Myristic acid containing an ω-terminal alkyne
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Myristic Acid Alkyne

Item No. 13267

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
13-tetradecynoic acid
CAS Number
82909-47-5
Synonyms
  • Alk-12
  • Click Tag™ Myristic Acid
  • FA 14:2
  • 13-alkyne Myristic Acid
Molecular Formula
C14H24O2
Formula Weight
224.3
Purity
≥98%
Formulation (Request formulation change)
A 1 mg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 10 mg/mlEthanol: 12.5 mg/mlEthanol:PBS (pH 7.2) (1:10): 0.1 mg/ml
SMILES
C#CCCCCCCCCCCCC(O)=O
InChi Code
InChI=1S/C14H24O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14(15)16/h1H,3-13H2,(H,15,16)
InChi Key
JNXXRQLAAJXERE-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    100 µg

    $72

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    500 µg

    $304

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    1 mg

    $537

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    5 mg

    $2,325

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    Product Description

    Myristic acid is a 14-carbon saturated (14:0) fatty acid. In vivo, it is commonly added covalently to the N-terminus of proteins in a co-translational process termed N-myristoylation.1 The sirtuin SIRT6 removes this acyl group from myristoylated TNF-α, enhancing secretion.2 Myristic acid alkyne is a form of this myristic acid (Item No. 13351) with an ω-terminal alkyne. Such terminal alkyne groups can be used in linking reactions, known as click chemistry, characterized by high dependability and specificity of azide-alkyne bioconjugation reactions.3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Farazi, T.A., Waksman, G., and Gordon, J.I. The biology and enzymology of protein N-myristoylation. The Journal of Biological Chemisty 276(43), 39501-39504 (2001).

    2. Jiang, H., Khan, S., Wang, Y., et al. SIRT6 regulates TNF-α secretion through hydrolysis of long-chain fatty acyl lysine. Nature 496(7443), 110-113 (2013).

    3. Kolb, H.C., and Sharpless, K.B. The growing impact of click chemistry on drug discovery. Drug Discov. Today 8(24), 1128-1137 (2003).

    4. Lutz, J.-F., and Zarafshani, Z. Efficient construction of therapeutics, bioconjugates, biomaterials and bioactive surfaces using azide-alkyne "click" chemistry. Adv. Drug Deliv. Rev. 60(9), 958-970 (2008).