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About This Item
Empirical Formula (Hill Notation):
C25H39N3O5
CAS Number:
Molecular Weight:
461.59
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77
Assay:
≥90% (HPLC)
Form:
solid
Quality level:
Storage condition:
OK to freeze, protect from light
Quality Level
assay
≥90% (HPLC)
form
solid
manufacturer/tradename
Calbiochem®
storage condition
OK to freeze, protect from light
color
white
solubility
DMSO: 50 mg/mL
shipped in
ambient
storage temp.
−20°C
SMILES string
N([C@@H](CC(C)C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCC)C=O)C(=O)OCc1ccccc1
InChI
1S/C25H39N3O5/c1-6-10-20(15-29)26-23(30)21(13-17(2)3)27-24(31)22(14-18(4)5)28-25(32)33-16-19-11-8-7-9-12-19/h7-9,11-12,15,17-18,20-22H,6,10,13-14,16H2,1-5H3,(H,26,30)(H,27,31)(H,28,32)/t20-,21-,22-/m0/s1
InChI key
QEJRGURBLQWEOU-FKBYEOEOSA-N
General description
Potent reversible proteasome inhibitor (Ki = 21 nM and 35 nM for 20S and 26S proteasome, respectively). Specifically inhibits the chymotrypsin-like activity of the proteasome and induces apoptosis in Rat-1 and PC12 cells.
Biochem/physiol Actions
Cell permeable: no
Primary Target
20S proteasome
20S proteasome
Product does not compete with ATP.
Reversible: yes
Target Ki: 21 nM and 35 nM for 20S and 26S proteasome, respectively
Preparation Note
Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.
Other Notes
Lopes, U.G., et al. 1997. J. Biol. Chem. 272, 12893.
Lee, D.H., and Goldberg, A.L. 1996. J. Biol. Chem.271, 27280.
Palombella, V.J., et al. 1994. Cell 78, 773. Rock, K.L., et al. 1994. Cell 78, 761.
Vinitsky, A., et al. 1992. Biochemistry 31, 9421.
Lee, D.H., and Goldberg, A.L. 1996. J. Biol. Chem.271, 27280.
Palombella, V.J., et al. 1994. Cell 78, 773. Rock, K.L., et al. 1994. Cell 78, 761.
Vinitsky, A., et al. 1992. Biochemistry 31, 9421.
Z-Leu-Leu-Nva-CHO
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Disclaimer
Toxicity: Standard Handling (A)
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Certificates of Analysis (COA)
Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.
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