Latrunculin A

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).{ Latrunculin A (1-10 µM) causes depolymerization of tumor cell cytoskeleton within ten minutes. Overnight treatment of cells with latrunculin A (10 µM) strongly suppresses actin synthesis. Prolonged cell treatment blocks dexamethasone-induced changes in actin cytoskeleton with no effect on cell viability.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. Synonyms: NSC 613011. Molecular Formula: C22H31NO5S. Formula Weight: 421.6. Purity: >95%. Formulation: (Request formulation change), A solution in ethanol. Solubility: DMSO: 25 mg/ml, Ethanol: 25 mg/ml. 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: InChI=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. InChi Key: DDVBPZROPPMBLW-IZGXTMSKSA-N.