Latrunculin A

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Cat.No. 3973 - Latrunculin A | C22H31NO5S | CAS No. 76343-93-6
Description: Inhibitor of actin assembly and polymerization
Chemical Name: 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)-2-thiazolidinone
Datasheet
Citations (10)
Reviews
Literature

Biological Activity

Reversible inhibitor of actin assembly; blocks actin adenine nucleotide exchange. Complexes with actin in vitro and interacts with actin monomers only, unlike cytochalasins. Prevents actin repolymerization into filaments and disrupts the actin cytoskeleton.

Technical Data

M. Wt 421.55
Formula C22H31NO5S
Storage Store at -20°C
CAS Number 76343-93-6
PubChem ID 445420
InChI Key DDVBPZROPPMBLW-IZGXTMSKSA-N
Smiles C[C@@H](CC[C@]2([H])C[C@@](C[C@](O)([C@]3([H])CSC(N3)=O)O2)([H])O1)\C=C/C=C/CC/C(C)=C\C1=O

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 4.22 10

Preparing Stock Solutions

The following data is based on the product molecular weight 421.55. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
0.1 mM 23.72 mL 118.61 mL 237.22 mL
0.5 mM 4.74 mL 23.72 mL 47.44 mL
1 mM 2.37 mL 11.86 mL 23.72 mL
5 mM 0.47 mL 2.37 mL 4.74 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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References

References are publications that support the biological activity of the product.

Yarmola et al (2000) Actin-latrunculin A structure and function. J.Biol.Chem. 275 28120 PMID: 10859320

Morton et al (2000) Latrunculin alters the actin-monomer subunit interface to prevent polymerization. Nat.Cell Biol. 2 376 PMID: 10854330

Blasberger et al (1989) On the chemistry of latrunculins A and B. Liebigs.Ann.Chem. 1989 1171


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Keywords: Latrunculin A, Latrunculin A supplier, inhibits, inhibitors, actin, assembly, polymerization, polymerisation, LatrunculinA, Actin, 3973, Tocris Bioscience

10 Citations for Latrunculin A

Citations are publications that use Tocris products. Selected citations for Latrunculin A include:

Dalton and Carroll (2013) Biased inheritance of mitochondria during asymmetric cell division in the mouse oocyte. J Cell Sci 126 2955 PMID: 23659999

Saba et al (2014) Rhinovirus-induced macrophage cytokine expression does not require endocytosis or replication. Am J Respir Cell Mol Biol 50 974 PMID: 24783958

Oenema et al (2016) Bronchoconstriction Induces TGF-β Release and Airway Remodelling in Guinea Pig Lung Slices. Oncotarget 8 e65580 PMID: 23840342

Petrosyan et al (2016) The role of Rab6a and phosphorylation of non-muscle myosin IIA tailpiece in alcohol-induced Golgi disorganization. Sci Rep 6 31962 PMID: 27535804

Han et al (2016) Macrophages redirect phagocytosis by non-professional phagocytes and influence inflammation Nature 539 570 PMID: 27820945

Koopmans et al (2016) Regulation of actin dynamics by WNT-5A: implications for human airway smooth muscle contraction. Sci Rep 6 30676 PMID: 27468699

Kawashima et al (2012) Analyzing fission yeast multidrug resistance mechanisms to develop a genetically tractable model system for chemical biology. Chem Biol 19 893 PMID: 22840777

Suzuki et al (2015) Spatiotemporal quantification of subcellular ATP levels in a single HeLa cell during changes in morphology. Neuron 5 16874 PMID: 26575097

Araki et al (2015) Rapid dispersion of SynGAP from synaptic spines triggers AMPA receptor insertion and spine enlargement during LTP. PLoS One 85 173 PMID: 25569349

Arash et al (2014) Arhgef7 promotes activation of the Hippo pathway core kinase Lats. EMBO J 33 2997 PMID: 25425573


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