A clickable form of lauric acid
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Unmodified Version(s)
10006626Lauric Acid45444Lauric Acid (sodium salt)
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12-azido Lauric Acid

Item No. 46216

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
12-azido-dodecanoic acid
CAS Number
80667-36-3
Synonyms
  • C12:0 Azide
  • FA 12:0 Azide
  • NSC 667271
Molecular Formula
C12H23N3O2
Formula Weight
241.3
Purity
≥95%
Formulation (Request formulation change)
A low melting solid
Solubility(Learn about Variance in Solubility)
DMSO: Sparingly soluble: 1-10 mg/mlEthanol: Sparingly soluble: 1-10 mg/mlPBS (pH 7.2): Slightly soluble: 0.1-1 mg/ml
SMILES
[N-]=[N+]=NCCCCCCCCCCCC(O)=O
InChi Code
InChI=1S/C12H23N3O2/c13-15-14-11-9-7-5-3-1-2-4-6-8-10-12(16)17/h1-11H2,(H,16,17)
InChi Key
HYSGAVCDGKGYSZ-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    25 mg

    $31

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    50 mg

    $50

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    100 mg

    $87

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    250 mg

    $155

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    Product Description

    12-azido Lauric acid is a clickable form of lauric acid (Item Nos. 10006626 | 45444). It has been used as a probe to study protein fatty acylation and in the synthesis of proteolysis-targeting chimeras (PROTACs).1,2 12-azido Lauric acid is active against C. albicans, C. neoformans, and S. cerevisiae (MICs = 1.3, 0.16, and 0.3 mM, respectively) and inhibits the replication of HIV-1 in vitro.3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hang, H.C., Geutjes, E.-J., Grotenberg, G., et al. Chemical probes for the rapid detection of fatty-acylated proteins in mammalian cells. J. Am. Chem. Soc. 129(10), 2744-2745 (2007).

    2. Cross, J.M., Coulson, M.E., Smalley, J.P., et al. A “click” chemistry approach to novel entinostat (MS-275) based class I histone deacetylase proteolysis targeting chimeras. RSC Med. Chem. 13(12), 1634-1639 (2022).

    3. Parang, K., Knaus, E.E., Wiebe, L.I., et al. Synthesis and antifungal activities of myristic acid analogs. Arch. Pharm. (Weinheim) 329(11), 475-482 (1996).

    4. Devadas, B., Lu, T., Katoh, A., et al. Substrate specificity of Saccharomyces cerevisiae myristoyl-CoA: Protein N-myristoyltransferase. Analysis of fatty acid analogs containing carbonyl groups, nitrogen heteroatoms, and nitrogen heterocycles in an in vitro enzyme assay and subsequent identification of inhibitors of human immunodeficiency virus I replication. The Journal of Biological Chemisty 267(11), 7224-7239 (1992).