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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 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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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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