DOPE

Names

[ Name ]:
DOPE

[Synonym ]:
DOPE
9-Octadecenoic acid, (1R)-1-[[[(2-aminoethoxy)hydroxyphosphinyl]oxy]methyl]-1,2-ethanediyl ester, (9Z,9'Z)-
Dioleoyl phosphoethanolamine
L-A-phosphatidylethanolamine dioleoyl
1,2-dioleoyl-sn-glycero-3-phosphatidylethanolamine
1,2-dioleoyl-sn-glycerol-3-phosphoethanolamine
3-SN-PHOSPHATIDYLETHANOLAMINE,1,2-DIDEOYL
MFCD00057986
1,2-di-O-oleoyl-sn-glycero-3-phosphatidylethanolamine
1,2-Dioleoyl-sn-glycero-3-phosphatidylethanolamine (DOPE)
2-Ammonioethyl (2R)-2,3-bis[(9Z)-9-octadecenoyloxy]propyl phosphate
1,2-dioleoyl-sn-glycero-3-phosphoethanoloamine
COATSOME ME-8181 (DOPE)
DIOLEOYL PHOSPHATIDYL ETHANOLAMINE
18:1 PE

Biological Activity

[Description]:

1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine (DOPE) is a neutral helper lipid for cationic liposome and combines with cationic phospholipids to improve transfection efficiency of naked siRNA[1].

[Related Catalog]:

Signaling Pathways >> Others >> Others

Research Areas >> Inflammation/Immunology

[Target]

IC50: helper lipid for liposome[1]

[In Vitro]

In this study, each siRNA is encapsulated in LNP (cationic lipid-A: PEG2000-DMPE: DOPE = 47.8: 5.18: 47.1 molar percent)[1]. With the neutral lipid for the LNP is DOPE, LNP exerts knock-down (KD) effecton macrophages and DCs and Liposome-containing DOPE shows fusogenicity[1]. LNP/siRNA significantly suppresses CD45 protein expression at an inhibition rate of 30% on macrophages and DCs but not on monocytes, neutrophils, plasmacytoid DCs, or B cells[1]. LNP has the potential to be an efficient siRNA delivery system not only for murine but also for human macrophages and DCs[1].

[References]

[1]. Uemura Y, et al. The efficiency of lipid nanoparticles with an original cationic lipid as a siRNA delivery system for macrophages and dendritic cells.Pharm Dev Technol. 2019 Mar;24(3):263-268.

Chemical & Physical Properties

[ Density]:
1.008g/cm3

[ Boiling Point ]:
759.2±70.0 °C at 760 mmHg

[ Melting Point ]:
200 °C

[ Molecular Formula ]:
C₄₁H₇₈NO₈P

[ Molecular Weight ]:
744.034

[ Flash Point ]:
413.0±35.7 °C

[ Exact Mass ]:
743.546509

[ PSA ]:
144.19000

[ LogP ]:
14.79

[ Vapour Pressure ]:
0.0±5.5 mmHg at 25°C

[ Index of Refraction ]:
1.484

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS06, GHS08

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H302-H315-H319-H331-H336-H351-H361d-H372

[ Precautionary Statements ]:
P261-P281-P305 + P351 + P338-P311

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xn: Harmful;

[ Risk Phrases ]:
R22;R38;R40;R48/20/22

[ Safety Phrases ]:
36/37

[ RIDADR ]:
UN 1888

[ Hazard Class ]:
6.1

[ HS Code ]:
2931900090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2931900090

[ Summary ]:
2931900090. other organo-inorganic compounds. VAT:17.0%. Tax rebate rate:13.0%. Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward). MFN tariff:6.5%. General tariff:30.0%

Articles

Activation of Tomato Bushy Stunt Virus RNA-Dependent RNA Polymerase by Cellular Heat Shock Protein 70 Is Enhanced by Phospholipids In Vitro.

J. Virol. 89(10) , 5714-23, (2015)

Similar to other positive-strand RNA viruses, tombusviruses are replicated by the membrane-bound viral replicase complex (VRC). The VRC consists of the p92 virus-coded RNA-dependent RNA polymerase (Rd...

Insights from reconstitution reactions of COPII vesicle formation using pure components and low mechanical perturbation.

Biol. Chem. 395(7-8) , 801-12, (2014)

As shape transformations of membranes are vital for intracellular trafficking, it is crucial to understand both the mechanics and the biochemistry of these processes. The interplay of these two factor...

Cell-penetrating antimicrobial peptides - prospectives for targeting intracellular infections.

Pharm. Res. 32(5) , 1546-56, (2015)

To investigate the suitability of three antimicrobial peptides (AMPs) as cell-penetrating antimicrobial peptides.Cellular uptake of three AMPs (PK-12-KKP, SA-3 and TPk) and a cell-penetrating peptide ...