F4425
Fostriecin sodium salt from Streptomyces pulveraceus
≥98% (HPLC)
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About This Item
Empirical Formula (Hill Notation):
C19H26NaO9P
CAS Number:
Molecular Weight:
452.37
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
biological source
Streptomyces sp. (Streptomyces pulveraceous)
Quality Level
assay
≥98% (HPLC)
form
solid
solubility
ethanol: soluble, methanol: soluble, water: soluble
storage temp.
−20°C
SMILES string
[Na+].C[C@@](O)(\C=C\[C@H]1CC=CC(=O)O1)[C@@H](C[C@@H](O)\C=C/C=C\C=C\CO)OP(O)([O-])=O
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
Application
Fostriecin has been used as a protein phosphatases type 2A (PP2A) inhibitor to study its effects on phosphorylated myosin light chain (pMLC) levels in axon initial segments (AIS). It has also been used as a PP2A inhibitor to study its effects on the regulation of protein kinase Akt (pAKT) by dopamine (DA) in larval zebrafish brain.
Biochem/physiol Actions
Fostriecin is a natural inhibitor of serine/ threonine phosphatases. It is a phosphate monoester produced by fermentation beer of Streptomyces pulveraceus. Fostriecin is a strong inhibitor of protein phosphatases type 2A and 4 (PP2A and PP4) and a weak inhibitor of protein phosphatases type 1 and 5 (PP1 and PP5). It exhibits anti-tumor activity against several tumor cells in vitro and L1210 and P388 leukemias in vivo. The anti-tumor activity of fostriecin is due to its ability to interfere with the reversible phosphorylation of proteins that are involved in the progression of the cell cycle. It also exhibits cytotoxic effects. Fostriecin can inhibit the DNA, RNA and protein synthesis.
Features and Benefits
This compound is featured on the Phosphoprotein Phosphatases (Serine/Threonine) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
Packaging
Packaged under argon.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Related Content
Localized myosin II activity regulates assembly and plasticity of the axon initial segment
Berger S L, et al.
Neuron, 97(3), 555-570 (2018)
A H Walsh et al.
FEBS letters, 416(3), 230-234 (1997-12-31)
Fostriecin, an antitumor antibiotic produced by Streptomyces pulveraceus, is a strong inhibitor of type 2A (PP2A; IC50 3.2 nM) and a weak inhibitor of type 1 (PP1; IC50 131 microM) serine/threonine protein phosphatases. Fostriecin has no apparent effect on the
Structure-activity relationship studies of fostriecin, cytostatin, and key analogs, with PP1, PP2A, PP5, and (beta12-beta13)-chimeras (PP1/PP2A and PP5/PP2A), provide further insight into the inhibitory actions of fostriecin family inhibitors
Swingle M R, et al.
Journal of Pharmacology and Experimental Therapeutics, 331(1), 45-53 (2009)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| F4425-10UG | 04061833384787 |