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- Latrunculin A
Latrunculin A
Latrunculin A is a bioactive 2-thiazolidinone macrolide derived from the red sea sponge Latrunculia magnifica, 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 and cells[1,2].?
Latrunculin A (1-10 μM) causes tumor cytoskeleton disaggregation in ten minutes[3]. Treatment of cells with latrunculin A at 10 μM overnight strongly inhibits actin synthesis [4].?
References:
[1]. Yarmola E G, Somasundaram T, Boring T A, et al. Actin-latrunculin A structure and function. The Journal of Biological Chemisty, 2000, 275(36): 28120-28127.
[2]. Loubéry S, Wilhelm C, Hurbain I, et al. Different microtubule motors move early and late endocytic compartments. Traffic, 2008, 9(4): 492-509.
[3]. Hayot C, Debeir O, Van Ham P, et al. Characterization of the activities of actin-affecting drugs on tumor cell migration. Toxicology and Applied Pharmacology, 2006, 211(1): 30-40.
[4]. Lyubimova A, Bershadsky A D, Ben-Ze'ev A. Autoregulation of actin synthesis requires the 3'-UTR of actin mRNA and protects cells from actin overproduction. Journal of Cellular Biochemistry, 1999, 76(1): 1-12.
- 1. Mengshi Lei, Weiyou Wang, et al. "Cell-cell and cell-matrix adhesion regulated by Piezo1 is critical for stiffness-dependent DRG neuron aggregation." Cell Rep. 2023 Dec 2;42(12):113522. PMID: 38048221
- 2. Itallia V Pacentine, Peter G Barr-Gillespie. "Cy3-ATP Labeling of Unfixed, Permeabilized Hair Cells." Sci Rep. 2021 Dec 13;11(1):23855. PMID: 34903829
- 3. Jessie M. Rogers. "Evaluating the role of the fission yeast cyclin B Cdc13 in cell size homeostasis." May 11, 2021. Blacksburg, VA.
| Physical Appearance | A solution in ethanol |
| Storage | Store at -20°C |
| M.Wt | 421.55 |
| Cas No. | 76343-93-6 |
| Formula | C22H31NO5S |
| Solubility | Limited solubility, soluble in DMSO |
| Chemical Name | (R)-4-((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)thiazolidin-2-one |
| SDF | Download SDF |
| Canonical SMILES | O[C@@](C1)([C@H]2NC(SC2)=O)O[C@H](CC[C@@H](/C=C\C=C\CC/C(C)=C\3)C)C[C@H]1OC3=O |
| Shipping Condition | Small Molecules with Blue Ice, Modified Nucleotides with Dry Ice. |
| General tips | We do not recommend long-term storage for the solution, please use it up soon. |
| Cell experiment:[1] | |
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Cell lines |
SV-80 cells |
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Reaction Conditions |
10 μM latrunculin A |
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Applications |
Latrunculin A treatment (2 h) induced a retraction of the cell body, leaving behind long cellular processes, while stress fibers were not apparent in such cells. Analysis of the distribution of actin between a Triton X-100-soluble and an insoluble fraction showed that while in control cells about 50% of actin was in the Triton X-100-soluble fraction, in latrunculin A-treated cells (12 h) nearly all actin became Triton X-100 soluble. |
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Note |
The technical data provided above is for reference only. |
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References: 1. Lyubimova A, Bershadsky AD, Ben-Ze'ev A. Autoregulation of actin synthesis requires the 3'-UTR of actin mRNA and protects cells from actin overproduction. Journal of Cellular Biochemistry, 1999, 76(1): 1-12. |
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Quality Control & MSDS
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Purity = 98.00%
- COA (Certificate Of Analysis)
- MSDS (Material Safety Data Sheet)
Chemical structure
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