An ω-alkyne derivative of docosahexaenoic acid
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.

Docosahexaenoic Acid Alkyne

Item No. 16689

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4Z,7Z,10Z,13Z,16Z,19Z-docosahexaen-21-ynoic acid
CAS Number
2692622-57-2
Synonyms
  • Click Tag™ DHA Alkyne
  • FA 22:8
Molecular Formula
C22H28O2
Formula Weight
324.5
Purity
≥98%
Formulation (Request formulation change)
A 1 mg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: 50 mg/mlDMSO: 50 mg/mlEthanol: 50 mg/mlPBS (pH 7.2): 0.1 mg/ml
λmax
224 nm
SMILES
C#C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(O)=O
InChi Code
InChI=1S/C22H28O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h1,3-4,6-7,9-10,12-13,15-16,18-19H,5,8,11,14,17,20-21H2,(H,23,24)/b4-3-,7-6-,10-9-,13-12-,16-15-,19-18-
InChi Key
XTZUIIMXQHORMY-KUBAVDMBSA-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

    100 µg

    $260

    Add

    500 µg

    $912

    Add
    Lipid Resource Center
    Discover Products & Resources for Lipid Research
    • High-purity lipid standards
    • Lipid roles in biology
    • Lipids in health & disease
    • Lipids for pharmaceutical development
    • Protocols, advice, & resources
    EXPLORE NOW
    Product Description

    Docosahexaenoic acid alkyne is an ω-alkyne derivative of docosahexaenoic acid (Item No. 90310). The ω-alkyne moiety allows Cu(I)-catalyzed cycloaddition chemistry with molecules containing an azide group.1,2 Alternatively, this modified lipid can be used to synthesize other alkyne-containing products, such as glycerophospholipids, for click chemistry.3 ω-Alkyne lipid derivatives, such as docosahexaenoic acid alkyne, can also be used to track fatty acid metabolism in cells via click chemistry linkage to fluorophores.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Gaebler, A., Penno, A., Kuerschner, L., et al. A highly sensitive protocol for microscopy of alkyne lipids and fluorescently tagged or immunostained proteins. J. Lipid. Res. 57(10), 1934-1947 (2016).

    2. Grammel, M., and Hang, H.C. Chemical reporters for biological discovery. Nat. Chem. Biol. 9(8), 475-484 (2013).

    3. Milne, S.B., Tallman, K.A., Serwa, R., et al. Capture and release of alkyne-derivatized glycerophospholipids using cobalt chemistry. Nat. Chem. Biol. 6(3), 205-207 (2010).

    4. Thiele, C., Papan, C., Hoelper, D., et al. Tracing fatty acid metabolism by click chemistry. ACS Chem Biol. 7(12), 2004-2011 (2012).