A benzoic-acid modified purine
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1V209

Item No. 38318

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-[[6-amino-7,8-dihydro-2-(2-methoxyethoxy)-8-oxo-9H-purin-9-yl]methyl]-benzoic acid
CAS Number
1062444-54-5
Synonyms
  • TLR7 Agonist T7
  • Toll-Like Receptor 7 Agonist T7
Molecular Formula
C16H17N5O5
Formula Weight
359.3
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 0.1 mg/mlDMSO: 10 mg/mlPBS (pH 7.2): 0.1 mg/ml
λmax
285 nm
SMILES
OC(C1=CC=C(CN2C(NC3=C2N=C(OCCOC)N=C3N)=O)C=C1)=O
InChi Code
InChI=1S/C16H17N5O5/c1-25-6-7-26-15-19-12(17)11-13(20-15)21(16(24)18-11)8-9-2-4-10(5-3-9)14(22)23/h2-5H,6-8H2,1H3,(H,18,24)(H,22,23)(H2,17,19,20)
InChi Key
ATISKRYGYNSRNP-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $112

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    10 mg

    $212

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    25 mg

    $473

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    50 mg

    $889

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    Cayman Chemical
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    Product Description

    1V209 is a benzoic acid-modified purine that, when conjugated to polysaccharides or sterols, acts as a toll-like receptor 7 (TLR7) agonist.1,2 A variety of 1V209-polysaccharide conjugates, but not 1V209 alone, increase TNF-α secretion from RAW 264.7 macrophages and IL-6 secretion from bone marrow-derived dendritic cells (BMDCs; EC50s = 4.62-61.7 and 3.2-188 nM, respectively). Liposomes encapsulating 1V209-cholesterol conjugates decrease primary tumor weight, secondary tumor volume, and the number of secondary lung metastases, as well as increase tumor-associated CD8+ IFN-γ+ T cells and survival, in a CT26 colorectal cancer mouse model of tumor rechallenge and lung metastasis.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Shinchi, H., Crain, B., Yao, S., et al. Enhancement of the immunostimulatory activity of a TLR7 ligand by conjugation to polysaccharides. Bioconjug. Chem. 26(8), 1713-1723 (2015).

    2. Wan, D., Que, H., Chen, L., et al. Lymph-node-targeted cholesterolized TLR7 agonist liposomes provoke a safe and durable antitumor response. Nano Lett. 21(19), 7960-7969 (2021).