An adjuvant lipidoid
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C12-TLRa

Item No. 41338

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1,1'-((4-((4-amino-2-butyl-1H-imidazo[4,5-c]quinolin-1-yl)methyl)benzyl)azanediyl)bis(dodecan-2-ol)
CAS Number
3067466-15-0
Synonyms
  • C12-Toll-Like Receptor a
Molecular Formula
C46H73N5O2
Formula Weight
728.1
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: Slightly soluble: 0.1-1 mg/mlDMSO: Sparingly soluble: 1-10 mg/mlMethanol: Slightly soluble: 0.1-1 mg/ml
SMILES
NC1=NC2=CC=CC=C2C3=C1N=C(N3CC4=CC=C(C=C4)CN(CC(O)CCCCCCCCCC)CC(O)CCCCCCCCCC)CCCC
InChi Code
InChI=1S/C46H73N5O2/c1-4-7-10-12-14-16-18-20-24-39(52)35-50(36-40(53)25-21-19-17-15-13-11-8-5-2)33-37-29-31-38(32-30-37)34-51-43(28-9-6-3)49-44-45(51)41-26-22-23-27-42(41)48-46(44)47/h22-23,26-27,29-32,39-40,52-53H,4-21,24-25,28,33-36H2,1-3H3,(H2,47,48)
InChi Key
HIHJXHDBDZYVSP-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

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    Product Description

    C12-TLRa is an adjuvant lipidoid (pKa = 6.42) with toll-like receptor 7/8 (TLR7/8) agonist activity.1 Lipid nanoparticles (LNPs) containing C12-TLRa as a partial replacement for the ionizable lipidoid C12-113 (Item No. 39335) and encapsulating luciferase mRNA exhibit TLR7 agonist activity in HEK reporter cells and induce TNF-α production in DC2.4 cells. LNPs containing C12-TLRa and encapsulating luciferase mRNA have improved mRNA transfection and duration and induce a larger increase in the percentage of mature dendritic cells in mice when compared to LNPs containing C12-113. A severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2) mRNA-LNP vaccine containing C12-TLRa induces higher serum IgG titers to the SARS-CoV-2 receptor-binding domain (RBD), as well as a higher number of CD80+PD-L2+ RBD-specific B cells, in the spleen in mice.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Han, X., Alameh, M.-G., Butowska, K., et al. Adjuvant lipidoid-substituted lipid nanoparticles augment the immunogenicity of SARS-CoV-2 mRNA vaccines. Nat. Nanotechnol. (2023).