Laulimalide

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Cat.No. 4007 - Laulimalide | C30H42O7 | CAS No. 115268-43-4
Description: Microtubule stabilzing agent
Alternative Names: Fijianolide B
Chemical Name: (1R,3S,7S,8S,10S,12S,15Z,18R)-12-[(1S,2E)-3-[(2S)-3,6-dihydro-4-methyl-2H-pyran-2-yl]-1-hydroxy-2-propen-1-yl]-7-hydroxy-3-methyl-5-methylene-9,13,22-trioxatricyclo[16.3.1.08,10]docosa-15,19-dien-14-one
Purity: ≥97% (HPLC)
Datasheet
Citations
Reviews
Literature

Biological Activity

Microtubule stabilizing agent. Potent inhibitor of cellular proliferation in cancer cell lines (IC50 reported to be 3-30 nM, dependent on cell line used). Causes cells to arrest in the prometaphase of the cell cycle, prevents formation of bipolar spindle and increases kinetochore tension in preformed spindles.

Technical Data

M. Wt 514.65
Formula C30H42O7
Storage Store at -20°C
Purity ≥97% (HPLC)
CAS Number 115268-43-4
PubChem ID 6918457
InChI Key MSBQEQDLFWWWMV-XZZGLLCESA-N
Smiles O=C(O[C@H]([C@@H](O)/C=C/[C@]1([H])CC(C)=CCO1)C[C@]2([H])O[C@@]2([H])[C@@H](O)C3)/C=C\C[C@]4([H])C=CC[C@](C[C@@H](C)CC3=C)([H])O4

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 10.29 20

Preparing Stock Solutions

The following data is based on the product molecular weight 514.65. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
0.2 mM 9.72 mL 48.58 mL 97.15 mL
1 mM 1.94 mL 9.72 mL 19.43 mL
2 mM 0.97 mL 4.86 mL 9.72 mL
10 mM 0.19 mL 0.97 mL 1.94 mL

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References

References are publications that support the biological activity of the product.

Pryor et al (2002) The microtubule stabilizing agent laulimalide does not bind in the taxoid site, kills cells resistant to paclitaxel and epothilones, and may not require its epoxide moiety for activity. Biochemistry. 41 9109 PMID: 12119025

Bennett et al (2012) Low-dose laulimalide represents a novel molecular probe for investigating microtubule organization. Cell Cycle. 11 3045 PMID: 22871740

Bennett et al (2010) Discovery and characterization of the laulimalide-microtubule binding mode by mass shift perturbation mapping. Chem.Biol. 17 725 PMID: 20659685


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Keywords: Laulimalide, Laulimalide supplier, Laulimalide, Fijianolide, B, microtubule, stabilizers, stabilizing, agents, cell, proliferation, inhibitors, Microtubules, 4007, Tocris Bioscience

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