioleoyl-α-cephalin, DOPE, PE(18:1(9Z)/18:1(9Z)), (9Z)-9-Octadecenoic acid (1R)-1-[[[(2-aminoethoxy)hydroxyphosphinyl]oxy]methyl]-1,2-ethanediyl ester, 1,2-Di(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine
Empirical Formula (Hill Notation):
C41H78NO8P
CAS Number:
Molecular Weight:
744.03
Beilstein:
1718431
MDL number:
PubChem Substance ID:
NACRES:
NA.25

Quality Level

biological source

synthetic

assay

≥98% (TLC)
≥99% (GC)

form

lyophilized powder

functional group

phospholipid

shipped in

ambient

storage temp.

−20°C

SMILES string

CCCCCCCC\C=C/CCCCCCCC(=O)OCC(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCCCC

InChI

1S/C41H78NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(43)47-37-39(38-49-51(45,46)48-36-35-42)50-41(44)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,39H,3-16,21-38,42H2,1-2H3,(H,45,46)/b19-17-,20-18-

InChI key

MWRBNPKJOOWZPW-CLFAGFIQSA-N

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Application

1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine (DOPE) forms heterogenous liposomes with N-[1-(2,3-dioleoyloxy)propyl]-N,N,N-trimethylammonium methylsulfate (DOTAP), which are used as delivery vehicles for therapeutic agents .
Forms liposomes with DC-cholesterol that can be used to efficiently transfect several mammalian cell lines.

Packaging

25, 100, 500 mg in poly bottle
Packaged under Argon.

Storage Class Code

13 - Non 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

Certificate of Analysis

Certificate of Origin

More documents

Quotes and Ordering

Miriam Stoeber et al.
Proceedings of the National Academy of Sciences of the United States of America, 113(50), E8069-E8078 (2016-11-12)
Caveolae are invaginated plasma membrane domains involved in mechanosensing, signaling, endocytosis, and membrane homeostasis. Oligomers of membrane-embedded caveolins and peripherally attached cavins form the caveolar coat whose structure has remained elusive. Here, purified Cavin1 60S complexes were analyzed structurally in
Juliette Fedry et al.
PLoS biology, 16(8), e2006357-e2006357 (2018-08-14)
HAPLESS2 (HAP2) is a broadly conserved, gamete-expressed transmembrane protein that was shown recently to be structurally homologous to viral class II fusion proteins, which initiate fusion with host cells via insertion of fusion loops into the host membrane. However, the
Chiara Fondello et al.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie, 83, 290-301 (2016-10-25)
We explored the potential of a chemogene therapy combination to eradicate melanoma tumor initiating cells, key producers of recurrence and metastatic spread. Three new human melanoma cell lines, two obtained from lymph nodes and one from spleen metastasis were established
Anbang Dai et al.
Nature communications, 10(1), 3699-3699 (2019-08-20)
WHAMM, a member of the Wiskott-Aldrich syndrome protein (WASP) family, is an actin nucleation promoting factor (NPF) that also associates with membranes and microtubules. Here we report that WHAMM is required for autophagic lysosome reformation (ALR). WHAMM knockout causes impairment
Yoshiki Moriizumi et al.
Scientific reports, 8(1), 11757-11757 (2018-08-08)
We developed a novel hybrid cell reactor system via functional fusion of single Escherichia coli protoplast cells, that are deficient in cell wall and expose plasma membrane, with arrayed lipid bilayer chambers on a device in order to incorporate the

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