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P1223

Sigma-Aldrich

L-α-Phosphatidylethanolamine, dioleoyl

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

Sinónimos:

1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine, (9Z)-9-Octadecenoic acid (1R)-1-[[[(2-aminoethoxy)hydroxyphosphinyl]oxy]methyl]-1,2-ethanediyl ester, 1,2-Di(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine, 3-sn-Phosphatidylethanolamine, 1,2-dideoyl, L-β,γ-Dioleoyl-α-cephalin, DOPE, Dioleoyl phosphatidylethanolamine, PE(18:1(9Z)/18:1(9Z))

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About This Item

Fórmula empírica (notación de Hill):
C41H78NO8P
Número de CAS:
4004-05-1
Peso molecular:
744.03
Beilstein/REAXYS Number:
1718431
MDL number:
MFCD00057986
UNSPSC Code:
12352211
PubChem Substance ID:
24898174
NACRES:
NA.25

biological source

synthetic

Quality Level

200

assay

≥98% (TLC)
≥99% (GC)

form

lyophilized powder

functional group

phospholipid

lipid type

phosphoglycerides

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

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)

Certificados de análisis (COA)

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Jiao Wang et al.
Scientific reports, 8(1), 10795-10795 (2018-07-19)
P4-ATPases are a subfamily of P-type ATPases that flip phospholipids across membranes to generate lipid asymmetry, a property vital to many cellular processes. Mutations in several P4-ATPases have been linked to severe neurodegenerative and metabolic disorders. Most P4-ATPases associate with
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
Guangsheng Du et al.
Journal of controlled release : official journal of the Controlled Release Society, 266, 109-118 (2017-09-26)
In this study, we investigated the potential of intradermal delivery of nanoparticulate vaccines to modulate the immune response of protein antigen using hollow microneedles. Four types of nanoparticles covering a broad range of physiochemical parameters, namely poly (lactic-co-glycolic) (PLGA) nanoparticles
Ernest Y Lee et al.
Nature communications, 10(1), 1012-1012 (2019-03-06)
Amphiphilicity in ɑ-helical antimicrobial peptides (AMPs) is recognized as a signature of potential membrane activity. Some AMPs are also strongly immunomodulatory: LL37-DNA complexes potently amplify Toll-like receptor 9 (TLR9) activation in immune cells and exacerbate autoimmune diseases. The rules governing
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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