Synonym
DOPE; 1,2-Dioleoyl-sn-glycero-3-Phosphoethanolamine 1,2-DOPE
IUPAC/Chemical Name
1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine
InChi Key
MWRBNPKJOOWZPW-NYVOMTAGSA-N
InChi Code
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
SMILES Code
CCCCCCCC/C=C\CCCCCCCC(O[C@@H](COP(O)(OCCN)=O)COC(CCCCCCC/C=C\CCCCCCCC)=O)=O
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
744.05
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Rhys NH, Duffy IB, Sowden CL, Lorenz CD, McLain SE. On the hydration of DOPE in solution. J Chem Phys. 2019 Mar 21;150(11):115104. doi: 10.1063/1.5085736. PMID: 30902020.
2: Dope rules. Nature. 2015 Nov 19;527(7578):276. doi: 10.1038/527276a. PMID: 26581255.
3: Young AM, Livingston M, Vickers-Smith R, Cooper HLF. Emergence of wasp dope in rural Appalachian Kentucky. Addiction. 2020 Oct 15. doi: 10.1111/add.15291. Epub ahead of print. PMID: 33063438.
4: Hubčík L, Galliková D, Pullmannová P, Lacinová Ľ, Sulová Z, Hanulová M, Funari SS, Devínsky F, Uhríková D. DNA-DOPE-gemini surfactants complexes at low surface charge density: from structure to transfection efficiency. Gen Physiol Biophys. 2018 Jan;37(1):57-69. doi: 10.4149/gpb¬_2017042. PMID: 29424352.
5: Ermilova I , Swenson J . DOPC versus DOPE as a helper lipid for gene- therapies: molecular dynamics simulations with DLin-MC3-DMA. Phys Chem Chem Phys. 2020 Dec 23;22(48):28256-28268. doi: 10.1039/d0cp05111j. PMID: 33295352.
6: Lee J, Ahn HJ. PEGylated DC-Chol/DOPE cationic liposomes containing KSP siRNA as a systemic siRNA delivery Carrier for ovarian cancer therapy. Biochem Biophys Res Commun. 2018 Sep 10;503(3):1716-1722. doi: 10.1016/j.bbrc.2018.07.104. Epub 2018 Jul 24. PMID: 30049442.
7: Zhang L, Sun W, Xu D, Li M, Agbo C, Fu S. Dope dyeing of lyocell fiber with NMMO-based carbon black dispersion. Carbohydr Polym. 2017 Oct 15;174:32-38. doi: 10.1016/j.carbpol.2017.06.020. Epub 2017 Jun 15. PMID: 28821074.
8: Hojatizade M, Badiee A, Khamesipour A, Jaafari MR. Evaluation of Immune Response against Leishmaniasis in BALB/c Mice Immunized with Cationic DOTAP/DOPE/CHOL Liposomes Containing Soluble Leishmania major Antigens. Iran J Parasitol. 2019 Jan-Mar;14(1):68-77. PMID: 31123470; PMCID: PMC6511587.
9: Klacsová M, Bóta A, Balgavý P. DOPC-DOPE composition dependent Lα-HII thermotropic phase transition: SAXD study. Chem Phys Lipids. 2016 Jun;198:46-50. doi: 10.1016/j.chemphyslip.2016.05.004. Epub 2016 May 11. PMID: 27179406.
10: Kato H. [Pharmacy student's approach on dope prevention education]. Yakugaku Zasshi. 2011;131(12):1757-60. Japanese. doi: 10.1248/yakushi.131.1757. PMID: 22129873.
