An antibiotic that inhibits protein and DNA synthesis
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Anisomycin

Item No. 11308

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-[(4-methoxyphenyl)methyl]-3-acetate-(2R,3S,4S)-3,4-pyrrolidinediol
CAS Number
22862-76-6
Synonyms
  • Flagecidin
  • NSC 76712
  • Wuningmeisu C
Molecular Formula
C14H19NO4
Formula Weight
265.3
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 20 mg/mlEthanol: 1 mg/mlPBS (pH 7.2): 0.5 mg/ml
λmax
225, 277, 284 nm
SMILES
O[C@H]1CN[C@H](CC2=CC=C(OC)C=C2)[C@@H]1OC(C)=O
InChi Code
InChI=1S/C14H19NO4/c1-9(16)19-14-12(15-8-13(14)17)7-10-3-5-11(18-2)6-4-10/h3-6,12-15,17H,7-8H2,1-2H3/t12-,13+,14+/m1/s1
InChi Key
YKJYKKNCCRKFSL-RDBSUJKOSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Anisomycin is a pyrrolidine antibiotic produced by S. griseolus that inhibits protein and DNA synthesis.1 It activates stress-activated protein kinase, MAP kinase, and other signal transduction pathways. At 30 mg/kg, anisomycin displays immunosuppressive activity superior to that of Cyclosporine A, blocking T cell proliferation in skin-transplanted mice.2 Through a caspase-8-dependent pathway, anisomycin acts as a potent and specific anoikis sensitizer of malignant epithelial cells resistant to apoptosis upon detachment from the ECM, preventing distal tumor formation in a mouse model of prostate cancer metastases.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Grollman, A.P. Inhibitors of protein biosynthesis. The Journal of Biological Chemisty 242(13), 3226-3233 (1967).

    2. Xing, F., Yu, Z., Liu, J., et al. Anisomycin inhibits the behaviors of T cells and the allogeneic skin transplantation in mice. J. Immunother. 31(9), 858-870 (2008).

    3. Mawji, I.A., Simpson, C.D., Gronda, M., et al. A chemical screen identifies anisomycin as an anoikis sensitizer that functions by decreasing FLIP protein synthesis. Cancer Res. 67(17), 8307-8315 (2007).