TargetMol

Epothilone F

Product Code:
 
TAR-T31657
Product Group:
 
Inhibitors and Activators
Supplier:
 
TargetMol
Regulatory Status:
 
RUO
Shipping:
 
cool pack
Storage:
 
-20°C
1 / 1
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Further Information

Bioactivity:
Epothilone F is a derivative or analogue of Epothilone D. Epothilone F is also an active metabolite of Epothilone D. In molecule of Epothilone F, a hydroxymethyl group is on the thiazole ring. Like taxanes, Epothilone F prevents cancer cells from dividing by interfering with tubulin. Early studies in cancer cell lines and in human cancer patients indicate superior efficacy to the taxanes. Epothilone's mechanism of action is similar to taxanes, but their chemical structure is simpler. Due to its better water solubility, cremophors (solubilizing agents used for paclitaxel which can affect cardiac function and cause severe hypersensitivity) are not needed.
CAS:
208518-52-9
Molecular Weight:
523.68
Purity:
0.98
SMILES:
C[C@@]12[C@@](O1)(C[C@@H](\C(=C\C=3N=C(CO)SC3)\C)OC(=O)C[C@H](O)C(C)(C)C(=O)[C@H](C)[C@@H](O)[C@@H](C)CCC2)[H]

References

Basch J, Chiang SJ. Cloning and expression of a cytochrome P450 hydroxylase gene from Amycolatopsis orientalis: hydroxylation of epothilone B for the production of epothilone F. J Ind Microbiol Biotechnol. 2007 Feb;34(2):171-6. Epub 2006 Sep 14. Erratum in: J Ind Microbiol Biotechnol. 2007 Feb;34(2):177. PubMed PMID: 16972046. Mutka SC, Carney JR, Liu Y, Kennedy J. Heterologous production of epothilone C and D in Escherichia coli. Biochemistry. 2006 Jan 31;45(4):1321-30. PubMed PMID: 16430229. Nayeem A, Chiang SJ, Liu SW, Sun Y, You L, Basch J. Engineering enzymes for improved catalytic efficiency: a computational study of site mutagenesis in epothilone-B hydroxylase. Protein Eng Des Sel. 2009 Apr;22(4):257-66. doi: 10.1093/protein/gzn081. Epub 2009 Jan 28. PubMed PMID: 19179341. Hardt IH, Steinmetz H, Gerth K, Sasse F, Reichenbach H, Höfle G. New natural epothilones from Sorangium cellulosum, strains So ce90/B2 and So ce90/D13: isolation, structure elucidation, and SAR studies. J Nat Prod. 2001 Jul;64(7):847-56. PubMed PMID: 11473410.