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| | Clasto-Lactacystin ?-lactone Basic information |
| Product Name: | Clasto-Lactacystin ?-lactone | | Synonyms: | OMURALIDE;LACTACYSTIN, CLASTO-, BETA-LACTONE;BETA-CLASTOLACTACYSTIN;CLASTO-LACTACYSTIN BETA-LACTONE;1R-[1S-1HYDROXY-2-METHYLPROPYL]-4R-METHYL-6-OXA-2-AZABICYCLO[3.2.0]HEPTANE-3,7-DIONE;Clasto-lactacystin
(OMuralide);(1R,4R,5S)-1-[(1S)-1-Hydroxy-2-Methylpropyl]-4-Methyl-6-oxa-2-azabicyclo[3.2.0]heptane-3,7-dione;6-Oxa-2-azabicyclo[3.2.0]heptane-3,7-dione, 1-[(1S)-1-hydroxy-2-methylpropyl]-4-methyl-, (1R,4R,5S)- | | CAS: | 154226-60-5 | | MF: | C10H15NO4 | | MW: | 213.23 | | EINECS: | | | Product Categories: | Calpain and Proteasome InhibitorsProteasome, Calpain and Lysosomal Proteases;InhibitorsProtease Inhibitors;Proteasome inhibitor;Proteasome inhibitorEnzyme Inhibitors by Enzyme;Intracellular Protein Degradation;Nitric Oxide and Cell Stress;P to;Protease Inhibitor Specificity Index;Proteasomes;ProteasomeInhibitors;Inhibitors | | Mol File: | 154226-60-5.mol |  |
| | Clasto-Lactacystin ?-lactone Chemical Properties |
| Melting point | 186-187°C | | Boiling point | 440.815±40.00 °C(Press: 760.00 Torr)(predicted) | | density | 1.280±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted) | | storage temp. | -20°C | | solubility | DMF, Ethanol, Hot Ethyl Acetate, Methanol, Pyridine | | form | White solid | | pka | 13.332±0.20(predicted) | | color | White | | InChI | 1S/C10H15NO4/c1-4(2)6(12)10-7(15-9(10)14)5(3)8(13)11-10/h4-7,12H,1-3H3,(H,11,13)/t5-,6+,7+,10-/m1/s1 | | InChIKey | FWPWHHUJACGNMZ-NBBQQVJHSA-N | | SMILES | [H][C@@]12OC(=O)[C@@]1(NC(=O)[C@@H]2C)[C@@H](O)C(C)C |
| | Clasto-Lactacystin ?-lactone Usage And Synthesis |
| Chemical Properties | White Solid | | Uses | A cell permeable, irreversible proteasome inhibitor. It is 20-fold more potent than Lactacystin. Lactacytstin spontaneously converts to clasto-lactacystin in biological systems. Clasto-lactacystin is the only cell permeable form of lactacystin. Induces neurite growth and inhibits cell cycle progression similar to lactacytin. | | Uses | Clasto-Lactacystin β-lactone has been used as a proteasomal inhibitor. | | Uses | clasto-Lactacystin beta-lactone is a 20S proteasome and cathepsin A inhibitor. | | Biological Activity | cell-permeable. a highly specific, potent and irreversible proteasome inhibitor. lactacystin (cat. no. 1709-200) acts as a precursor for clasto-lactacystin β-lactone and the latter compound is at least 10 times more active than the parent lactacystin | | Biochem/physiol Actions | Clasto-Lactacystin β-lactone (cLβL) is synthesized from lactacystin. It is cell-permeable and cLβL acts on the N-terminal threonine of subunit proteasome β -subunit X It also inhibits 20S proteasome activity in Haloferax volcaniiby acting in the N-threonine residue of the β -type subunits. |
| | Clasto-Lactacystin ?-lactone Preparation Products And Raw materials |
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