L5163

Latrunculin A

from sea sponge, ≥85% (HPLC), waxy solid

• Synonym(s): LAT-A, [1R-[1R*, 4Z, 8E, 10Z, 12S*, 15R*, 17R*(R*)]]-4-(17-Hydroxy-5,12-dimethyl-3-oxo-2,16-dioxabicyclo[13.3.1]nonadeca-4,8,10-trien-17-yl)-2-thiazolidinone
• Empirical Formula (Hill Notation): C₂₂H₃₁NO₅S
• CAS Number: 76343-93-6
• Molecular Weight: 421.55
• UNSPSC Code: 12352200
• PubChem Substance ID: 329817620
• NACRES: NA.77

Properties

• biological source: sea sponge
• Quality Level: 200
• assay: ≥85% (HPLC)
• form: waxy solid
• mol wt: 421.6
• solubility: DMSO: soluble; ethanol: soluble
• storage temp.: −20°C
• SMILES string: C[C@H]1CC[C@@H]2C[C@H](C[C@@](O)(O2)[C@@H]3CSC(=O)N3)OC(=O)C=C(C)CC\C=C\C=C1
• 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

Description

General description

Latrunculin A, a toxin extracted from the red sea sponge Latrunculia magnifica. It participates in vitro in the morphological alteration of the polymerization of pure actin. It forms a complex by binding with the nucleotide cleft of actin for actin filaments elongation.

Application

Latrunculin A has been used as medium supplementation for A549 cells to determine the internalization mechanism of CAV9 in A549 human lung carcinoma cells.

Biochem/physiol Actions

Latrunculin A inhibits actin polymerization by a different mechanism than cytochalasins. Latrunculin A disrupts microfilament-mediated processes.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)