A myristic acid analog with selective toxicity for trypanosomes
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O-11

Item No. 90510

Technical Information
Formal Name
10-propoxy-decanoic acid
CAS Number
119290-12-9
Synonyms
  • FA 13:0;O
  • 11-Oxatetradecanoic Acid
Molecular Formula
C13H26O3
Formula Weight
Purity
≥98%
A 10 µg/ml solution in methyl acetate
DMF: 30 mg/mlDMSO: 20 mg/mlEthanol: 30 mg/mlPBS (pH 7.2): 1 mg/ml
SMILES
CCCOCCCCCCCCCC(=O)O
InChi Code
InChI=1S/C13H26O3/c1-2-11-16-12-9-7-5-3-4-6-8-10-13(14)15/h2-12H2,1H3,(H,14,15)
InChi Key
HSRAJJQTYQHRSA-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    O-11 is an analog of the fully saturated, 14-carbon fatty acid myristic acid, in which the methylene group at position 11 is replaced with oxygen. It is highly effective and selective at killing Trypanosoma brucei, the protozoan parasite responsible for African sleeping sickness, exhibiting an LD50 of less than 1 µM in a cell culture assay.1,2 The toxic effects of O-11 appear to be caused by its ability to inhibit the incorporation of a single myristate into the GPI anchor of the variant surface glycoprotein (VSG), a protein critical for evading the host immune response.1 O-11 exhibits essentially no anti-fungal activity when assayed using C. neoformans, but does have a minor inhibitory effect on HIV-1 replication in T-lymphocytes.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Doering, T.L., Raper, J., Buxbaum, L.U., et alAn analog of myristic acid with selective toxicity for African trypanosomes. Science 252, 1851-1854 (1991).

    2. Doering, T.L., Lu, T., Werbovetz, K.A., et alToxicity of myristic acid analogs toward African trypanosomes. Proc. Natl. Acad. Sci. USA 91, 9735-9739 (1994).

    3. Langner, C.A., Lodge, J.K., Travis, S.J., et al4-Oxatetradecanoic acid is fungicidal for Cryptococcus neoformans and inhibits replication of human immunodeficiency virus I. The Journal of Biological Chemisty 267(24), 17159-17169 (1992).