ChemicalBook > CAS DataBase List > DLin-MC3-DMA
DLin-MC3-DMA
DLin-MC3-DMA
- CAS No.1224606-06-7
- Chemical Name:DLin-MC3-DMA
- CBNumber:CB73382342
- Molecular Formula:C43H79NO2
- Formula Weight:642.09
- MOL File:1224606-06-7.mol
DLin-MC3-DMA Property
- Boiling point 670.2±43.0 °C(Predicted)
- Density 0.886±0.06 g/cm3(Predicted)
- storage temp. Sealed in dry,Room Temperature
- solubility Soluble in Ethanol, DMSO, DMF
- pka 9.37±0.28(Predicted)
- form Liquid
- color Colorless to light yellow
- InChIKey NRLNQCOGCKAESA-KWXKLSQISA-N
- SMILES C(OC(CCCCCCCC/C=C\C/C=C\CCCCC)CCCCCCCC/C=C\C/C=C\CCCCC)(=O)CCCN(C)C
- FDA UNII Q0J6FQ6FKP
Safety
-
Symbol(GHS)
- Signal wordWarning
- Hazard statements H302-H315-H319-H335
- Precautionary statements P261-P280-P301+P312-P302+P352-P305+P351+P338
DLin-MC3-DMA Chemical Properties,Usage,Production
- Description D-Lin-MC3-DMA (MC3, DLin-MC3-DMA) is a potent and ionizable cationic lipid. D-Lin-MC3-DMA is used for delivery of siRNA in vivo. DLin-MC3-DMA, or (6Z,9Z,28Z,31Z)-heptatriacont-6,9,28,31-tetraene-19-yl 4-(dimethylamino)butanoate , is one of the most utilized cationic lipids that is used for making Lipid Nano-Particles (LNPs). These lipids, can form nanoparticles that can encapsulate and deliver siRNA, mRNA, DNA or small molecules into the cytoplasm and represent the most advanced delivery platforms for systemic administration of active molecules.
- Uses DLin-M-C3-DMA is a commonly used drug delivery vehicle for the fabrication of lipid nanoparticles (LNPs), which exert therapeutic effects by encapsulating and delivering siRNA, mRNA, DNA, or small molecules into the cytoplasm of the cell, and is a potent siRNA delivery vehicle.
- Definition (6Z,9Z,28Z,31Z)-heptatriacont-6,9,28,31-tetraene-19-yl 4-(dimethylamino)butanoate (DLin-MC3-DMA or MC3, liquid oil) was identified as one of the most promising ionizable lipids due to its high transfection efficiency and is used in the first FDA-approved drug for the treatment of amyloidosis. In 2020, Ermilova et al. derived parameters for MC3 in combination with the Slipids force field. Unfortunately, the authors did not parametrize the protonated state of the MC3 molecule. Since MC3 has an apparent pKa of about 6.44, the protonated state plays an essential role: it ensures efficient encapsulation of the nucleic acids at low pH and a high charge at endosomal pH, enabling the drug release from the LNP. At physiological pH, the MC3 lipids are neutral, enabling the circulation of largely uncharged LNPs. For the modelling, it is beneficial to parametrize both states simultaneously[1].
- Application DLin-MC3-DMA is an ionizable cationic lipid (apparent pKa = 6.44) that has been used in the generation of lipid nanoparticles (LNPs) encapsulating siRNA, mRNA, or plasmid DNA for use in vitro and in vivo. LNPs containing DLin-MC3-DMA accumulate in the muscle and non-draining lymph nodes after intramuscular administration and in the spleen after intravenous administration in mice. DLin-MC3-DMA-containing LNPs encapsulating siRNA targeting F7, the gene encoding Factor VII, reduce hepatic and plasma Factor VII levels in mice without increasing serum levels of alanine transaminase (ALT), aspartate aminotransferase (AST), or bile acids, which are all markers of liver toxicity. Formulations containing DLin-MC3-DMA have been used in LNPs encapsulating transthyretin-directed siRNA to treat hereditary transthyretin-mediated amyloidosis-induced polyneuropathy.
- Biological Activity DLin-MC3-DMA is an ionizable lipid used in combination with other lipids for encapsulation of RNA and DNA into lipid nanoparticles (LNPs). Administration of DLin-MC3-DMA based LNPs have delivered siRNA and reduced Factor VII levels in mice. Delivery of BCR-ABL siRNA reduced leukemic burden in a mouse model of chronic myeloid leukemia (CML).
- storage Store at -20°C
- References [1] Mohd Ibrahim. “Structural Insights on Ionizable Dlin-MC3-DMA Lipids in DOPC Layers by Combining Accurate Atomistic Force Fields, Molecular Dynamics Simulations and Neutron Reflectivity.” bioRxiv?: the preprint server for biology 56 1 (2023).
DLin-MC3-DMA Preparation Products And Raw materials
Raw materials
Preparation Products
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1224606-06-7, DLin-MC3-DMARelated Search:
- Intermediates
- 脂类
- 抑制剂
- 化学试剂
- 化学试剂-有机试剂
- 药靶配体
- 脂质体
- 原料药
- 高分子助剂
- 化工原料
- mRNA疫苗相关原料
- 脂质体-阳离子脂质体
- 科研试剂
- 新冠疫苗辅料
- 阳离子脂质
- C43H79NO2
- 224606-06-7
- 化合物D-LIN-MC3-DMA,10 MM DMSO 溶液
- 可电离阳离子磷脂D-LIN-MC3-DMA
- MRNA脂质体磷脂DLIN-MC3-DMA
- (6Z,9Z,28Z,31Z)-七碳六烯酸-6,9,28,31-四烯-19-基4-(二甲氨基)丁酸酯
- 化合物D-LIN-MC3-DMA
- 4-(N,N-二甲基氨基)丁酸(二亚油基)甲酯
- DLIN-MC3-DMA阳离子磷脂
- 4-(N,N-二甲基胺基)丁酸-6,9,28,31-四烯-19-三十七醇酯
- 可电离化脂质体DLIN-MC3-DMA
- DLIN-MC3-DMA阳离子脂质
- 1224606-06-7
- 4-(N,N-Dimethylamino)butyricacid(dilinoelaidyl)methylester
- D-Lin-MC3-DMA, 10 mM in DMSO
- Metalaxyl Impurity 1 (Metalaxyl-M)
- RV-28
- RV28
- RV 28
- 4-(dimethylamino)-butanoic acid, (10Z,13Z)-1-(9Z,12Z)-9,12-octadecadien-1-yl-10,13-nonadecadien-1-yl ester
- Heptatriaconta-6,9,28,31-tetraen-19-yl-4-(dimethylamino)butanoate
- dilinoleylmethyl 4-(dimethylamino)butanoate
- D-Lin-MC3-DMA (MC3)
- O-(Z,Z,Z,Z-heptatriaconta-6,9,26,29-tetraen-19-yl)-4-(N,N-dimethylamino)
- Butanoic acid, 4-(dimethylamino)-, (10Z,13Z)-1-(9Z,12Z)-9,12-octadecadien-1-yl-10,13-nonadecadien-1-yl ester
- (6Z,9Z,28Z,31Z)-heptatriaconta-6,9,28,31-tetraen-19-yl 4-(dimethylamino)butanoate
- (6Z,9Z,28Z,31Z)-heptatriacont-6,9,28,31-tetraene-19-yl 4-(dimethylamino)butanoate
- D-LIN-MC3-DMA;DLINMC3DMA;D-LIN-MC-3-DMA;D-LIN-MC3-DMA
- DLin-M-C3-DMA