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SF-4 (Heparastatin)

Date:November 09 2020Web Page No:90008

Heparastatin=SF-4

[Date : January 23 2021 00:29]

Detail Product Name Product Code Supplier Size Price
SF-4 <Heparastatin>
11829 IMCInstitute of Microbial Chemistry 1 mg $500

Description CAS# : 153758-25-9 Molecular Formula : C8H11F3N2O5・HCl Molecular Weight : 308.64 (hydrochloride) Heparastatin (SF4) inhibits recombinant human heparanase from human melanoma A375M cells transfected with pBK-CMV expression vectors containing the heparanase cDNA with IC50 1.02μM.
Storage -20°C CAS
Link

Bioactive Compounds

[Date : January 23 2021 00:29]

SF-4 <Heparastatin>


  • Product Code: 11829
  • Supplier: IMC
  • Size: 1mg
  • Price: $500

Description CAS# : 153758-25-9 Molecular Formula : C8H11F3N2O5・HCl Molecular Weight : 308.64 (hydrochloride) Heparastatin (SF4) inhibits recombinant human heparanase from human melanoma A375M cells transfected with pBK-CMV expression vectors containing the heparanase cDNA with IC50 1.02μM.
Storage -20°C CAS
Link

Bioactive Compounds

Specification

Code No.11829
CAS#153758-25-9
Molecular FormulaC8H11F3N2O5・HCl
Molecular Weight308.64 (hydrochloride)
SourceChemically synthesized from natural siastatin B
Appearancewhite powder
Purity> 90% (HPLC)
Long Term Storageat - 20 °C
SolubilitySoluble in MeOH, DMSO, H2O
Insoluble in CHCl3

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Application Notes

Heparastatin(SF4) inhibits recombinant human heparanasefrom human melanoma A375M cells transfected with pBK-CMV expression vectors containing the heparanase cDNAwith IC 501.02μM 3). Heparastatin(SF4) inhibits β-D-glucuronidase from bovine liver with IC 506.5 x10-2μM 3). Heparastatin(SF4) (100μM) completely inhibits the enzyme activity of recombinant heparanase of murine mammary epitherialcells (NMuMG) transefected with a mouse heparanase expression vector pcDNA3.1(-)-Hygro-Hep at 0.15μg/mL in a in vitro HS degradation assay 6). Heparastatin(SF4) inhibits heparansulfate (HS) chain degradation of HSPGs of Matrigel by heparanase of the LPS-treated microgliallysates from the forebrain cells of Wistarrats and the in vitro transmigration of microglia through the Matrigel-coated insert in a dose-dependent manner 5). Heparastatin(SF4) markedly inhibits degradation of HS by heparanasein the nucleus translocatedfrom the cytoplasm of the calcium-induced human esophageal keratinocyte cells and keratinocyte differentiation at 100μM4). Heparastatin(SF4) markedly inhibits in a dose-dependent manner experimentally induced pulmonary metastasis of the B16BL6 in mice. Inhibitory ratio by ex vivo treatment with 50 μg/mL of Heparastatin(SF4) is 90.8% 1). Heparastatin(SF4) shows 57% inhibition of lung metastasis of 3LL cells by s.c. inoculation in mice with i.v. administration of 100mg/kg/day for 5 days 1)

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References

1) Effect on spontaneous metastasis of mouse Lewis lung carcinoma by a trifluoroacetamideanalogue of siastatin B. Nishimura Y, Satoh T, Kondo S, Takeuchi T, AzetakaM, FukuyasuH, IizukaY, Shibahara S, J. Antibiotics, 1994, 47, 840-842.
2) Apracticalsynthesis of(3S,4S,5R,6R)-4,5-dihydroxy-6-(trifluoroacetamido)piperidine -3-carboxylic acid having antimetastaticactivity in mice from siastatinB. Satoh T., Nishimura Y., Kondo S., Takeuchi T. Carbohyd. Res., 1996,286, 173-178
3) Flexible synthesis and biological activity of uronicacid-type gem-diamine1-N-iminosugars: a new family of glycosidase inhibitors. Nishimura Y, ShitaraE, Adachi H, Toyoshima M, Nakajima M, OkamiY, Takeuchi T J. Org. Chem., 2000, 65, 2-11
4) Heparanaseregulates esophageal keratinocyte differentiation through nuclear translocation and heparin sulfate cleavage. Kobayashi M., NaomotoY., NobuhisaT., OkawaT., Takaoka M., ShirakawaY., YamatsujiT., Matsuoka J., MizushimaT., Matsuura H., Nakajima M., Nakagawa H., RustgiA., Tanaka N. Differentiation, 2006, 74, 235-243
5) Involvement of heparanasein migration of microglial cells. Takahashi H., Matsumoto H., SmirkinA., ItaiT., Nishimura Y., Tanaka J., Biochim. Biophys. Acta., 2008, 1780, 709-715
6) Heparanasedownmodulationin the process of epithelial-to-mesenchymaltransition of mouse mammary epithelial cells. KoganeY., Higashi N., Nishimura Y., Nakajima M., T.IrimuraT.,J. GlycomicsLipdomics,2013 (online publication), 3 (1), 1000107


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