An internal standard for the quantification of DLin-MC3-DMA
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Unlabeled Version(s)
34364DLin-MC3-DMA
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DLin-MC3-DMA-d6

Item No. 9004897

Technical Information
Formal Name
4-(dimethyl-d3-amino)-butanoic acid, (10Z,13Z)-1-(9Z,12Z)-9,12-octadecadien-1-yl-10,13-nonadecadien-1-yl ester
Synonyms
  • Dilinoleyl-methyl-4-dimethylaminobutyrate-d6
  • MC3-d6
Molecular Formula
C43H73D6NO2
Formula Weight
Purity
≥99% deuterated forms (d1-d6)
A 5 mg/ml solution in ethanol
Ethanol: Soluble: ≥ 10 mg/ml
SMILES
O=C(CCCN(C([2H])([2H])[2H])C([2H])([2H])[2H])OC(CCCCCCCC/C=C\C/C=C\CCCCC)CCCCCCCC/C=C\C/C=C\CCCCC
InChi Code
InChI=1S/C43H79NO2/c1-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-38-42(46-43(45)40-37-41-44(3)4)39-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-2/h13-16,19-22,42H,5-12,17-18,23-41H2,1-4H3/b15-13-,16-14-,21-19-,22-20-/i3D3,4D3
InChi Key
NRLNQCOGCKAESA-BDGOWUAASA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    DLin-MC3-DMA-d6 is intended for use as an internal standard for the quantification of DLin-MC3-DMA (Item No. 34364) by GC- or LC-MS. 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.1,2,3 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.3 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.4 Formulations containing DLin-MC3-DMA have been used in LNPs encapsulating transthyretin-directed siRNA for the treatment of hereditary transthyretin-mediated amyloidosis-induced polyneuropathy.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Jayaraman, M., Ansell, S.M., Mui, B.L., et alMaximizing the potency of siRNA lipid nanoparticles for hepatic gene silencing in vivo. Angew. Chem. Int. Ed. Engl. 51(34), 8529-8533 (2012).

    2. Li, Z., Yang, Z., Lapidus, R.G., et alIKK phosphorylation of NF-κB at serine 536 contributes to acquired cisplatin resistance in head and neck squamous cell cancer. Am. J. Cancer Res. 5(10), 3098-3110 (2015).

    3. Algarni, A., Pilkington, E.H., Suys, E.J.A., et alIn vivo delivery of plasmid DNA by lipid nanoparticles: The influence of ionizable cationic lipids on organ-selective gene expression. Biomater. Sci. 10(11), 2940-2952 (2022).

    4. Ferraresso, F., Strilchuk, A.W., Juang, L.J., et alComparison of DLin-MC3-DMA and ALC-0315 for siRNA delivery to hepatocytes and hepatic stellate cells. Mol. Pharm. 19(7), 2175-2182 (2022).