A branched-chain ionizable cationic lipidoid
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Lipid A4

Item No. 38351

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1,1'-((2-(2-(4-(2-((2-(2-(bis(2-hydroxydodecyl)amino)ethoxy)ethyl)(2-hydroxydodecyl)amino)ethyl)piperazin-1-yl)ethoxy)ethyl)azanediyl)bis(dodecan-2-ol)
CAS Number
2639634-71-0
Synonyms
  • C12–4
  • C12-494
  • Lipid F3
Molecular Formula
C74H153N5O7
Formula Weight
1225.0
Purity
≥95%
Formulation (Request formulation change)
A 10 mg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
Ethanol: 10 mg/ml
SMILES
OC(CN(CCOCCN(CC(CCCCCCCCCC)O)CCN1CCN(CCOCCN(CC(CCCCCCCCCC)O)CC(O)CCCCCCCCCC)CC1)CC(CCCCCCCCCC)O)CCCCCCCCCC
InChi Code
InChI=1S/C74H153N5O7/c1-6-11-16-21-26-31-36-41-46-70(80)65-77(58-62-86-64-60-79(68-73(83)49-44-39-34-29-24-19-14-9-4)69-74(84)50-45-40-35-30-25-20-15-10-5)56-55-75-51-53-76(54-52-75)57-61-85-63-59-78(66-71(81)47-42-37-32-27-22-17-12-7-2)67-72(82)48-43-38-33-28-23-18-13-8-3/h70-74,80-84H,6-69H2,1-5H3
InChi Key
QZHJDCDIFKCBDW-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $82

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    5 mg

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    10 mg

    $445

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    Cayman Chemical
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    Product Description

    Lipid A4 is a branched-chain ionizable cationic lipidoid that has been used in the formation of lipid nanoparticles (LNPs) for the delivery of mRNA.1 LNPs containing lipid A4 and encapsulating an mRNA reporter accumulate in the uterus, placenta, and ovaries, as well as to the spleen and liver, in pregnant mouse dams unlike LNPs containing the branched-chain ionizable cationic lipidoid C12-200 (Item No. 36699), which primarily accumulate in the liver. Intravenous administration of LNPs containing lipid A4 and encapsulating mRNA encoding VEGF increase placental VEGFR1 levels and mean fetal blood vessel area without inducing liver damage in pregnant mouse dams. LNPs containing lipid A4 and encapsulating mRNA encoding a chemiluminescent reporter cross the blood-brain barrier and induce reporter expression in the brains of mice.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Swingle, K.L., Safford, H.C., Geisler, H.C., et al. Ionizable lipid nanoparticles for in vivo mRNA delivery to the placenta during pregnancy. J. Am. Chem. Soc. 145(8), 4691-4706 (2023).

    2. Han, E.L., Padilla, M.S., Palanki, R., et al. Predictive high-throughput platform for dual screening of mRNA lipid nanoparticle Blood-brain barrier transfection and crossing. Nano Lett. 24(5), 1477-1486 (2024).