LATRUNCULIN A
- CAS No.
- 76343-93-6
- Chemical Name:
- LATRUNCULIN A
- Synonyms
- LAT-A;NSC 613011;LATRUNCULIN A;Latrunculin A (LAT-A);LATRUNCULIN A, LATRUNCULIA MAGNIFICA;Latrunculin A, Latrunculia magnifica - CAS 76343-93-6 - Calbiochem;4-[(1R,4Z,8E,10Z,12S,15R,17R)-17-Hydroxy-5,12-dimethyl-3-oxo-2,16-dioxabicyclo[13.3.1]nonadeca-4,8,10-trien-17-yl)-2-thiazolidinone;(4R)-4-[(1R,4Z,8E,10Z,12S,15R,17R)-17-Hydroxy-5,12-dimethyl-3-oxo-2,16-dioxabicyclo[13.3.1]nonadeca-4,8,10-trien-17-yl]-2-thiazolidinone;2-Thiazolidinone, 4-[(1R,4Z,8E,10Z,12S,15R,17R)-17-hydroxy-5,12-dimethyl-3-oxo-2,16-dioxabicyclo[13.3.1]nonadeca-4,8,10-trien-17-yl]-, (4R)-;[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
- CBNumber:
- CB1679575
- Molecular Formula:
- C22H31NO5S
- Molecular Weight:
- 421.55
- MDL Number:
- MFCD27977552
- MOL File:
- 76343-93-6.mol
- MSDS File:
- SDS
alpha | D24 +152° (c = 1.2 in chloroform) |
---|---|
storage temp. | -20°C |
solubility | DMSO: soluble |
form | waxy solid |
color | yellow |
optical activity | +144.423 (CHCl3) |
Stability | Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 3 months. |
FDA UNII | SRQ9WWM084 |
SAFETY
Risk and Safety Statements
Symbol(GHS) | ![]() GHS02 |
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Signal word | Danger | |||||||||
Hazard statements | H225 | |||||||||
Precautionary statements | P210-P233-P240-P241-P242-P243-P280-P303+P361+P353-P370+P378-P403+P235-P501 | |||||||||
WGK Germany | 3 | |||||||||
NFPA 704 |
|
LATRUNCULIN A price More Price(15)
Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
---|---|---|---|---|---|---|---|
Sigma-Aldrich | L5163 | Latrunculin A from sea sponge, ≥85% (HPLC), waxy solid | 76343-93-6 | 100μg | $368 | 2024-03-01 | Buy |
Sigma-Aldrich | 428021 | Latrunculin A, Latrunculia magnifica - CAS 76343-93-6 - Calbiochem | 76343-93-6 | 100μG | $287 | 2023-06-20 | Buy |
Cayman Chemical | 10010630 | Latrunculin A ≥98% | 76343-93-6 | 25μg | $49 | 2024-03-01 | Buy |
Cayman Chemical | 10010630 | Latrunculin A ≥98% | 76343-93-6 | 50μg | $92 | 2024-03-01 | Buy |
Cayman Chemical | 10010630 | Latrunculin A ≥98% | 76343-93-6 | 100μg | $134 | 2024-03-01 | Buy |
LATRUNCULIN A Chemical Properties,Uses,Production
Description
Actin disruption is used to study cell functions in vitro (e.g., migration, endocytosis) and in vivo (e.g., tumor cell invasion). Latrunculin A is a bioactive 2-
Uses
Latrunculin A has been used as medium supplementation for A549 cells to determine the internalization mechanism of CAV9 in A549 human lung carcinoma cells.
Uses
Latrunculin A, Latrunculia magnifica is a stabilizer of monomeric G-actin and polymerization inhibitor.
Definition
ChEBI: A bicyclic macrolide natural product consisting of a 16-membered bicyclic lactone attached to the rare 2-thiazolidinone moiety. It is obtained from the Red Sea sponge Latrunculia magnifica and from the Fiji Islands sponge Cacospongia myc fijiensis. Latrunculin A inhibits actin polymerisation, microfilament organsation and microfilament-mediated processes.
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. It forms a complex by binding with the nucleotide cleft of actin for actin filaments elongation.
Biochem/physiol Actions
Latrunculin A inhibits actin polymerization by a different mechanism than cytochalasins. Latrunculin A disrupts microfilament-mediated processes.
storage
-20°C
References
1) Coue et al. (1987), Inhibition of actin polymerization by latrunculin; FEBS Lett., 213 316 2) Spector et al. (1989), Latrunculins-novel marine macrolides that disrupt microfilament organization and affect cell growth; Cell Motil. Cytoskeleton, 13 127 3) Wang et al. (2005), Differential effects of latrunculin-A on myofibrils in cultures of skeletal muscle cells: Insights into mechanisms of myofibrillogenesis; Cell Motil. Cytoskeleton, 62 35 4) Reggiori et al. (2005), The actin cytoskeleton is required for selective types of autophagy, but not for non-specific autophagy, in the yeast Saccharomyces cerevisiae; Mol. Biol. Cell, 16 5843 5) Asadi et al. (2016) A Genetic Screen for Fission Yeast Gene Deletion Mutants Exhibiting Hypersensitivity to Latrunculin A; G3 Genes Genomes Genetics, 6 3399 [Focus Citation]
LATRUNCULIN A Preparation Products And Raw materials
Raw materials
Preparation Products
Supplier | Tel | Country | ProdList | Advantage | |
---|---|---|---|---|---|
TargetMol Chemicals Inc. | +1-781-999-5354 +1-00000000000 | marketing@targetmol.com | United States | 19892 | 58 |
LEAPCHEM CO., LTD. | +86-852-30606658 | market18@leapchem.com | China | 43348 | 58 |
Shanghai Acmec Biochemical Technology Co., Ltd. | +undefined18621343501 | product@acmec-e.com | China | 33350 | 58 |
Aladdin Scientific | +1-+1(833)-552-7181 | sales@aladdinsci.com | United States | 57511 | 58 |
3B Pharmachem (Wuhan) International Co.,Ltd. | 821-50328103-801 18930552037 | 3bsc@sina.com | China | 15848 | 69 |
Dalian Meilun Biotech Co., Ltd. | 0411-62910999 13889544652 | meilunui@163.com | China | 4670 | 58 |
Shanghai Aladdin Bio-Chem Technology Co.,LTD | 400-400-6206333 18521732826 | market@aladdin-e.com | China | 25013 | 65 |
Shanghai Tauto Biotech Co., Ltd. | 021-51320588 | tauto@tautobiotech.com | China | 3989 | 66 |
ChemStrong Scientific Co.,Ltd | 0755-0755-66853366 13670046396 | sales@chem-strong.com | China | 18021 | 56 |
Sigma-Aldrich | 021-61415566 800-8193336 | orderCN@merckgroup.com | China | 51471 | 80 |
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