| Identification | Back Directory | [Name]
DODMA | [CAS]
104162-47-2 | [Synonyms]
DODMA
2-amino-2,3-dimethyloleanol
1,2-Dioleyloxy-3-(dimethylamino)propane
2,3-Dioleyloxy-1-(dimethylamino)propane
1,2-Dioleyloxy-3-dimethylamino-propane (DODMA)
2,3-Dioleyloxy-1-(dimethylamino)propane >=98.0% (TLC)
N,N-Dimethyl-2,3-bis[(9Z)-9-octadecen-1-yloxy]-1-propanamine
1-Propanamine, N,N-dimethyl-2,3-bis[(9Z)-9-octadecen-1-yloxy]-
1-Propanamine, N,N-dimethyl-2,3-bis[(9Z)-9-octadecenyloxy]-, (2S)- | [Molecular Formula]
C41H81NO2 | [MDL Number]
MFCD22200991 | [MOL File]
104162-47-2.mol | [Molecular Weight]
620.09 |
| Chemical Properties | Back Directory | [Boiling point ]
649.7±55.0 °C(Predicted) | [density ]
0.869±0.06 g/cm3(Predicted) | [storage temp. ]
-20°C | [solubility ]
Soluble in Ethanol, DMSO, DMF | [form ]
Liquid | [pka]
8.65±0.28(Predicted) | [color ]
Colorless to light yellow | [biological source]
synthetic | [BRN ]
10139013 | [InChI]
InChI=1S/C41H81NO2/c1-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-43-40-41(39-42(3)4)44-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-2/h19-22,41H,5-18,23-40H2,1-4H3/b21-19-,22-20- | [InChIKey]
GLGLUQVVDHRLQK-WRBBJXAJSA-N | [SMILES]
C(N(C)C)C(OCCCCCCCC/C=C\CCCCCCCC)COCCCCCCCC/C=C\CCCCCCCC |
| Hazard Information | Back Directory | [Description]
1,2-Dioleyloxy-3-dimethylamino-propane (DODMA,104162-47-2) is a cationic lipid containing the unsaturated long-chain (18:1) oleic acid inserted at both the sn-1 and sn-2 positions. It has been used in the composition of liposomes formulated as stable nucleic acid lipid particles that can encapsulate siRNA or other small molecules to be used for drug delivery.1,2
| [Chemical Properties]
DODMA(104162-47-2) is a colourless to light yellow liquid; soluble in ethanol, DMSO, DMF; stored at -20℃.
| [Uses]
1,2-Dioleyloxy-3-dimethylamino-propane(104162-47-2) is a cationic lipid containing the unsaturated long-chain (18:1) oleic acid inserted at both the sn-1 and sn-2 positions. It has been used in the composition of lipospomes formulated as stable nucleic acid lipid particles that can encapsulate siRNA or other small molecules to be used for drug delivery.[Cayman Chemical]
| [Application]
DODMA(104162-47-2) is suitable for use in the preparation of lipid nanoparticles (LNPs).
| [Biochem/physiol Actions]
DODMA (1,2-dioleyloxy-3-dimethylaminopropane,104162-47-2) is used in the preparation of cationic liposomes and lipid nanoparticles (LNPs). LNPs with DODMA has low or neutral zeta potential. DODMA is efficient in encapsulating nucleic acid during synthesis by reducing the physiological pH. DODMA is implicated in gene therapy.
| [References]
[1] MANUEL J. CARRASCO. Ionization and structural properties of mRNA lipid nanoparticles influence expression in intramuscular and intravascular administration[J]. Communications Biology, 2021: 1-15. DOI: 10.1038/s42003-021-02441-2
[2] DAVID B FENSKE Pieter R C Arcadio Chonn. Liposomal nanomedicines: an emerging field.[J]. Toxicologic Pathology, 2008, 36 1: 21-29. DOI: 10.1177/0192623307310960
[3] JAMES HEYES . Cationic lipid saturation influences intracellular delivery of encapsulated nucleic acids[J]. Journal of Controlled Release, 2005, 107 2: Pages 276-287. DOI: 10.1016/j.jconrel.2005.06.014
[4] SYED BENAZIR ALAM. Apolipoprotein C3 facilitates internalization of cationic lipid nanoparticles into bone marrow-derived mouse mast cells.[J]. Scientific Reports, 2023, 13 1: 431. DOI: 10.1038/s41598-022-25737-7
[5] JAYESHA. KULKARNI. On the Formation and Morphology of Lipid Nanoparticles Containing Ionizable Cationic Lipids and siRNA[J]. ACS Nano, 2018, 12 5: 4787-4795. DOI: 10.1021/acsnano.8b01516 |
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