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L5288

Sigma-Aldrich

Latrunculin B

from Latruncula magnifica, ≥80% (HPLC), solid, actin polymerization inhibitor

Synonym(s):

LAT-B

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About This Item

Empirical Formula (Hill Notation):
C20H29NSO5
CAS Number:
Molecular Weight:
395.51
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

product name

Latrunculin B from Latruncula magnifica, ≥80% (HPLC), solid

Quality Level

Assay

≥80% (HPLC)

form

solid

mol wt

395.5

solubility

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)CCC=C1

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

General description

Latrunculin B is a macrocyclic toxin, which is produced by Latruncula magnifica.

Application

Latrunculin B from Latruncula magnifica has been used for actin depolymerisation in various experiments. It has also been used as a component in bone marrow-derived dendritic cell (BMDC) complete medium, to study the formation of tubules from phagosomes in dendritic cells.

Biochem/physiol Actions

Latrunculin B inhibits actin polymerization in vitro. Latrunculin B disrupts microfilament-mediated processes.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Microtubule-dependent targeting of the exocyst complex is necessary for xylem development in Arabidopsis
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Visualizing toll-like receptor-dependent phagosomal dynamics in murine dendritic cells using live cell microscopy
Mantegazza AR and Marks MS
Methods in Molecular Biology, 191-203 (2015)
FSCS reveals the complexity of lipid domain dynamics in the plasma membrane of live cells
Nicovich PR, et al.
Biophysical Journal, 114(12), 2855-2864 (2018)
Li-Kun Phng et al.
Development (Cambridge, England), 140(19), 4031-4040 (2013-09-21)
Actin filaments are instrumental in driving processes such as migration, cytokinesis and endocytosis and provide cells with mechanical support. During angiogenesis, actin-rich filopodia protrusions have been proposed to drive endothelial tip cell functions by translating guidance cues into directional migration

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