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Details

Stereochemistry ABSOLUTE
Molecular Formula C41H78NO8P
Molecular Weight 744.0337
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 2
Charge 0

SHOW SMILES / InChI
Structure of 1,2-DIOLEOYL-SN-GLYCERO-3-PHOSPHOETHANOLAMINE

SMILES

CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@H](COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCCCC

InChI

InChIKey=MWRBNPKJOOWZPW-NYVOMTAGSA-N
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-/t39-/m1/s1

HIDE SMILES / InChI

Molecular Formula C41H78NO8P
Molecular Weight 744.0337
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 2
Optical Activity UNSPECIFIED

Description

Gene therapy is expected to treat various incurable diseases including viral infections, autoimmune disorders, and cancers. Complexes of cationic liposomes with DNA are promising tools to deliver genetic information into cells for gene therapy and vaccines. Electrostatic interaction is thought to be the major force in lipid–DNA interaction, while lipid-base binding and the stability of cationic lipid–DNA complexes have been the subject of more debate in recent years. 1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine (DOPE) forms heterogeneous liposomes with cationic lipids, which are used as delivery vehicles for therapeutic agents. DOPE is an essential component of cationic liposomes designed to deliver DNA into gliosarcoma and kidney cell lines (gene therapy). The order of stability of lipid–DNA complexation is DOTAP>DDAB>DOPE>Chol. Recently was discovered Lip-DOPE-MPL-GP2 formulation could be a promising vaccine and a therapeutic delivery system against HER2 positive cancers and merited further investigation.

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct

PubMed

Sample Use Guides

In Vivo Use Guide
in mice: intravenous administration demonstrated that Man/DOPE complex was accumulated in the liver more efficiently and achieved a higher gene expression in the liver than Man/DOPC complex
Route of Administration: Intravenous
In Vitro Use Guide
Unknown
Substance Class Chemical
Record UNII
JNP6V6AI0U
Record Status Validated (UNII)
Record Version