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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

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100 μG
$359.10

About This Item

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

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$359.10

List Price$378.00
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Check Cart for Availability

Request a Bulk Order
Technical Service
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biological source

sea sponge

Quality Level

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

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1 of 4

This Item
428026428020428021
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)


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