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428021

Latrunculin A

from Latrunculia magnifica, ≥95% (HPLC), solid, actin polymerization inhibitor, Calbiochem

Synonym(s):

Latrunculin A, Latrunculia magnifica

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About This Item

Empirical Formula (Hill Notation):
C22H31NO5S
CAS Number:
76343-93-6
Molecular Weight:
421.55
MDL number:
MFCD27977552
UNSPSC Code:
12352200
NACRES:
NA.77
Assay:
≥95% (HPLC)
Form:
solid
Quality level:
100
Storage condition:
OK to freeze, protect from light
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Product Name

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).

Quality Level

100

description

Merck USA index - 14, 8378

assay

≥95% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze, protect from light

color

white

solubility

DMSO: 25 mg/mL

shipped in

ambient

storage temp.

−20°C

SMILES string

S1C[C@H](NC1=O)[C@@]2(O[C@H]3C[C@@H](OC(=O)\C=C(/CC\C=C\C=C/[C@H](CC3)C)\C)C2)O

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

General description

A cell-permeable marine toxin from the Red Sea sponge Latrunculia magnifica that disrupts microfilament organization in cultured cells by the formation of a 1:1 complex with monomeric G-actin (Kd = 200 nM). Also a potent inhibitor of microfilament-mediated processes in sperm, eggs, and embryos.
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). Also a potent inhibitor of microfilament-mediated processes in sperm, eggs, and embryos. A 1 mM (50 µg/119 µl) solution of Latrunculin A, Latrunculia magnifica Cat. No. 428026 in DMSO is also available.

Biochem/physiol Actions

Cell permeable: yes
Kd = 200 nM in formation of a 1:1 complex with monomeric G-actin
Primary Target
G-actin
Product does not compete with ATP.
Reversible: no

Packaging

Packaged under inert gas

Preparation Note

Following reconstitution aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Ayscough, K.R., et al. 1997. J. Cell Biol. 137, 399.
Spector, I., et al. 1989. Cell Motil. Cytoskeleton 13, 127.
Coue, M., et al. 1987. FEBS Lett. 213, 316.
Schatten, G., et al. 1986. Exp. Cell Res. 166, 191.
Spector, I., et al. 1983. Science 219, 493.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Harmful (C)

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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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Global Trade Item Number

SKUGTIN
428021-100UG07790788050214