A cyclic di-GMP ligand
Technical Support & Resources

Information provided in the product description is from published literature. Due to the nature of scientific experimentation, your results (e.g., selectivity and effective concentrations) or specific application for this product may differ. If you have questions about how this product fits your application, please contact our technical support staff.

Visit our FAQ

Contact Us

Toll Free Phone (USA and Canada Only): (888) 526-5351
Direct Phone: (734) 975-3888

Request Technical Support

Technical Support Request

To streamline the process attach the appropriate questionnaire to your inquiry.

Download IHC QuestionnaireDownload WB Questionnaire

View Our Privacy Statement for details on how we use and protect your data. In addition, this site is protected by hCaptcha and its Privacy Policy and Terms of Service apply.

3′,5′-diOA-dC

Item No. 39087

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-(4-amino-2-oxopyrimidin-1(2H)-yl)-2-((oleoyloxy)methyl)tetrahydrofuran-3-yl oleate
Synonyms
  • 3′,5′-Dioleic Acid-deoxycytidine
Molecular Formula
C45H77N3O6
Formula Weight
756.1
Purity
≥95%
Formulation (Request formulation change)
A 10 mg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
Ethanol: 10 mg/ml
λmax
244, 273 nm
SMILES
NC1=NC(N(C2OC(COC(CCCCCCC/C=C\CCCCCCCC)=O)C(OC(CCCCCCC/C=C\CCCCCCCC)=O)C2)C=C1)=O
InChi Code
InChI=1S/C45H77N3O6/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-43(49)52-38-40-39(37-42(53-40)48-36-35-41(46)47-45(48)51)54-44(50)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,35-36,39-40,42H,3-16,21-34,37-38H2,1-2H3,(H2,46,47,51)/b19-17-,20-18-
InChi Key
OXPZNECFMWXUGM-CLFAGFIQSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
Recommended Products

Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

Download most recent Certificate of Analysis for this product

    1 mg

    $101

    Add

    5 mg

    $351

    Add

    10 mg

    $600

    Add
    Cayman Chemical
    Visit Our Lipid Nanoparticle Resource Center for Additional Tools & Resources
    EXPLORE NOW
    Product Description

    3′,5′-diOA-dC is a ligand for the bacterial second messenger, cyclic dinucleotide, and STING agonist cyclic di-GMP (Item No. 17144) composed of oleic acid (Item Nos. 90260 | 24659) and deoxycytidine.1 It assembles with cyclic di-GMP to form supramolecular nanoparticles and has been used to deliver cyclic di-GMP in vitro and in vivo. Intravenous administration of nanoparticles composed of 3′,5′-diOA-dC and cyclic di-GMP decrease tumor weight and volume, increase the number of CD8+ T cells, neutrophils, and natural killer (NK) cells in the tumor microenvironment, and increase tumoral levels of TNF-α and IFN-γ in a B16/F10 murine melanoma model.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Xu, L., Deng, H., Wu, L., et al. Supramolecular cyclic dinucleotide nanoparticles for STING-mediated cancer immunotherapy. ACS Nano 17(11), 10090-10103 (2023).