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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:
76343-94-7
Molecular Weight:
395.51
MDL number:
MFCD00270879
UNSPSC Code:
12352200
PubChem Substance ID:
329817621
NACRES:
NA.77

product name

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

Quality Level

200

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.

Other Notes

2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research

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’.

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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)
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