Skip to Content
MilliporeSigma
All Photos(1)

Documents

L5288

Sigma-Aldrich

Latrunculin B

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

Synonym(s):

LAT-B

Sign Into View Organizational & Contract Pricing


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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Synthesis of Essential Drugs (2012)
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)
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
Steven L Jones et al.
The Journal of cell biology, 205(1), 67-81 (2014-04-09)
The axon initial segment (AIS) of differentiated neurons regulates action potential initiation and axon-dendritic polarity. The latter function depends on actin dynamics, but actin structure and functions at the AIS remain unclear. Using platinum replica electron microscopy (PREM), we have
Microtubule-dependent targeting of the exocyst complex is necessary for xylem development in Arabidopsis
Vukavsinovic N, et al.
The New phytologist, 213(3), 1052-1067 (2017)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service