CAS 4004-05-1

1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine

Description:

1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine (DOPE) is a phospholipid commonly used in biochemistry and molecular biology. It is characterized by its dual oleoyl fatty acid chains, which contribute to its amphiphilic nature, allowing it to form lipid bilayers and vesicles in aqueous environments. The molecule consists of a glycerol backbone, two oleoyl chains, and a phosphoethanolamine head group, which imparts a net neutral charge at physiological pH. DOPE is known for its ability to facilitate membrane fusion and is often utilized in drug delivery systems, particularly for the encapsulation of nucleic acids and proteins. Its fluidity and ability to adopt various conformations make it a valuable component in liposomal formulations. Additionally, DOPE can enhance the stability and efficacy of vaccines and gene therapies. The substance is typically stored under controlled conditions to maintain its integrity and is soluble in organic solvents, making it suitable for various laboratory applications.

Formula: C₄₁H₇₈NO₈P

InChI: InChI=1/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

InChI key: InChIKey=MWRBNPKJOOWZPW-NYVOMTAGSA-N

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

Synonyms:

• (2R)-3-{[(2-aminoethoxy)(hydroxy)phosphoryl]oxy}-2-[(9Z)-octadec-9-enoyloxy]propyl (9Z)-octadec-9-enoate
• 1,2-Di(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine
• 1,2-Dioleoyl-sn-glycero-3-phosphatidylethanolamine
• 1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine
• 1,2-Dioleoyl-sn-glycero-3-phosphorylethanolamine
• 9-Octadecenoic acid (9Z)-, (1R)-1-[[[(2-aminoethoxy)hydroxyphosphinyl]oxy]methyl]-1,2-ethanediyl ester
• 9-Octadecenoic acid (9Z)-, 1,1′-[(1R)-1-[[[(2-aminoethoxy)hydroxyphosphinyl]oxy]methyl]-1,2-ethanediyl] ester
• 9-Octadecenoic acid (Z)-, 1-[[[(2-aminoethoxy)hydroxyphosphinyl]oxy]methyl]-1,2-ethanediyl ester, (R)-
• <span class="text-smallcaps">L</span>-α-Dioleoylphosphatidylethanolamine
• Coatsome MC 8181
• Coatsome ME 8181
• Dioleoyl phosphoethanolamine
• Dioleoyl-<span class="text-smallcaps">L</span>-α-phosphatidylethanolamine
• Dioleoylphosphatidylethanolamine
• Ethanol, 2-amino-, dihydrogen phosphate (ester), monoester with 1,2-diolein, <span class="text-smallcaps">L</span>-
• L-A-phosphatidylethanolamine dioleoyl
• Olein, 1,2-di-, 2-aminoethyl hydrogen phosphate, <span class="text-smallcaps">L</span>-
• Ethanol, 2-amino-, dihydrogen phosphate (ester), monoester with 1,2-diolein, L-
• Olein, 1,2-di-, 2-aminoethyl hydrogen phosphate, L-
• 1,2-DIOLEOYL-SN-GLYCERO-3-PHOSPHOETHANOLAMINE, >99%
• (9Z)-9-Octadecenoic acid (1R)-1-[[[(2-aminoethoxy)hydroxyphosphinyl]oxy]methyl]-1,2-ethanediyl ester
• 1,2-DIOLEOYL-SN-GLYCERO-3-PHOSPHO-ETHA-N OLAMINE, 10 MG/ML
• 1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine, DOPE
• 1,2-Dioleoyl-sn-glycero-3-phosphatidylethanolamine (DOPE)
• 1,2-Dioleoyl-sn-glycero-3-PE
• sn
• PE(18:1(9Z)/18:1(9Z))
• 18:1 PE
• 3-SN-PHOSPHATIDYLETHANOLAMINE, 1,2-DIDEOYL
• O-(1-O,2-O-Dioleoyl-L-glycero-3-phospho)-2-aminoethanol
• 18:1 (Delta9-Cis) PE (DOPE)
• 2-Aminoethyl (R)-2,3-bis(oleoyloxy)propyl hydrogen phosphate
• 1,2-Dioleoyl-
• dioleoyl-sn-glycero-3-phosphoethanolamine(DOPE)
• 1,2-Dioleoyl-3-sn-phosphatidylethanolamine
• L-β,γ-Dioleoyl-α-cephalin
• L-ALPHA-PHOSPHATIDYLETHANOLAMINE, DIOLEOYL
• L-ALPHA-PHOSPHATIDYLETHANOLAMINE, DIOLEOYL (C18:1,[CIS]-9)
• DOPE
• L-BETA,GAMMA-DIOLEOYL-ALPHA-CEPHALIN
• (+)-1-O,2-O-Dioleoyl-L-glycerol 3-(phosphoric acid 2-aminoethyl) ester
• Phosphoric acid hydrogen (2-aminoethyl)[(2R)-2,3-bis(oleoyloxy)propyl] ester
• L-A-PHOSPHATIDYLETHANOLAMINE, DIOLEO
• 1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine≥ 98% (HPTLC)
• DIOLEOYL PHOSPHATIDYL ETHANOLAMINE
• 1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine 98+%
• 3-sn-Phosphatidylethanolamine, 1,2-dideoyl, L-β,γ-Dioleoyl-α-cephalin, DOPE
• COATSOME ME-8181 (DOPE)
• -glycero-3-phosphoethanolamine

1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine

CAS: 4004-05-1

Formula: C₄₁H₇₈NO₈P

Purity: >98.0%(T)

Color and Shape: White to Light yellow powder to lump

Molecular weight: 744.05

Ref: 3B-D4251

9-Octadecenoic acid (9Z)-,(1R)-1-[[[(2-aminoethoxy)hydroxyphosphinyl]oxy]methyl]-1,2-ethanediylester

CAS: 4004-05-1

Formula: C₄₁H₇₈NO₈P

Purity: 98%

Color and Shape: Solid

Molecular weight: 744.0337

Ref: IN-DA00IMFR

DOPE, 1,2-dioleoyl-sn-glycero-3-phosphoethanolamine

CAS: 4004-05-1

DOPE, 1,2-dioleoyl-sn-glycero-3-phosphoethanolamine

Purity: ≥95%

Molecular weight: 744.03g/mol

Ref: 54-BUP17310

1,2-dioleoyl-sn-glycero-3-phosphoethanolamine, DOPE

CAS: 4004-05-1

1,2-dioleoyl-sn-glycero-3-phosphoethanolamine, DOPE

Formula: C₄₁H₇₈NO₈P

Purity: 98%

Molecular weight: 744.03g/mol

Ref: 54-BI12158

1,2-Dioleoyl-d62-sn-glycero-3-Phosphatidylethanolamine

CAS: 4004-05-1

Formula: C41H16D62NO8P

Purity: >98%

Color and Shape: Solid

Molecular weight: 806.43

Ref: 48-71-5718

1,2-Dioleoyl-sn-Glycero-3-Phosphatidylethanolamine

CAS: 4004-05-1

Formula: C41H78NO8P

Purity: >98%

Color and Shape: Solid

Molecular weight: 744.04

Ref: 48-37-1821

DOPE (1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine)

CAS: 4004-05-1

Formula: C₄₁H₇₈NO₈P

Molecular weight: 744.05

Ref: 4Z-F-106056

DOPE

CAS: 4004-05-1

DOPE, a neutral lipid, boosts cationic liposome efficiency in non-viral gene delivery.

Formula: C₄₁H₇₈NO₈P

Purity: 97.23% - ≥98%

Color and Shape: Lyophilized Powder

Molecular weight: 744.03

Ref: TM-T19080

1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine, DOPE

CAS: 4004-05-1

1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine, DOPE

Formula: C₄₁H₇₈NO₈P

Purity: 98%

Color and Shape: light yellow waxy solid

Molecular weight: 744.03368g/mol

Ref: 54-OR54392

1,2-Dioleoyl-sn-glycero-3-phosphatidylethanolamine (DOPE)

Controlled Product

CAS: 4004-05-1

Applications 1,2-Dioleoyl-sn-glycero-3-phosphatidylethanolamine (DOPE) is a synthetic analog of naturally-occurring PE containing 18:1 fatty acids at the sn-1 and sn-2 positions. DOPE can be used as an emulsifier to facilitate DNA-liposome complex transport across membranes. It is used in combination with cationic phospholipids to increase efficiency during DNA transfection studies as a non-viral method of gene delivery.
References Misra, S.K., et al.: PLoS One, 8, e68305 (2013); MacDonald, R., et al.: J. Pharm. Sci., 88, 896 (1999); Chen, Y., et al.: Int. J. Nanomedicine, 8, 1573 (2013)

Formula: C₄₁H₇₈NO₈P

Color and Shape: Neat

Molecular weight: 744.034

Ref: TR-D482210

1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine

CAS: 4004-05-1

1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine (DOPE) is a synthetic lipid that has been extensively studied for its ability to form liposomes and other lipid bilayers. DOPE is used as a model system for studying the phase transition temperature of phospholipid membranes. DOPE has also been shown to be effective in the transfection of cells with plasmids and other DNA molecules. DOPE is cationic, which allows it to interact with anionic membrane proteins and facilitate their insertion into the membrane. This facilitates the formation of multilamellar vesicles, which are necessary for vesicle budding and fusion.

Formula: C₄₁H₇₈NO₈P

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 744.03 g/mol

Ref: 3D-FD148481

1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine

CAS: 4004-05-1

M01678 - 1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine

Formula: C₄₁H₇₈NO₈P

Purity: 97%

Color and Shape: Solid

Molecular weight: 744.048

Ref: 10-M01678

1,2-Dioleoyl-sn-glycero-3-phosphatidylethanolamine-d4

Controlled Product

CAS: 4004-05-1

Formula: C₄₁D₄H₇₄NO₈P

Color and Shape: Neat

Molecular weight: 748.058

Ref: TR-D482212