An inhibitor of long fatty acid acyl-CoA synthetase
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Triacsin C

Item No. 10007448

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2E,4E,7E-undecatrienal, nitrosohydrazone
CAS Number
76896-80-5
Synonyms
  • FR 900190
  • WS 1228A
Molecular Formula
C11H17N3O
Formula Weight
207.3
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: 5 mg/mlMethanol: 5 mg/ml
λmax
301 nm
SMILES
CCC/C=C/C/C=C/C=C/C=N/NN=O
InChi Code
InChI=1S/C11H17N3O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15/h4-5,7-11H,2-3,6H2,1H3,(H,13,15)/b5-4+,8-7+,10-9+,12-11+
InChi Key
NKTGCVUIESDXPU-YLEPRARLSA-N
Origin
Bacterium/Streptomyces aureofaciens
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $329

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    1 mg

    $592

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    Product Description

    Triacsin C, originally isolated from Streptomyces sp., is an inhibitor of long fatty acid acyl-CoA synthetase (IC50 = 6.3 μM in Raji cells).1 It has been shown to interfere with lipid metabolism by inhibiting the de novo synthesis of triglycerides, diglycerides, and cholesterol esters.2 It is also known to act as a hypotensive vasodilator, modulating endothelial nitric oxide synthase repalmitoylation by limiting palmitoyl CoA availability.3 Triacsin C can inhibit pancreatic β-cell function by suppressing the mobilization of intracellular calcium.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Tomoda, H., Igarashi, K., Cyong, J.C., et al. Evidence for an essential role of long chain acyl-CoA synthetase in animal cell proliferation. Inhibition of long chain acyl-CoA synthetase by triacsins caused inhibition of Raji cell proliferation. The Journal of Biological Chemisty 266, 4214-4219 (1991).

    2. Igal, R.A., Wang, P., and Coleman, R.A. Triacsin C blocks de novo synthesis of glycerolipids and cholesterol esters but not recycling of fatty acid into phospholipid: Evidence for functionally separate pools of acyl-CoA. Biochem. J. 324(Pt 2), 529-534 (1997).

    3. Weis, M.T., Crumley, J.L., Young, L.H., et al. Inhibiting long chain fatty acyl CoA synthetase increases basal and agonist-stimulated NO synthesis in endothelium. Cardiovasc. Res. 63(2), 338-346 (2004).

    4. Zhao, Y., Wang, L., Qiu, J., et al. Linoleic acid stimulates [Ca2+]i increase in rat pancreaticβcells through both membrane receptor- and intracellular metabolite-mediated pathways. PLoS One 8(4), e60255 (2013).

    Product Citations

    Magtanong, L., Ko, P.-J., To, M., et al. Exogenous monounsaturated fatty acids promote a ferroptosis-resistant cell state. Cell Chem. Biol. 26(3), 420-432 (2019).

    Kagan, V.E., Mao, G., Qu, F., et al. Oxidized arachidonic and adrenic PEs navigate cells to ferroptosis. Nat. Chem. Biol. 13(1), 81-90 (2017).

    Singh, S.R., Zeng, X., Zhao, J., et al. The lipolysis pathway sustains normal and transformed stem cells in adult Drosophila. Nature 538(7623), 109-113 (2016).