Skip to Content
MilliporeSigma

L5163

Sigma-Aldrich

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

Slide 1 of 1
Sign Into View Organizational & Contract Pricing

Select a Size

100 μG
$359.10

$359.10

List Price$378.00
Web-Only Promotion
Check Cart for Availability
Request a Bulk Order

Select a Size

Change View
100 μG
$359.10

About This Item

Empirical Formula (Hill Notation):
C22H31NO5S
CAS Number:
76343-93-6
Molecular Weight:
421.55
UNSPSC Code:
12352200
PubChem Substance ID:
329817620
NACRES:
NA.77

Key Documents

View All Documentation

Skip To

Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

$359.10

List Price$378.00
Web-Only Promotion
Check Cart for Availability
Request a Bulk Order
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

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

Related Categories

Compare Similar Items

View Full Comparison

Show Differences

1 of 4

This Item
428026428020428021
Latrunculin A from sea sponge, ≥85% (HPLC), waxy solid

L5163

Latrunculin A

Latrunculin A, Latrunculia magnifica InSolution, ≥85%, 1 mM in DMSO, marine toxin that disrupts microfilament organization in cultured cells

428026

Latrunculin A, Latrunculia magnifica

Latrunculin B, Latrunculia magnifica Latrunculin B, CAS 76343-94-7, is a unique marine toxin that inhibits actin polymerization and disrupts microfilament organization. It is 10 to 100-fold more potent than cytochalasins.

428020

Latrunculin B, Latrunculia magnifica

Latrunculin A, Latrunculia magnifica Latrunculin A, CAS 76343-93-6, is a cell-permeable marine toxin that disrupts microfilament organization in cultured cells by the formation of a 1:1 complex with monomeric G-actin (KD = 200 nM).

428021

Latrunculin A, Latrunculia magnifica

form

waxy solid

form

liquid

form

solid

form

solid

assay

≥85% (HPLC)

assay

≥85% (HPLC)

assay

≥95% (HPLC)

assay

≥95% (HPLC)

Quality Level

200

Quality Level

100

Quality Level

100

Quality Level

100

mol wt

421.6

mol wt

-

mol wt

-

mol wt

-

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

solubility

DMSO: soluble, ethanol: soluble

solubility

-

solubility

DMSO: 25 mg/mL, ethanol: 25 mg/mL, methanol: 50 mg/mL

solubility

DMSO: 25 mg/mL

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.[1] It forms a complex by binding with the nucleotide cleft of actin for actin filaments elongation.[2]

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.[3]

Biochem/physiol Actions

Latrunculin A inhibits actin polymerization by a different mechanism than cytochalasins. Latrunculin A 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)

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000424704
0000424704
0000387688
0000380155
0000373456

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

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

Visit the Document Library

Questions

Reviews

No rating value

Active Filters

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