An ionizable cationic lipid
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244cis

Item No. 39284

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-[2-[bis[9-[(2Z)-2-nonen-1-yloxy]-9-oxononyl]amino]ethyl]-1-piperazinenonanoic acid, (2Z)-2-nonen-1-yl ester
CAS Number
2956402-64-3
Synonyms
  • P13-8Y
Molecular Formula
C60H111N3O6
Formula Weight
970.6
Purity
≥95%
Formulation (Request formulation change)
A 25 mg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
Ethanol: 25 mg/ml
SMILES
O=C(OC/C=C\CCCCCC)CCCCCCCCN1CCN(CCN(CCCCCCCCC(OC/C=C\CCCCCC)=O)CCCCCCCCC(OC/C=C\CCCCCC)=O)CC1
InChi Code
InChI=1S/C60H111N3O6/c1-4-7-10-13-22-31-40-55-67-58(64)43-34-25-16-19-28-37-46-61(47-38-29-20-17-26-35-44-59(65)68-56-41-32-23-14-11-8-5-2)49-52-63-53-50-62(51-54-63)48-39-30-21-18-27-36-45-60(66)69-57-42-33-24-15-12-9-6-3/h31-33,40-42H,4-30,34-39,43-57H2,1-3H3/b40-31-,41-32-,42-33-
InChi Key
LLTJKESWTCPZGG-IHTYGJSSSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $102

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    10 mg

    $183

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    25 mg

    $329

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    Product Description

    244cis is an ionizable cationic lipid (pKa = 6.3) that has been used in the generation of lipid nanoparticles (LNPs).1,2 LNPs containing 244cis and encapsulating an mRNA reporter specifically accumulate in the lungs and induce lower serum chemokine (C-C motif) ligand 2 (Ccl2) levels than LNPs containing SM-102 (Item No. 33474) in mice. Intravenous administration of LNPs containing 244cis and encapsulating mRNA encoding Cre recombinase increases tdTomato fluorescence in lung endothelial, epithelial, and immune cells, as well as fibroblasts, in mice expressing a floxed STOP codon to prevent tdTomato expression. LNPs containing 244cis and encapsulating siRNA targeting the gene encoding G2 and S-phase expressed 1 (Gtse1) reduce hepatic fibrosis with decreased production of Il-6 and Tnf-α and induction of alanine transaminase (ALT) and aspartate aminotransferase (AST) compared with LNPs containing SM-102 in a mouse model of carbon tetrachloride-induced liver injury.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kim, M., Jeong, M., Lee, G., et al. Novel piperazine-based ionizable lipid nanoparticles allow the repeated dose of mRNA to fibrotic lungs with improved potency and safety. Bioeng. Transl. Med. 8(6), e10556 (2023).

    2. Jeong, M., Shin, S., Lee, G., et al. Engineered lipid nanoparticles enable therapeutic gene silencing of GTSE1 for the treatment of liver fibrosis. J. Control Release 374, 337-348 (2024).