Latrunculin A
Item № 10010630
CAS № 76343-93-6
Purity ≥98%
25 µg $29.00 $0.00
50 µg $55.00 $0.00
100 µg $104.00 $0.00
500 µg $464.00 $0.00

Pricing updated 2016-04-29. Prices are subject to change without notice.

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  • NSC 613011

Actin disruption is used to study cell functions in vitro (e.g., migration, endocytosis) and in vivo (e.g., tumor cell invasion). Latrunculin A is a bioactive 2-thiazolidinone macrolide derived from sponges that sequesters G-actin and prevents F-actin assembly. It binds monomeric actin with 1:1 stoichiometry and can be used to block actin polymerization both in vitro (Kd = 0.2 μM) and in cells (0.5 μM, 30 min).{1,2,3 Latrunculin A (1-10 μM) causes depolymerization of tumor cell cytoskeleton within ten minutes.4 Overnight treatment of cells with latrunculin A (10 μM) strongly suppresses actin synthesis.5 Prolonged cell treatment blocks dexamethasone-induced changes in actin cytoskeleton with no effect on cell viability.6

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Technical Information
Formal Name (4R)-[(1R,4Z,8E,10Z,12S,15R,17R)-17-hydroxy-5,12-dimethyl-3-oxo-2,16-dioxabicyclo[13.3.1]nonadeca-4,8,10-trien-17-yl]-2-thiazolidinone
CAS Number 76343-93-6
  • NSC 613011
Molecular Formula C22H31NO5S
Formula Weight 421.6
Purity ≥98%
Formulation A solution in ethanol
SMILES C/C(CC/C=C/C=C\[C@@H](C)CC[C@@H]1C[C@@H]2C[C@@]([C@H]3NC(SC3)=O)(O)O1)=C/C(O2)=O
InChI Code 1S/C22H31NO5S/c1-15-7-5-3-4-6-8-16(2)11-20(24)27-18-12-17(10-9-15)28-22(26,13-18)19-14-29-21(25)23-19/h3-5,7,11,15,17-19,26H,6,8-10,12-14H2,1-2H3,(H,23,25)/b4-3+,7-5-,16-11-/t15-,17-,18-,19+,22-/m1/s1

WARNING - This product is not for human or veterinary use.

Shipping & Storage
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
Stability As supplied, 1 year from the QC date provided on the Certificate of Analysis, when stored properly
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References & Background Reading
Product Description References

1. Coué, M., Brenner, S.L., Spector, I., et al. Inhibition of actin polymerization by latrunculin A. FEBS Lett 213(2) 316-318 (1987).

2. Yarmola, E.G., Somasundaram, T., Boring, T.A., et al. Actin-latrunculin A structure and function. J Biol Chem 275(36) 28120-28127 (2000).

3. Loubéry, S., Wilhelm, C., Hurbain, I., et al. Different microtubule motors move early and late endocytic compartments. Traffic 9 492-509 (2008).

4. Hayot, C., Debeir, O., Van Ham, P., et al. Characterization of the activities of actin-affecting drugs on tumor cell migration. Toxicol Appl Pharmacol 211 30-40 (2006).

5. Lyubimova, A., Bershadsky, A.D., and Ben-Ze'ev, A. Autoregulation of actin synthesis requires the 3'-UTR of actin mRNA and protects cells from actin overproduction. J Cell Biochem 76 1-12 (1999).

6. Liu, X., Wu, Z., Sheibani, N., et al. Low dose latrunculin-A inhibits dexamethasone-induced changes in the actin cytoskeleton and alters extracellular matrix protein expression in cultured human trabecular meshwork cells. Exp Eye Res 77 181-188 (2003).

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