L7035
clasto-Lactacystin β-lactone
≥95% (HPLC), irreversible proteasome inhibitor, film
Synonym(s):
(1R,4R,5S)-1-[(1S)-1-Hydroxy-2-Methylpropyl]-4-Methyl-6-Oxa-2-Azabicyclo[3.2.0]Heptane-3,7-Dione, Omuralide
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About This Item
Empirical Formula (Hill Notation):
C10H15NO4
CAS Number:
Molecular Weight:
213.23
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Product Name
clasto-Lactacystin β-lactone,
assay
≥95% (HPLC)
Quality Level
form
film
solubility
DMSO: soluble 25 mg/mL
storage temp.
−20°C
SMILES string
[H][C@@]12OC(=O)[C@@]1(NC(=O)[C@@H]2C)[C@@H](O)C(C)C
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
InChI key
FWPWHHUJACGNMZ-NBBQQVJHSA-N
Application
Clasto-Lactacystin β-lactone has been used as a proteasomal inhibitor.
Clasto-Lactacystin β-lactone has been used as a protein degradation inhibitor to test its effect on memory improvements in mice. It has also been used as a proteasome inhibitor in human ovarian surface epithelium (HOSE) cells and dendritic cells (DCs).
Biochem/physiol Actions
Cell-permeable and irreversible proteasome inhibitor. Lactacystin acts as a precursor for clasto-lactacystin β-lactone.
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 volcanii by acting in the N-threonine residue of the β -type subunits.
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signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2
Storage Class
11 - Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
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Articles
DISCOVER Bioactive Small Molecules for Nitric Oxide & Cell Stress Research
Sue-Hyun Lee et al.
Science (New York, N.Y.), 319(5867), 1253-1256 (2008-02-09)
Reactivated memory undergoes a rebuilding process that depends on de novo protein synthesis. This suggests that retrieval is dynamic and serves to incorporate new information into preexisting memories. However, little is known about whether or not protein degradation is involved
Florian Vogel et al.
Traffic (Copenhagen, Denmark), 8(9), 1205-1214 (2007-07-17)
Intracellular trafficking of viral movement proteins (MPs) in plants has mainly been studied using Tobacco mosaic virus MP30 (TMV MP30) as a model system. Because of the limitations of TMV MP30 expression in Arabidopsis thaliana, these studies have mostly been
Coordinated regulation of dendrite arborization by epigenetic factors CDYL and EZH2
Qi C, et al.
The Journal of Neuroscience, 34(13), 4494-4508 (2014)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| L7035-.1MG | 04061833965344 |