A potent inhibitor of protein phosphatases 2A and 4
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Fostriecin (sodium salt)

Item No. 14749

Technical Information
Formal Name
(6R)-5,6-dihydro-6-[(1E,3R,4R,6R,7Z,9Z,11E)-3,6,13-trihydroxy-3-methyl-4-(phosphonooxy)-1,7,9,11-tridecatetraen-1-yl]-2H-pyran-2-one, monosodium salt
CAS Number
87860-39-7
Synonyms
  • Antibiotic CI-920
  • Phosphotrienin
Molecular Formula
C19H26O9P • Na
Formula Weight
Purity
≥85%
A solid
Water: Soluble
SMILES
O=C1O[C@@H](/C=C/[C@@](C)(O)[C@H](OP([O-])(O)=O)C[C@@H](O)/C=C\C=C/C=C/CO)CC=C1.[Na+]
InChi Code
InChI=1S/C19H27O9P.Na/c1-19(23,12-11-16-9-7-10-18(22)27-16)17(28-29(24,25)26)14-15(21)8-5-3-2-4-6-13-20;/h2-8,10-12,15-17,20-21,23H,9,13-14H2,1H3,(H2,24,25,26);/q;+1/p-1/b3-2-,6-4+,8-5-,12-11+;/t15-,16+,17+,19+;/m0./s1
InChi Key
XBUIKNRVGYFSHL-IAVQPKKASA-M
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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    Product Description

    Fostriecin is an inhibitor of the serine/threonine protein phosphatases 2A (PP2A) and 4 (PP4) (IC50s = 3.2 and 3 nM, respectively).1,2 It less effectively inhibits topoisomerase II and PP1 (IC50s = 40 and 131 μM, respectively) and does not inhibit PP2B.1,3 Through its effects on protein phosphatases, fostriecin increases the level of histone H3 phosphorylation and may alter epigenetic regulation of cell proliferation.4 On a related note, fostriecin was first identified as an antitumor antibiotic.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Walsh, A.H., Cheng, A., and Honkanen, R.E. Fostriecin, an antitumor antibiotic with inhibitory activity against serine/threonine protein phosphatases types 1 (PP1) and 2A (PP2A), is highly selective for PP2A. FEBS Lett. 416(3), 230-234 (1997).

    2. Hastie, C.J., and Cohen, P.T. Purification of protein phosphatase 4 catalytic subunit: Inhibition by the antitumour drug fostriecin and other tumour suppressors and promoters. FEBS Lett. 431(3), 357-361 (1998).

    3. McCluskey, A., Sim, A.T.R., and Sakoff, J.A. Serine-threonine protein phosphatase inhibitors: Development of potential therapeutic strategies. J. Med. Chem. 45(6), 1151-1175 (2002).

    4. Zheng, Y.G., Wu, J., Chen, Z., et alChemical regulation of epigenetic modifications: Opportunities for new cancer therapy. Med. Res. Rev. 28(5), 645-687 (2008).

    5. Tunac, J.B., Graham, B.D., and Dobson, W.E. Novel antitumor agents CI-920, PD 113,270 and PD 113,271. I. Taxonomy, fermentation and biological properties. J. Antibiot. (Tokyo) 36(12), 1595-1600 (1983).