Latrunculin B

The latrunculins are commonly used to experimentally disrupt the actin cytoskeleton of cells. Latrunculin B causes concentration-dependent changes in cell shape and actin organization. It 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 in cells (Kd = 60 nM). The short-term effects of latrunculin B are comparable to those of latrunculin A, although latrunculin B is slightly less potent. However, latrunculin B is gradually inactivated by serum so that induced changes are transient in the continued presence of the compound. For this reason, latrunculin B may have fewer unwanted effects than latrunculin A and may be preferred for short-term studies.Formal Name: 4R-[(1R,4Z,8Z,10S,13R,15R)-15-hydroxy-5,10-dimethyl-3-oxo-2,14-dioxabicyclo[11.3.1]heptadeca-4,8-dien-15-yl]-2-thiazolidinone. CAS Number: 76343-94-7. Molecular Formula: C20H29NO5S. Formula Weight: 395.5. Purity: >97%. Formulation: (Request formulation change), A film. Solubility: DMSO: 25 mg/ml, Ethanol: 25 mg/ml. SMILES: C/C(CC/C=C\[C@@H](C)CC[C@@H]1C[C@@H]2C[C@@]([C@@]3([H])NC(SC3)=O)(O)O1)=C/C(O2)=O. InChi Code: InChI=1S/C20H29NO5S/c1-13-5-3-4-6-14(2)9-18(22)25-16-10-15(8-7-13)26-20(24,11-16)17-12-27-19(23)21-17/h3,5,9,13,15-17,24H,4,6-8,10-12H2,1-2H3,(H,21,23)/b5-3-,14-9-/t13-,15-,16-,17+,20-/m1/s1. InChi Key: NSHPHXHGRHSMIK-JRIKCGFMSA-N. Origin: Animal/Latrunculia magnifica.