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Submit ReviewL-690,330
Description: Inositol monophosphatase inhibitor
Chemical Name: [1-(4-Hydroxyphenoxy)ethylidene]bisphosphonic acid
Biological Activity for L-690,330
L-690,330 is a potent inhibitor of inositol monophophatase; stable to hydrolysis. Induces autophagy in COS-7 cells independently of mTOR inhibition.
Licensing Information
Sold with the permission of Merck Sharp and Dohme Ltd.
Technical Data for L-690,330
| M. Wt | 298.13 |
| Formula | C8H12O8P2 |
| Storage | Store at RT |
| CAS Number | 142523-38-4 |
| PubChem ID | 132449 |
| InChI Key | JKOCAAWWDVHWKB-UHFFFAOYSA-N |
| Smiles | CC(OC1=CC=C(O)C=C1)(P(O)(O)=O)P(O)(O)=O |
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 for L-690,330
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| water | 5.96 | 20 |
Preparing Stock Solutions for L-690,330
The following data is based on the product molecular weight 298.13. Batch specific molecular weights may vary from batch to batch due to the degree 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 | 16.77 mL | 83.86 mL | 167.71 mL |
| 1 mM | 3.35 mL | 16.77 mL | 33.54 mL |
| 2 mM | 1.68 mL | 8.39 mL | 16.77 mL |
| 10 mM | 0.34 mL | 1.68 mL | 3.35 mL |
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Product Datasheets for L-690,330
References for L-690,330
References are publications that support the biological activity of the product.
Atack et al (1993) In vitro and in vivo inhibition of inositol monophosphatase by the bisphosphonate L-690,330. J.Neurochem. 60 652 PMID: 8380439
Atack et al (1994) Effects of L-690,488, a pro-drug of the bisphosphonate inisotol monophosphatase inhibitor L-690,330, on phosphatidylinisotol cycle markers. J.Pharmacol.Exp.Ther. 270 70 PMID: 8035344
Fleming et al (2011) Chemical modulators of autophagy as biological probes and potential therapeutics. Nat.Chem.Biol. 7 9 PMID: 21164513
Sarkar et al (2005) Li induces autophagy by inhibiting inositol monophosphatase. J.Cell.Biol. 170 1101 PMID: 16186256
If you know of a relevant reference for L-690,330, please let us know.
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Keywords: L-690,330, L-690,330 supplier, Inositol, monophosphatase, inhibitors, inhibits, PIP2, Lipids, Ins145P3, 5-Phosphatase, IMPase, Phosphatases, L690330, Autophagy, 0681, Tocris Bioscience
6 Citations for L-690,330
Citations are publications that use Tocris products. Selected citations for L-690,330 include:
Westfall et al (2003) Wnt-5/pipetail functions in vertebrate axis formation as a negative regulator of Wnt/beta-catenin activity. J Cell Biol 162 889 PMID: 12952939
Sarkar et al (2005) Li induces autophagy by inhibiting inositol monophosphatase. Infect Immun 170 1101 PMID: 16186256
Sarkar et al (2008) A rational mechanism for combination treatment of Huntington's disease using Li and rapamycin. J Cell Biol 17 170 PMID: 17921520
Criollo et al (2007) Regulation of autophagy by the inositol trisphosphate receptor. Cell Death Differ 14 1029 PMID: 17256008
Meyer et al (2011) Inhibition of inositol monophosphatase by Li chloride induces selective macrophage apoptosis in atherosclerotic plaques. Br J Pharmacol 162 1410 PMID: 21138421
Harding et al (2013) LtpD is a novel Legionella pneumophila effector that binds phosphatidylinositol 3-phosphate and inositol monophosphatase IMPA1. Infect Immun 81 4261 PMID: 24002062
Do you know of a great paper that uses L-690,330 from Tocris? Please let us know.
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