Swinholide A, Theonella swinhoeiA cytotoxic agent against a variety of cancer cell lines

Swinholide A, Theonella swinhoei (CAS 95927-67-6)

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Application: A cytotoxic agent against a variety of cancer cell lines
CAS Number: 95927-67-6
Purity: ≥97%
Molecular Weight: 1389.87
Molecular Formula: C78H132O20
* Refer to Certificate of Analysis for lot specific data (including water content).
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Swinholide A, Theonella swinhoei is a membrane permeable marine cytotoxic macrolide that acts as a specific inhibitor of actin filaments and disrupts the actin-cytoskeleton. The symmetric macrolide, isolated from Theonella swinhoei has a binding site for two actins and is described to have anti-fungal properties. Studies indicate that Swinholide A diminishes the rate of nucleotide exchange in G-actin and when bound to actin does not interact with myosin. In the presence of Swinholide A, cells have been reported to decrease actin filaments, which results in the formation and stabilization of actin dimers.


References

1. Kobayashi, M., et al. 1994. Chem. Pharm. Bull. 42: 19-26. PMID: 8124763
2. Bubb, M.R., et al. 1995. J. Biol. Chem. 270: 3463-3466. PMID: 7876075
3. Bewley, C.A., et al. 1996. Experientia. 52: 716-722. PMID: 8698116
4. Lyubimova, A., et al. 1997. J. Cell. Biochem. 65: 469-478. PMID: 9178097
5. Saito, S.Y., et al. 1998. J. Biochem. 123: 571-578. PMID: 9538245
6. Klenchin, V.A., et al. 2005. Chem. Biol. 12: 287-291. PMID: 15797212

Appearance :
Oil
Physical State :
Liquid
Derived From :
Theonella swinhoei
Solubility :
Soluble in EtOH or Acetone
Storage :
Store at -20° C
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
PubChem CID :
6436221
SMILES :
C[C@H]1C[C@H](C[C@@H](O1)CC[C@H](C)[C@@H]([C@H](C)[C@@H]2[C@H]([C@@H](C[C@@H]([C@@H]([C@H](C[C@@H]3CC=C[C@H](O3)C[C@H](C/C=C(/C=C/C(=O)O[C@@H](C([C@@H](C[C@@H]([C@@H]([C@H](C[C@@H]4CC=C[C@H](O4)C[C@H](C/C=C(/C=C/C(=O)O2)\\C)O)OC)C)O)O)C)[C@@H](C)[C@H]([C@@H](C)CC[C@H]5C[C@@H](C[C@@H](O5)C)OC)O)\\C)O)OC)C)O)O)C)O)OC

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Certificate of Analysis

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