An ionizable cationic lipid
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cKK-E15

Item No. 38211

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3,6-bis[4-[bis(2-hydroxypentadecyl)amino]butyl]-2,5-piperazinedione
CAS Number
1432494-71-7
Molecular Formula
C72H144N4O6
Formula Weight
1161.9
Purity
≥95%
Formulation (Request formulation change)
A 10 mg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
Ethanol: 10 mg/ml
SMILES
O=C1NC(CCCCN(CC(CCCCCCCCCCCCC)O)CC(CCCCCCCCCCCCC)O)C(NC1CCCCN(CC(CCCCCCCCCCCCC)O)CC(CCCCCCCCCCCCC)O)=O
InChi Code
InChI=1S/C72H144N4O6/c1-5-9-13-17-21-25-29-33-37-41-45-53-65(77)61-75(62-66(78)54-46-42-38-34-30-26-22-18-14-10-6-2)59-51-49-57-69-71(81)74-70(72(82)73-69)58-50-52-60-76(63-67(79)55-47-43-39-35-31-27-23-19-15-11-7-3)64-68(80)56-48-44-40-36-32-28-24-20-16-12-8-4/h65-70,77-80H,5-64H2,1-4H3,(H,73,82)(H,74,81)
InChi Key
FGDZRFPFIDLJAJ-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $560

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    10 mg

    $896

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    25 mg

    $1,961

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    Cayman Chemical
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    Product Description

    cKK-E15 is an ionizable cationic lipid and a derivative of cKK-E12 (Item No. 36700) that has been used in the generation of lipid nanoparticles (LNPs).1 LNPs containing cKK-E15 and encapsulating Cre mRNA induce the expression of Cre in Kupffer cells, endothelial cells, and hepatocytes in Ai14 mice engineered to express the fluorescent protein tdTomato upon translation of Cre. Translation of mRNA delivered to the liver by LNPs containing cKK-E15 is inhibited by the toll-like receptor 4 (TLR4) agonist LPS in Ai14 mice but not by low-grade chronic inflammation in a B16/F10 murine model of cancer-induced inflammation. Unlike cKK-E12, the delivery of LNPs containing cKK-E15 is not dependent upon ApoE or Ldlr expression in mice.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lokugamage, M.P., Gan, Z., Zurla, C., et al. Mild innate immune activation overrides efficient nanoparticle-mediated RNA delivery. Adv. Mater. 32(1), e1904905 (2020).

    2. Paunovska, K., Da Silva Sanchez, A.J., Lokugamage, M.P., et al. The extent to which lipid nanoparticles require apolipoprotein E and low-density lipoprotein receptor for delivery changes with ionizable lipid structure. Nano. Lett. 22(24), 10025-10033 (2022).